About Us
We’re Extenteam, a dynamic company revolutionizing the short term vacation rental industry. Our proven business model has generated consistent revenue, and we are now expanding from a professional services model to a scalable tech-based subscription-first model.

As a scaling stage startup, we aim to grow our Monthly Recurring Revenue (MRR) to double our revenue by January 2026 by providing an AI assisted SaaS platform that works for all short term rental businesses regardless of their size.

Extenteam is on a mission to streamline and support vacation rental businesses by providing top-notch solutions, including guest communication and property management support.

We generate revenue through two primary streams:

Dedicated Team Members: Providing trained overseas talent with a recurring premium model, replacing one-time recruitment fees.
Tailwind - SaaS Platform: A guest communication Software blended with our shared services team, supporting smaller operators typically with less than 50 units - helping Extenteam increase profitability while growing our product market fit and expanding TAM and service levels.

Extenteam is a small but mighty team of 50 consisting of Sales, Partner Success, Marketing, HR & Recruiting, Engineering, Product and Admin (IT, Data etc). We are spread out across the world but we have hubs in Miami, LA, Medellin, and actively expanding into Europe. Our 50 people core team is supported by 400+ DTMs (dedicated team members) that are servicing our customers.

Our Values:

Commitment to Excellence: Continuously raising the bar and setting new standards in guest communications and service delivery. 
Exceptional Collaboration: Thriving in a fast-paced, high-performance environment built on clear communication and teamwork. 
Unified Purpose: Aligning behind a shared mission to drive success with an intense focus. One shared consciousness. 
Data-Driven Decision-Making: Prioritizing data and results over emotions when making objective, professional decisions. 
Emphasis on Details: Details matter at every level. Leaders are expected to have a deep understanding of the specifics and adopt a hands-on management style.

Our Leadership Philosophy

Our company embraces a management style inspired by the ideals of "founder mode," as championed by Airbnb’s Brian Chesky. This means a hands-on, visionary approach to leadership, with a relentless focus on innovation, product excellence, and customer-centric decision-making. We encourage proactive problem-solving, direct involvement in key initiatives, and a collaborative, high-performance culture.

To learn more about the "founder mode" philosophy and how it shapes our operations, you can explore this link. Understanding this mindset will provide valuable context for how we operate and what we value in our team members. 

What This Role Is About:

The ideal candidate should be a detail-oriented and customer-focused professional that is able to support the administration of the renter’s insurance program across our large portfolio of residential communities. This role is responsible for processing new policies, maintaining existing coverage and serves as a key liaison between residents and our property management teams. We’re seeking someone with strong time management and organizational skills, clear communication, and a commitment to providing a smooth resident experience.

Your Main Responsibilities:

• Process renter’s insurance enrollments, updates, renewals, and cancellations in a timely and accurate manner
• Review policy documentation to ensure compliance with company requirements and regulatory standards
• Maintain accurate records of resident insurance coverage within internal systems
• Partner with on-site property teams to verify coverage, resolve discrepancies, and support lease compliance
• Communicate with residents to provide guidance on insurance requirements, coverage options, and policy status
• Assist in reporting, audits, and process improvements related to insurance tracking and compliance

What We’re Looking For:

Qualifications: 

• Proven ability with managing multiple tasks simultaneously in a fast-paced environment
• Excellent written and verbal communication skills
• Proficiency with Google Workspace and MRI
• Ability to work collaboratively with cross-functional teams and external partners
• Experience in property management, insurance administration or a related field is a plus

Technical Requirements:

• Internet speed minimum 30mbps: Needs to be Wired (Buy a dongle if no LAN port)
• i5 11th Gen or higher
• Windows 11 / MacOS Catalina or higher
• Minimum of 8 GB RAM
• Private and quiet dedicated home office area (no roosters, dogs, children's noises in the background)
• Back-ups in case of power or internet provider interruptions
• Good headset and webcam (preferably noise-canceling headset)

Why You’ll Love Working with Us: 

• Competitive Salary — We offer a competitive salary that reflects the candidate’s experience, skills, and responsibilities.
• Remote Work — This role is 100% remote, allowing flexibility and eliminating daily commute.
• Paid Time Off — Standard leave entitlements (vacation, sick leave, vacation leave) for rest and well-being.
• HMO Coverage — Company-provided HMO plan, offering access to medical services via accredited hospitals and clinics under a Health Maintenance Organization. This helps ensure employees have access to routine checkups, consultations, and coverage for medical care.

About Us
We’re Extenteam, a dynamic company revolutionizing the short term vacation rental industry. Our proven business model has generated consistent revenue, and we are now expanding from a professional services model to a scalable tech-based subscription-first model.

As a scaling stage startup, we aim to grow our Monthly Recurring Revenue (MRR) to double our revenue by January 2026 by providing an AI assisted SaaS platform that works for all short term rental businesses regardless of their size.

Extenteam is on a mission to streamline and support vacation rental businesses by providing top-notch solutions, including guest communication and property management support.

We generate revenue through two primary streams:

Dedicated Team Members: Providing trained overseas talent with a recurring premium model, replacing one-time recruitment fees.
Tailwind - SaaS Platform: A guest communication Software blended with our shared services team, supporting smaller operators typically with less than 50 units - helping Extenteam increase profitability while growing our product market fit and expanding TAM and service levels.

Extenteam is a small but mighty team of 50 consisting of Sales, Partner Success, Marketing, HR & Recruiting, Engineering, Product and Admin (IT, Data etc). We are spread out across the world but we have hubs in Miami, LA, Medellin, and actively expanding into Europe. Our 50 people core team is supported by 400+ DTMs (dedicated team members) that are servicing our customers.

Our Values:

Commitment to Excellence: Continuously raising the bar and setting new standards in guest communications and service delivery. 
Exceptional Collaboration: Thriving in a fast-paced, high-performance environment built on clear communication and teamwork. 
Unified Purpose: Aligning behind a shared mission to drive success with an intense focus. One shared consciousness. 
Data-Driven Decision-Making: Prioritizing data and results over emotions when making objective, professional decisions. 
Emphasis on Details: Details matter at every level. Leaders are expected to have a deep understanding of the specifics and adopt a hands-on management style.

Our Leadership Philosophy

Our company embraces a management style inspired by the ideals of "founder mode," as championed by Airbnb’s Brian Chesky. This means a hands-on, visionary approach to leadership, with a relentless focus on innovation, product excellence, and customer-centric decision-making. We encourage proactive problem-solving, direct involvement in key initiatives, and a collaborative, high-performance culture.

To learn more about the "founder mode" philosophy and how it shapes our operations, you can explore this link. Understanding this mindset will provide valuable context for how we operate and what we value in our team members. 

What This Role Is About:

We are looking for Remote Guest Services Specialist for a Property management company Client of ours. This role involves handling inquiries, providing information, resolving issues, and ensuring a seamless communication experience for guests across multiple platforms. The ideal candidate will possess excellent communication skills, attention to detail, and the ability to multitask in a fast-paced environment.

Your Main Responsibilities:

• Respond promptly and professionally to guest inquiries via email, phone, and OTA messaging.
• Provide accurate information regarding bookings, services, policies, and other inquiries.
• Handle and resolve guest complaints and issues efficiently, ensuring guest satisfaction.
• Assist with booking and confirming reservations. Assisting with reservations sales
• Guest review management: Review guest feedback and answer reviews on OTAs
• Coordinate with internal teams | Property Managers | Property Owners to ensure guest requests and special arrangements are met.
• Create, update, and maintain guest communication templates and FAQs.
• Ensure all communications reflect the partner's voice and guidelines.
• Attend occasional virtual meetings and training sessions.
• Provide constant feedback to the team regarding partner issues / suggestions to improve processes. 
• Vendor liaison for HVAC, plumbing, electrical, etc. - dispatch, invoicing, etc.
• Data entry such as onboarding of properties into your PMS, AirBnB or VRBO listings
• Work on off season duties such as deep clean scheduling, lock battery replacements, smoke detector battery replacements, kitchen inventory, documentation of processes and procedures
• Handle permitting, Insurance requirements / documentation from property owners
• Manage calendar and inbox

• Excellent written and verbal English skills for phone, text, and email communication. 
• Previous experience in guest services, reservations, or a related field.
• Strong organizational and multitasking abilities.
• Ability to work independently in a remote work environment.
• Attention to detail and commitment to providing exceptional service.
• Ability to show empathy, exhibit patience, and have a customer-centric mindset
• Possess critical thinking and problem-solving skills. 
• Ability to learn new software quickly and efficiently.
• Willingness to ask questions when unclear about a task or process.

Nice to Haves:

• Vacation rental industry experience, working with VRBO, AirBnB, etc.
• PMS experience in the rental and hotel industry

Technical Requirements:

• Internet speed minimum 30mbps: Needs to be Wired (Buy a dongle if no LAN port)
• i5 11th Gen or higher
• Windows 11 / MacOS Catalina or higher
• Minimum of 8 GB RAM
• Private and quiet dedicated home office area (no roosters, dogs, children's noises in the background)
• Back-ups in case of power or internet provider interruptions
• Good headset and webcam (preferably noise-canceling headset)

Why You’ll Love Working with Us: 

• Competitive Salary — We offer a competitive salary that reflects the candidate’s experience, skills, and responsibilities.
• Remote Work — This role is 100% remote, allowing flexibility and eliminating daily commute.
• Paid Time Off — Standard leave entitlements (vacation, sick leave, vacation leave) for rest and well-being.
• HMO Coverage — Company-provided HMO plan, offering access to medical services via accredited hospitals and clinics under a Health Maintenance Organization. This helps ensure employees have access to routine checkups, consultations, and coverage for medical care.

About Us

We’re Extenteam, a dynamic company revolutionizing the short term vacation rental industry. Our proven business model has generated consistent revenue, and we are now expanding from a professional services model to a scalable tech-based subscription-first model.

As a scaling stage startup, we aim to grow our Monthly Recurring Revenue (MRR) to double our revenue by January 2026 by providing an AI assisted SaaS platform that works for all short term rental businesses regardless of their size.

Extenteam is on a mission to streamline and support vacation rental businesses by providing top-notch solutions, including guest communication and property management support.

We generate revenue through two primary streams:

Dedicated Team Members: Providing trained overseas talent with a recurring premium model, replacing one-time recruitment fees.

Tailwind - SaaS Platform: A guest communication Software blended with our shared services team, supporting smaller operators typically with less than 50 units - helping Extenteam increase profitability while growing our product market fit and expanding TAM and service levels.

Extenteam is a small but mighty team of 50 consisting of Sales, Partner Success, Marketing, HR & Recruiting, Engineering, Product and Admin (IT, Data etc). We are spread out across the world but we have hubs in Miami, LA, Medellin, and actively expanding into Europe. Our 50 people core team is supported by 400+ DTMs (dedicated team members) that are servicing our customers.

Our Values:

Commitment to Excellence: Continuously raising the bar and setting new standards in guest communications and service delivery. 

Exceptional Collaboration: Thriving in a fast-paced, high-performance environment built on clear communication and teamwork. 

Unified Purpose: Aligning behind a shared mission to drive success with an intense focus. One shared consciousness. 

Data-Driven Decision-Making: Prioritizing data and results over emotions when making objective, professional decisions. 

Emphasis on Details: Details matter at every level. Leaders are expected to have a deep understanding of the specifics and adopt a hands-on management style.

Our Leadership Philosophy

Our company embraces a management style inspired by the ideals of "founder mode," as championed by Airbnb’s Brian Chesky. This means a hands-on, visionary approach to leadership, with a relentless focus on innovation, product excellence, and customer-centric decision-making. We encourage proactive problem-solving, direct involvement in key initiatives, and a collaborative, high-performance culture.

To learn more about the "founder mode" philosophy and how it shapes our operations, you can explore this link. Understanding this mindset will provide valuable context for how we operate and what we value in our team members. 

What This Role Is About:

The Property Utility Specialist is responsible for the end-to-end management of utility billing, onboarding, and invoice processing for one of our clients. This role ensures utilities are properly onboarded, bills are processed accurately, autopay/e-billing is implemented, and all related systems and controls are maintained with integrity. The ideal candidate is highly detailed, process-oriented, comfortable with multiple stakeholders and systems, and thrives in a fast-paced asset management environment.

Your Main Responsibilities:

1. Utility Invoice Processing

• Receive utility invoices and ensure the utility folder is resolved to zero open items by end of day.
• Enter utility invoices per property under the correct name.
• Input utilities into the property management software (e.g., AppFolio) using proper GL accounts and property codes.
• Maintain passwords/logins for utility accounts
• Immediately notify Accounting Supervisor & Treasury Supervisor of any invoice or billing errors.
• Provide a daily End-of-Day report to Accounting Supervisor & Treasury Supervisor documenting utility bills entered.
• Communicate with the Accounting & Treasury Supervisors when a new utility vendor must be created to process invoices.
• Collaborate with Accounting & Treasury Supervisors to resolve any utility invoice anomalies (e.g., unusual charges, late fees).
• Update the “BPO Utilities” channel each day with current status and any late fees observed during bill entry.
• Assist in setting up utility accounts on autopay linked to the property’s bank account.
• Assist in enrolling utility accounts to e-billing
• Assist in compiling utility data (usage, invoices, etc.) upon request.
• Participate in daily bank proofing, ensuring utility items are correctly reported

2. Utility Onboarding for New/Transitioning Properties

• Support the onboarding of utilities for properties ensuring 100% completion prior to the transition date.
• Obtain from outgoing management/ownership the list of utilities requiring transition (electric, water/sewer, gas, trash, phone/internet).
• Ensure all new utility accounts are set up under the correct property name
• Ensure utility account logins are created and stored in the Utility/Vendor Account Workbook folder.
• Document each onboarding step on the Onboarding Checklist with supporting documentation (email confirmation, phone confirmation, contract copies).
• Store utility transition confirmations for the property being onboarded.
• Escalate any onboarding barriers (missing information, deposits required, ownership paperwork missing) to the Accounting & Treasury Supervisor immediately.

3. Flexible and Adaptable Work

• As jurisdictions, utility provider practices, lease terms, and internal processes evolve, adapt to changing workflows and procedures.
• Remain responsive to new property acquisitions, portfolio growth or other changes.

What We’re Looking For:

• At least 2 years of experience in utility billing, invoice processing, or property-management accounting highly desirable.
• Strong sense of ownership and proactive communication — someone who will immediately report any problem or barrier (e.g., utility account issues, vendor set-up delays, login access problems) to the appropriate supervisor.
• Prior experience using AppFolio or similar property management accounting software is advantageous.
• Technical Skills:
  • Proficiency in Microsoft Office (Excel, Word, Outlook) and ability to learn new systems quickly.
  • Experience managing passwords/logins securely using tools like Keeper Security or similar.
  • Familiarity with electronic billing and autopay setup processes.
• Attention to Detail & Process-Oriented: Proven track record of accurate data entry, following checklists, meeting deadlines (e.g., zero open items by EOD).
• Communication & Collaboration: Strong written and verbal communication skills; ability to coordinate with internal teams and external utility providers.
• Problem Solving: Ability to identify anomalies, escalate appropriately and follow through to resolution.
• Organizational Skills: Ability to manage multiple properties/portfolios, daily tasks, reporting requirements and onboarding workflows concurrently.
• Adaptability: Comfortable working in a dynamic environment where policies and programs may change.
• Confidentiality & Integrity: Handle login credentials, financial information and vendor accounts securely and responsibly.

Nice to Haves:

• Prior experience in a real-estate asset management company or multifamily/residential portfolio.
• Experience in handling tenant billing and administrative fee processes.
• Comfortable working under minimal supervision with defined workflows and checklists.
• Initiative to improve processes, suggest efficiencies and maintain a clean inbox/folder system.

Technical Requirements:

• Internet speed minimum 30mbps: Needs to be Wired (Buy a dongle if no LAN port)
• i5 11th Gen or higher
• Windows 11 / MacOS Catalina or higher
• Minimum of 8 GB RAM
• Private and quiet dedicated home office area (no roosters, dogs, children's noises in the background)
• Back-ups in case of power or internet provider interruptions
• Good headset and webcam (preferably noise-canceling headset)

Why You’ll Love Working with Us: 

• Competitive Salary — We offer a competitive salary that reflects the candidate’s experience, skills, and responsibilities.
• Remote Work — This role is 100% remote, allowing flexibility and eliminating daily commute.
• Paid Time Off — Standard leave entitlements (vacation, sick leave, vacation leave) for rest and well-being.
• HMO Coverage — Company-provided HMO plan, offering access to medical services via accredited hospitals and clinics under a Health Maintenance Organization. This helps ensure employees have access to routine checkups, consultations, and coverage for medical care.

About Us
We’re Extenteam, a dynamic company revolutionizing the short term vacation rental industry. Our proven business model has generated consistent revenue, and we are now expanding from a professional services model to a scalable tech-based subscription-first model.

As a scaling stage startup, we aim to grow our Monthly Recurring Revenue (MRR) to double our revenue by January 2026 by providing an AI assisted SaaS platform that works for all short term rental businesses regardless of their size.

Extenteam is on a mission to streamline and support vacation rental businesses by providing top-notch solutions, including guest communication and property management support.

We generate revenue through two primary streams:

Dedicated Team Members: Providing trained overseas talent with a recurring premium model, replacing one-time recruitment fees.
Tailwind - SaaS Platform: A guest communication Software blended with our shared services team, supporting smaller operators typically with less than 50 units - helping Extenteam increase profitability while growing our product market fit and expanding TAM and service levels.

Extenteam is a small but mighty team of 50 consisting of Sales, Partner Success, Marketing, HR & Recruiting, Engineering, Product and Admin (IT, Data etc). We are spread out across the world but we have hubs in Miami, LA, Medellin, and actively expanding into Europe. Our 50 people core team is supported by 400+ DTMs (dedicated team members) that are servicing our customers.

Our Values:

Commitment to Excellence: Continuously raising the bar and setting new standards in guest communications and service delivery. 
Exceptional Collaboration: Thriving in a fast-paced, high-performance environment built on clear communication and teamwork. 
Unified Purpose: Aligning behind a shared mission to drive success with an intense focus. One shared consciousness. 
Data-Driven Decision-Making: Prioritizing data and results over emotions when making objective, professional decisions. 
Emphasis on Details: Details matter at every level. Leaders are expected to have a deep understanding of the specifics and adopt a hands-on management style.

Our Leadership Philosophy

Our company embraces a management style inspired by the ideals of "founder mode," as championed by Airbnb’s Brian Chesky. This means a hands-on, visionary approach to leadership, with a relentless focus on innovation, product excellence, and customer-centric decision-making. We encourage proactive problem-solving, direct involvement in key initiatives, and a collaborative, high-performance culture.

To learn more about the "founder mode" philosophy and how it shapes our operations, you can explore this link. Understanding this mindset will provide valuable context for how we operate and what we value in our team members. 

What This Role Is About:

The Lease Data Quality Specialist ensures the accuracy, compliance, and completeness of resident lease files within the Entrata property management system. This role is responsible for reviewing audit findings, correcting discrepancies, and maintaining clean, compliant data that supports smooth operations, accurate reporting, and a positive resident experience.

Your Main Responsibilities:

Key Responsibilities

• Review lease file audit reports to identify missing, inaccurate, or non-compliant information.
• Make required data corrections directly in Entrata, including lease terms, charges, concessions, resident information, documents, and compliance fields.
• Upload, update, and organize lease documents to ensure files meet company and regulatory standards.
• Communicate with onsite teams, auditors, and managers to clarify discrepancies or gather missing information if needed.
• Verify that all corrections meet internal policies.
• Track and document all corrections made to maintain transparency and audit readiness.
• Monitor recurring issues and provide feedback to improve leasing processes and reduce future errors.
• Assist with quality control checks to confirm that corrected files are complete and accurate.
• Support audit cycles by prioritizing time-sensitive corrections.

What We’re Looking For:

• Experience working with property management systems, including leasing, resident management, accounting, or document management modules.
• Strong understanding of lease agreements, addenda, and standard property management documentation.
• High attention to detail and strong organizational skills.
• Ability to interpret audit findings and translate them into actionable corrections.
• Strong communication skills for collaborating with onsite teams and auditors.
• Ability to work independently, manage deadlines, and handle multiple files simultaneously.
• Basic understanding of compliance requirements in residential property management.
• Bachelor’s degree in Business, Finance, Accounting, or a related field

Preferred Qualifications

• Prior experience in property management, leasing, compliance, or audit support.
• Familiarity with other property management systems or document workflows.

Ideal Candidate Traits

• Meticulous and process-driven.
• Comfortable working in a fast-paced, deadline-oriented environment.
• Confident navigating software systems and resolving data inconsistencies.
• Proactive about identifying patterns and suggesting improvements.

Technical Requirements:

• Internet speed minimum 30mbps: Needs to be Wired (Buy a dongle if no LAN port)
• i5 11th Gen or higher
• Windows 11 / MacOS Catalina or higher
• Minimum of 8 GB RAM
• Private and quiet dedicated home office area (no roosters, dogs, children's noises in the background)
• Back-ups in case of power or internet provider interruptions
• Good headset and webcam (preferably noise-canceling headset)

Why You’ll Love Working with Us: 

• Competitive Salary — We offer a competitive salary that reflects the candidate’s experience, skills, and responsibilities.
• Remote Work — This role is 100% remote, allowing flexibility and eliminating daily commute.
• Paid Time Off — Standard leave entitlements (vacation, sick leave, vacation leave) for rest and well-being.
• HMO Coverage — Company-provided HMO plan, offering access to medical services via accredited hospitals and clinics under a Health Maintenance Organization. This helps ensure employees have access to routine checkups, consultations, and coverage for medical care.

About Us
We’re Extenteam, a dynamic company revolutionizing the short term vacation rental industry. Our proven business model has generated consistent revenue, and we are now expanding from a professional services model to a scalable tech-based subscription-first model.

As a scaling stage startup, we aim to grow our Monthly Recurring Revenue (MRR) to double our revenue by January 2026 by providing an AI assisted SaaS platform that works for all short term rental businesses regardless of their size.

Extenteam is on a mission to streamline and support vacation rental businesses by providing top-notch solutions, including guest communication and property management support.

We generate revenue through two primary streams:

Dedicated Team Members: Providing trained overseas talent with a recurring premium model, replacing one-time recruitment fees.
Tailwind - SaaS Platform: A guest communication Software blended with our shared services team, supporting smaller operators typically with less than 50 units - helping Extenteam increase profitability while growing our product market fit and expanding TAM and service levels.

Extenteam is a small but mighty team of 50 consisting of Sales, Partner Success, Marketing, HR & Recruiting, Engineering, Product and Admin (IT, Data etc). We are spread out across the world but we have hubs in Miami, LA, Medellin, and actively expanding into Europe. Our 50 people core team is supported by 400+ DTMs (dedicated team members) that are servicing our customers.

Our Values:

Commitment to Excellence: Continuously raising the bar and setting new standards in guest communications and service delivery. 
Exceptional Collaboration: Thriving in a fast-paced, high-performance environment built on clear communication and teamwork. 
Unified Purpose: Aligning behind a shared mission to drive success with an intense focus. One shared consciousness. 
Data-Driven Decision-Making: Prioritizing data and results over emotions when making objective, professional decisions. 
Emphasis on Details: Details matter at every level. Leaders are expected to have a deep understanding of the specifics and adopt a hands-on management style.

Our Leadership Philosophy

Our company embraces a management style inspired by the ideals of "founder mode," as championed by Airbnb’s Brian Chesky. This means a hands-on, visionary approach to leadership, with a relentless focus on innovation, product excellence, and customer-centric decision-making. We encourage proactive problem-solving, direct involvement in key initiatives, and a collaborative, high-performance culture.

To learn more about the "founder mode" philosophy and how it shapes our operations, you can explore this link. Understanding this mindset will provide valuable context for how we operate and what we value in our team members. 

What This Role Is About:

The AP Specialist is responsible for overseeing an inbox and monitoring various requests regarding payments, as well as pulling invoices to be submitted to lenders on a weekly basis. This role provides timely responses to ad hoc requests regarding payments, re issuances, returned payments, etc.

Your Main Responsibilities:

Essential Functions:

Operations & Execution

1. Research and resolve complex questions regarding payments.
2. Compile invoices and submit them to lenders.
3. Manage multiple priorities while meeting deadlines and maintaining accuracy.

Process Improvement & Continuous Improvement

1. Identify opportunities to improve efficiency, accuracy, and consistency of accounting processes.
2. Participate in system enhancements, process improvements, and documentation efforts.
3. Proactively identify risks, errors, or trends and recommend solutions to management.

Supervisory Responsibilities: Non-Supervisory

What We’re Looking For:

Education & Experience:

• Bachelor’s degree in Accounting or Finance required.
• 1–3+ years of progressive AP experience.

Qualifications:

• Workday experience a plus.
• Ability to research and analyze the status of payments.
• High attention to detail.
• Strong written and verbal communication skills.
• Excellent organizational skills and ability to operate independently.

Technical Requirements:

• Internet speed minimum 30mbps: Needs to be Wired (Buy a dongle if no LAN port)
• i5 11th Gen or higher
• Windows 11 / MacOS Catalina or higher
• Minimum of 8 GB RAM
• Private and quiet dedicated home office area (no roosters, dogs, children's noises in the background)
• Back-ups in case of power or internet provider interruptions
• Good headset and webcam (preferably noise-canceling headset)

Why You’ll Love Working with Us: 

• Competitive Salary — We offer a competitive salary that reflects the candidate’s experience, skills, and responsibilities.
• Remote Work — This role is 100% remote, allowing flexibility and eliminating daily commute.
• Paid Time Off — Standard leave entitlements (vacation, sick leave, vacation leave) for rest and well-being.
• HMO Coverage — Company-provided HMO plan, offering access to medical services via accredited hospitals and clinics under a Health Maintenance Organization. This helps ensure employees have access to routine checkups, consultations, and coverage for medical care.

About Us
We’re Extenteam, a dynamic company revolutionizing the short term vacation rental industry. Our proven business model has generated consistent revenue, and we are now expanding from a professional services model to a scalable tech-based subscription-first model.

As a scaling stage startup, we aim to grow our Monthly Recurring Revenue (MRR) to double our revenue by January 2026 by providing an AI assisted SaaS platform that works for all short term rental businesses regardless of their size.

Extenteam is on a mission to streamline and support vacation rental businesses by providing top-notch solutions, including guest communication and property management support.

We generate revenue through two primary streams:

Dedicated Team Members: Providing trained overseas talent with a recurring premium model, replacing one-time recruitment fees.
Tailwind - SaaS Platform: A guest communication Software blended with our shared services team, supporting smaller operators typically with less than 50 units - helping Extenteam increase profitability while growing our product market fit and expanding TAM and service levels.

Extenteam is a small but mighty team of 50 consisting of Sales, Partner Success, Marketing, HR & Recruiting, Engineering, Product and Admin (IT, Data etc). We are spread out across the world but we have hubs in Miami, LA, Medellin, and actively expanding into Europe. Our 50 people core team is supported by 400+ DTMs (dedicated team members) that are servicing our customers.

Our Values:

Commitment to Excellence: Continuously raising the bar and setting new standards in guest communications and service delivery. 
Exceptional Collaboration: Thriving in a fast-paced, high-performance environment built on clear communication and teamwork. 
Unified Purpose: Aligning behind a shared mission to drive success with an intense focus. One shared consciousness. 
Data-Driven Decision-Making: Prioritizing data and results over emotions when making objective, professional decisions. 
Emphasis on Details: Details matter at every level. Leaders are expected to have a deep understanding of the specifics and adopt a hands-on management style.

Our Leadership Philosophy

Our company embraces a management style inspired by the ideals of "founder mode," as championed by Airbnb’s Brian Chesky. This means a hands-on, visionary approach to leadership, with a relentless focus on innovation, product excellence, and customer-centric decision-making. We encourage proactive problem-solving, direct involvement in key initiatives, and a collaborative, high-performance culture.

To learn more about the "founder mode" philosophy and how it shapes our operations, you can explore this link. Understanding this mindset will provide valuable context for how we operate and what we value in our team members. 

What This Role Is About:

As a Timeshare Owner Services Agent, you will serve as the primary point of contact for timeshare owners, ensuring a high level of satisfaction through timely phone, email, and text communication, reservation support, and financial clarity. This role is centered around managing owner relationships, supporting timeshare booking activity, inventory support, maintaining accurate records, and coordinating with internal and resort teams to deliver a seamless owner and guest experience.

In addition, this role provides cross-department support to Guest Services, Vacation Rental Operations, Systems, and OTA/listing management functions as needed.

Your Main Responsibilities:

• Serve as primary liaison for timeshare owners, delivering responsive and professional communication.
• Manage and monitor the shared inbox, ensuring timely responses and proper routing.
• Assist owners with reservation inquiries, booking support, and usage guidance.
• Provide clarity on owner statements, payouts, and general account questions in coordination with accounting.
• Support monthly owner statement distribution and respond to follow-up questions.
• Maintain accurate and detailed owner records, notes, and communication logs within systems.
• Collaborate with Inventory and Revenue teams to understand availability, performance trends, and booking activity.
• Assist with new owner onboarding, including system setup, expectations, and program education.
• Track and follow through on owner requests, issues, and resolutions to completion.
• Communication with home resorts through usage verifications, cancellations, etc.
• Weekly reporting.
• Annual tax reporting preparations.

Guest Services & Cross-Functional Support:

• Assist Guest Services with guest damage claims, including documentation, communication, and resolution tracking.
• Provide after-hours on-call support on a rotating basis, assisting with urgent guest or owner’s needs.
• Support system-related tasks, troubleshooting, and internal platform coordination as needed.
• Assist with OTA listings and updates, ensuring accuracy and alignment across distribution channels.
• Assist with internal reporting related to owner performance and inventory utilization.
• Provide general operational support across departments as needed to support owner and guest experience.

What We’re Looking For:

Skills

• Strong customer service and relationship management skills
• Excellent written and verbal communication with a professional tone
• Highly organized with strong attention to detail
• Ability to multitask and manage a high-volume inbox environment
• Strong problem-solving and follow-through skills
• Ability to explain financial and reservation details clearly and confidently
• Effective time management and prioritization skills
• Proficient computer skills with ability to learn new systems quickly
• Strong internal communication and collaboration skills
• Proficient in Microsoft Office Suite

Essential Physical Abilities

• Remain in a stationary position for extended periods (up to 8 hours, excluding breaks)
• Frequent use of phone and computer systems for communication
• Visual focus required for reviewing detailed reports and correspondence

Qualifications

• High school diploma or GED required
• Experience in hospitality, customer service, timeshare, or property management preferred
• Experience with timeshare systems, PMS platforms, or reservation tools is a plus
• Familiarity with vacation rental or resort operations preferred
• Experience with OTA platforms (Airbnb, Vrbo, etc.) is a plus
• Strong understanding of customer service best practices
• Proficiency in English (spoken and written); additional languages are a plus
• Professional demeanor with strong sense of ownership and accountability

Technical Requirements:

• Internet speed minimum 30mbps: Needs to be Wired (Buy a dongle if no LAN port)
• i5 11th Gen or higher
• Windows 11 / MacOS Catalina or higher
• Minimum of 8 GB RAM
• Private and quiet dedicated home office area (no roosters, dogs, children's noises in the background)
• Back-ups in case of power or internet provider interruptions
• Good headset and webcam (preferably noise-canceling headset)

Why You’ll Love Working with Us: 

• Competitive Salary — We offer a competitive salary that reflects the candidate’s experience, skills, and responsibilities.
• Remote Work — This role is 100% remote, allowing flexibility and eliminating daily commute.
• Paid Time Off — Standard leave entitlements (vacation, sick leave, vacation leave) for rest and well-being.
• HMO Coverage — Company-provided HMO plan, offering access to medical services via accredited hospitals and clinics under a Health Maintenance Organization. This helps ensure employees have access to routine checkups, consultations, and coverage for medical care.

About Us
We’re Extenteam, a dynamic company revolutionizing the short term vacation rental industry. Our proven business model has generated consistent revenue, and we are now expanding from a professional services model to a scalable tech-based subscription-first model.

As a scaling stage startup, we aim to grow our Monthly Recurring Revenue (MRR) to double our revenue by January 2026 by providing an AI assisted SaaS platform that works for all short term rental businesses regardless of their size.

Extenteam is on a mission to streamline and support vacation rental businesses by providing top-notch solutions, including guest communication and property management support.

We generate revenue through two primary streams:

Dedicated Team Members: Providing trained overseas talent with a recurring premium model, replacing one-time recruitment fees.
Tailwind - SaaS Platform: A guest communication Software blended with our shared services team, supporting smaller operators typically with less than 50 units - helping Extenteam increase profitability while growing our product market fit and expanding TAM and service levels.

Extenteam is a small but mighty team of 50 consisting of Sales, Partner Success, Marketing, HR & Recruiting, Engineering, Product and Admin (IT, Data etc). We are spread out across the world but we have hubs in Miami, LA, Medellin, and actively expanding into Europe. Our 50 people core team is supported by 400+ DTMs (dedicated team members) that are servicing our customers.

Our Values:

Commitment to Excellence: Continuously raising the bar and setting new standards in guest communications and service delivery. 
Exceptional Collaboration: Thriving in a fast-paced, high-performance environment built on clear communication and teamwork. 
Unified Purpose: Aligning behind a shared mission to drive success with an intense focus. One shared consciousness. 
Data-Driven Decision-Making: Prioritizing data and results over emotions when making objective, professional decisions. 
Emphasis on Details: Details matter at every level. Leaders are expected to have a deep understanding of the specifics and adopt a hands-on management style.

Our Leadership Philosophy

Our company embraces a management style inspired by the ideals of "founder mode," as championed by Airbnb’s Brian Chesky. This means a hands-on, visionary approach to leadership, with a relentless focus on innovation, product excellence, and customer-centric decision-making. We encourage proactive problem-solving, direct involvement in key initiatives, and a collaborative, high-performance culture.

To learn more about the "founder mode" philosophy and how it shapes our operations, you can explore this link. Understanding this mindset will provide valuable context for how we operate and what we value in our team members. 

What This Role Is About:

As a Guest Services Supervisor, you will lead and oversee a dynamic team dedicated to providing exceptional service to guests and property owners. You will ensure prompt and efficient handling of inquiries and solutions, maintaining high standards of guest satisfaction.

Your Main Responsibilities:

Guest Experience & Customer Service

• Oversee the sorting and prioritization of guest and owner communications, ensuring prompt escalation of emergency issues and efficient resolution of routine matters.
• Collaborate with the team to maintain and respond to inquiries from all Online Travel Agencies (OTAs) such as Airbnb, Vrbo, Booking.com, and others.
• Provide expert assistance across multiple channels (phone, email, chat), ensuring guests’ needs are met.
• Ensure accurate, timely information is provided to guests before, during, and after their stay.

Team Support & Leadership

• Supervise, train, and mentor guest services team members, setting clear expectations and holding them accountable for performance and responsiveness.
• Assist managers in analyzing and tracking operational data to identify trends, gaps, and opportunities. Ensuring the team meets KPIs
• Assist managers in providing the guest services team with performance reviews.
• Document processes, timelines, and requirements to ensure smooth implementation.

Cross‑Department Collaboration

• Communicate with housekeeping, maintenance, and other teams to ensure seamless handoffs.
• Coordinate with leadership on process improvements and operational priorities.

Required Qualification

• 1-2 years of experience leading remote Guest Service teams.  
• Ability to work in a fast‑paced environment
• Experience working with OTAs (Airbnb, Vrbo, Booking.com, etc.)
• Ability to work independently and collaboratively with cross‑functional teams
• Flexibility to work weekends, holidays, or extended hours as needed
• Comfortable analyzing operational data and identifying trends
• Strong problem‑solving and conflict‑resolution skill
• High attention to detail and accuracy
• Strong Communication Skills

Work Schedule

• This role is expected to follow a Monday–Friday schedule, typically from 7:00 AM to 3:00 PM. PST. While this is the standard schedule, business needs may occasionally require flexibility, including adjusted hours or additional coverage.
• You may be required to work holidays as needed to support operations.

About Us
We’re Extenteam, a dynamic company revolutionizing the short term vacation rental industry. Our proven business model has generated consistent revenue, and we are now expanding from a professional services model to a scalable tech-based subscription-first model.

As a scaling stage startup, we aim to grow our Monthly Recurring Revenue (MRR) to double our revenue by January 2026 by providing an AI assisted SaaS platform that works for all short term rental businesses regardless of their size.

Extenteam is on a mission to streamline and support vacation rental businesses by providing top-notch solutions, including guest communication and property management support.

We generate revenue through two primary streams:

Dedicated Team Members: Providing trained overseas talent with a recurring premium model, replacing one-time recruitment fees.
Tailwind - SaaS Platform: A guest communication Software blended with our shared services team, supporting smaller operators typically with less than 50 units - helping Extenteam increase profitability while growing our product market fit and expanding TAM and service levels.

Extenteam is a small but mighty team of 50 consisting of Sales, Partner Success, Marketing, HR & Recruiting, Engineering, Product and Admin (IT, Data etc). We are spread out across the world but we have hubs in Miami, LA, Medellin, and actively expanding into Europe. Our 50 people core team is supported by 400+ DTMs (dedicated team members) that are servicing our customers.

Our Values:

Commitment to Excellence: Continuously raising the bar and setting new standards in guest communications and service delivery. 
Exceptional Collaboration: Thriving in a fast-paced, high-performance environment built on clear communication and teamwork. 
Unified Purpose: Aligning behind a shared mission to drive success with an intense focus. One shared consciousness. 
Data-Driven Decision-Making: Prioritizing data and results over emotions when making objective, professional decisions. 
Emphasis on Details: Details matter at every level. Leaders are expected to have a deep understanding of the specifics and adopt a hands-on management style.

Our Leadership Philosophy

Our company embraces a management style inspired by the ideals of "founder mode," as championed by Airbnb’s Brian Chesky. This means a hands-on, visionary approach to leadership, with a relentless focus on innovation, product excellence, and customer-centric decision-making. We encourage proactive problem-solving, direct involvement in key initiatives, and a collaborative, high-performance culture.

To learn more about the "founder mode" philosophy and how it shapes our operations, you can explore this link. Understanding this mindset will provide valuable context for how we operate and what we value in our team members. 

What This Role Is About:

Support the Manager or Founder by managing the day-to-day accounting for a portfolio of properties and related entities. This role includes both property (trust) accounting and corporate/entity accounting responsibilities.

This position requires strong attention to detail, a solid understanding of accounting principles, and the ability to communicate clearly with both internal teams and clients.

Your Main Responsibilities: 

Property Accounting (Trust Accounting)

• Work on accounting and Buildium (or Rent Manager) cleanup projects involving

• Catch-up bank reconciliations
• Opening balance sheet entries
• Comparing opening balances to last issued tax trial balance/ audit trial balance
• Clear diagnostics related to escrow mismatches etc.
  • Work on Ongoing Trust Bookkeeping Engagements:
• Enter bills and prepare payment batches
• Review owner statements and prepare owner distributions
• Enter tenant receipts and record deposits
• Process move-out accounting, including security deposit reconciliations
• Maintain clean and accurate tenant ledgers; identify and resolve discrepancies
• Troubleshoot and resolve bookkeeping issues across properties
• Perform triple bank reconciliations, identify issues (escrow mismatch, negative property cash, old outstanding payments or deposits)
• Allocate mortgage payments between principal, interest, and escrow
• Assist with month-end close and ensure accuracy of property-level reporting
• Research on how to record transactions in accounting system, contact software support and find resolution.

Corporate / Entity Accounting

• Perform bank and credit card reconciliations
• Prepare and post accruals, recurring entries, and adjusting journal entries
• Enter bills and prepare payment batches
• Code transactions
• Maintain prepaid schedules (insurance, taxes, escrow, etc.)
• Reconcile balance sheet accounts and tie out to supporting schedules and subledgers
• Assist with monthly financial statement preparation and review
• Ensure transactions are recorded accurately and in the proper period
• Review 12-month income statements and identify unusual or unexpected fluctuations
• Assist with year-end accounting and preparing financial statements
• Track vendor information for 1099 filings
• Preparing 1099s using third-party platforms

Systems, Process & Communication

• Follow firm standards for file management (SharePoint) and project management (Karbon HQ)
• Communicate timely and proactively escalate issues to Manager
• Work directly with clients on accounting-related questions and follow-ups
• Assist with process improvements and additional projects as needed
• Ability to meet deadlines (usually the first 2 weeks of the month is really busy)

What We’re Looking For:

• Bachelor’s degree in accountancy
• 1–3 years of bookkeeping or accounting experience
• Property management accounting experience preferred
• Buildium and QuickBooks Online experience required
• Rent Manager experience is a plus
• Experience with trust accounting and corporate/entity accounting
• Strong understanding of financial statements and balance sheet reconciliations
• Experience in outsourced property and real estate accounting environments or working with third-party accounting providers is a plus

Technical Skills:

• Proficient in Buildium (and/or Rent Manager)
• Proficient in QuickBooks Online
• Proficiency in Microsoft Excel, Outlook, and Word
• Experience with Karbon HQ is a plus
• Experience with SharePoint or similar file management systems preferred

Communication & Work Style:

• Conversational English required (role includes direct client communication)
• Strong written English skills in a business environment
• Highly organized and detail-oriented
• Ability to manage multiple priorities and meet deadlines
• Ability to work independently and follow through on tasks
• Strong problem-solving skills and attention to detail
• Ability to follow work flows in Karbon HQ

Technical Requirements:

• Internet speed minimum 30mbps: Needs to be Wired (Buy a dongle if no LAN port)
• i5 11th Gen or higher
• Windows 11 / MacOS Catalina or higher
• Minimum of 8 GB RAM
• Private and quiet dedicated home office area (no roosters, dogs, children's noises in the background)
• Back-ups in case of power or internet provider interruptions
• Good headset and webcam (preferably noise-canceling headset)

Why You’ll Love Working with Us: 

• Competitive Salary — We offer a competitive salary that reflects the candidate’s experience, skills, and responsibilities.
• Remote Work — This role is 100% remote, allowing flexibility and eliminating daily commute.
• Paid Time Off — Standard leave entitlements (vacation, sick leave, vacation leave) for rest and well-being.
• HMO Coverage — Company-provided HMO plan, offering access to medical services via accredited hospitals and clinics under a Health Maintenance Organization. This helps ensure employees have access to routine checkups, consultations, and coverage for medical care.

About Us
We’re Extenteam, a dynamic company revolutionizing the short-term vacation rental industry. Our proven business model has generated consistent revenue, and we are now expanding from a professional services model to a scalable tech-based subscription-first model.

As a scaling stage startup, we aim to grow our Monthly Recurring Revenue (MRR) to double our revenue by January 2026 by providing an AI assisted SaaS platform that works for all short-term rental businesses regardless of their size.

Extenteam is on a mission to streamline and support vacation rental businesses by providing top-notch solutions, including guest communication and property management support.

We generate revenue through two primary streams:

Dedicated Team Members: Providing trained overseas talent with a recurring premium model, replacing one-time recruitment fees.
Tailwind - SaaS Platform: A guest communication Software blended with our shared services team, supporting smaller operators typically with less than 50 units - helping Extenteam increase profitability while growing our product market fit and expanding TAM and service levels.

Extenteam is a small but mighty team of 50 consisting of Sales, Partner Success, Marketing, HR & Recruiting, Engineering, Product and Admin (IT, Data etc). We are spread out across the world but we have hubs in Miami, LA, Medellin, and actively expanding into Europe. Our 50 people core team is supported by 400+ DTMs (dedicated team members) that are servicing our customers.

Our Values:

Commitment to Excellence: Continuously raising the bar and setting new standards in guest communications and service delivery. 
Exceptional Collaboration: Thriving in a fast-paced, high-performance environment built on clear communication and teamwork. 
Unified Purpose: Aligning behind a shared mission to drive success with an intense focus. One shared consciousness. 
Data-Driven Decision-Making: Prioritizing data and results over emotions when making objective, professional decisions. 
Emphasis on Details: Details matter at every level. Leaders are expected to have a deep understanding of the specifics and adopt a hands-on management style.

Our Leadership Philosophy

Our company embraces a management style inspired by the ideals of "founder mode," as championed by Airbnb’s Brian Chesky. This means a hands-on, visionary approach to leadership, with a relentless focus on innovation, product excellence, and customer-centric decision-making. We encourage proactive problem-solving, direct involvement in key initiatives, and a collaborative, high-performance culture.

To learn more about the "founder mode" philosophy and how it shapes our operations, you can explore this link. Understanding this mindset will provide valuable context for how we operate and what we value in our team members. 

What This Role Is About:

You’ll be the person behind the scenes, crafting social media posts that spark excitement, designing emails that inspire action, and keeping our website fresh and engaging. You’ll dive into performance data to see what’s working, brainstorm new ideas to make us stand out, and stay ahead of the latest trends to keep things fresh. At the heart of it all, you’ll be a storyteller, helping us build connections with franchisees, property owners, travelers, and partners alike. If you’re creative, organized, and ready to make an impact, this is the role for you!

Your Main Responsibilities:

Social Media Management:

• Create, schedule, and publish engaging posts across platforms like Facebook, Instagram, LinkedIn, and TikTok.
• Monitor and respond to comments and messages to foster community engagement.
• Track performance metrics and suggest improvements.

Email Marketing:

• Assist our email marketing vendor in preparing and sending email campaigns to promote vacation homes, owner propositions and franchise opportunities, plus special offers.
• Maintain and grow email subscriber lists.
• Analyze open rates, click-through rates, and conversions to optimize email performance.

Website Maintenance:

• Update and refresh website content, including blogs, and promotional pages.
• Collaborate with the team to ensure the website aligns with brand standards and goals.
• Assist in tracking website analytics to inform content strategy.

Content Creation:

• Write compelling copy for blogs, social posts, ads, and emails that reflect the company’s voice and appeal to target audiences.
• Collaborate with the designer to create visual content using tools like Canva or Adobe Creative Suite.
• Support video creation efforts for marketing campaigns.

Campaign Support:

• Collaborate with the marketing team to plan and execute digital campaigns.
• Track campaign performance and prepare reports.
• Conduct market research to identify trends and opportunities.

Analytics and Reporting:

• Monitor key performance indicators (KPIs) such as engagement, lead generation, and conversions.
• Compile insights to help the team refine strategies.
• Stay updated on competitor activity and industry trends.

Collaboration and Communication:

• Work closely with the owner growth team, franchise team, the local destination managers and external vendors to ensure cohesive marketing efforts.
• Coordinate with the design and sales teams for cross-functional initiatives.

Stay Current on Digital Trends:

• Research and recommend new tools, platforms, and strategies to enhance digital marketing efforts.
• Experiment with emerging formats like influencer partnerships or interactive content.

Support Events and Promotions:

• Assist in preparing and promoting events, like franchise discovery sessions or partner meetups.

 Administrative Tasks:

• Organize marketing assets, maintain calendars, and prepare presentations as needed.
• Manage digital marketing tools and subscriptions to ensure smooth operations.

What We’re Looking For:

• Excellent written and verbal English skills.
• Strong organizational skills with the ability to multitask and prioritize workload.
• Ability to work independently in a remote work environment.
• Attention to detail and commitment to providing exceptional service.
• Possess critical thinking and problem-solving skills.
• Ability to learn new software quickly and efficiently.
• Willingness to ask questions when unclear about a task or process.

Nice To Have:

• Bilingual English/Spanish.

Technical Requirements:

• Internet speed minimum 30mbps: Needs to be Wired (Buy a dongle if no LAN port)
• i5 11th Gen or higher
• Windows 11 / MacOS Catalina or higher
• Minimum of 8 GB RAM
• Private and quiet dedicated home office area (no roosters, dogs, children's noises in the background)
• Back-ups in case of power or internet provider interruptions
• Good headset and webcam (preferably noise-canceling headset)

Why You’ll Love Working with Us: 

• Competitive Salary — We offer a competitive salary that reflects the candidate’s experience, skills, and responsibilities.
• Remote Work — This role is 100% remote, allowing flexibility and eliminating daily commute.
• Paid Time Off — Standard leave entitlements (vacation, sick leave, vacation leave) for rest and well-being.
• HMO Coverage — Company-provided HMO plan, offering access to medical services via accredited hospitals and clinics under a Health Maintenance Organization. This helps ensure employees have access to routine checkups, consultations, and coverage for medical care.

About Us
We’re Extenteam, a dynamic company revolutionizing the short term vacation rental industry. Our proven business model has generated consistent revenue, and we are now expanding from a professional services model to a scalable tech-based subscription-first model.

As a scaling stage startup, we aim to grow our Monthly Recurring Revenue (MRR) to double our revenue by January 2026 by providing an AI assisted SaaS platform that works for all short term rental businesses regardless of their size.

Extenteam is on a mission to streamline and support vacation rental businesses by providing top-notch solutions, including guest communication and property management support.

We generate revenue through two primary streams:

Dedicated Team Members: Providing trained overseas talent with a recurring premium model, replacing one-time recruitment fees.
Tailwind - SaaS Platform: A guest communication Software blended with our shared services team, supporting smaller operators typically with less than 50 units - helping Extenteam increase profitability while growing our product market fit and expanding TAM and service levels.

Extenteam is a small but mighty team of 50 consisting of Sales, Partner Success, Marketing, HR & Recruiting, Engineering, Product and Admin (IT, Data etc). We are spread out across the world but we have hubs in Miami, LA, Medellin, and actively expanding into Europe. Our 50 people core team is supported by 400+ DTMs (dedicated team members) that are servicing our customers.

Our Values:

Commitment to Excellence: Continuously raising the bar and setting new standards in guest communications and service delivery. 
Exceptional Collaboration: Thriving in a fast-paced, high-performance environment built on clear communication and teamwork. 
Unified Purpose: Aligning behind a shared mission to drive success with an intense focus. One shared consciousness. 
Data-Driven Decision-Making: Prioritizing data and results over emotions when making objective, professional decisions. 
Emphasis on Details: Details matter at every level. Leaders are expected to have a deep understanding of the specifics and adopt a hands-on management style.

Our Leadership Philosophy

Our company embraces a management style inspired by the ideals of "founder mode," as championed by Airbnb’s Brian Chesky. This means a hands-on, visionary approach to leadership, with a relentless focus on innovation, product excellence, and customer-centric decision-making. We encourage proactive problem-solving, direct involvement in key initiatives, and a collaborative, high-performance culture.

To learn more about the "founder mode" philosophy and how it shapes our operations, you can explore this link. Understanding this mindset will provide valuable context for how we operate and what we value in our team members. 

What This Role Is About:

We are looking for a Inside Sales Representative, you are responsible for setting appointments for our Client's sales team with prospective property owners, investors, or realtors with the goal of growing our property portfolio. You will spend most of your time following up on inbound leads and pursuing outbound leads via phone calls and emails. You are charismatic, highly organized, and have experience with sales. You enjoy having an incentive program to be rewarded for exceeding appointment goals.  

Your Main Responsibilities:

• Follow-up on inbound leads via phone calls, emails, and using our CRM messenger.
• Complete daily outbound calls and emails to prospective property owners and realtors.
• Complete basic research on prospects to qualify them as leads.
• Use our CRM to manage your leads and communicate with our sales team.  
• Meet daily, weekly, & monthly quotas for outbound calls.
• Strive to hit our appointment goals on a weekly/monthly basis.  - Communicate with your sales manager daily via video calls.

What We’re Looking For:

• Experience in inside sales and outbound calling for a property management company.
• Charismatic, professional, and positive demeanor over the phone and email.
• Proficient in MS Office Suite.
• Highly organized, self-sufficient, and able to self-manage your time.
• Basic knowledge of the vacation rental/short-term rental industry.  
• Problem solving attitude: Be able to expect the unexpected and come at issues with a can-do mindset.  
• A-Z attitude: Be able to start a task and see it through to completion.  
• Positive energy: we are here to make a good vacation, a great one! Our guests are here to have fun, no reason we can’t have some fun making that happen.  
• Tech capable: navigating different portals, websites, and apps daily.  
• Patience: able to stay calm and collected with a belligerent prospect or lead.
• Fluent in English.

Physical & Other Requirements and Qualifications:

• Able to work during typical EST business hours 40 hours per week.
• Ability to communicate clearly and effectively over the phone in English.
• Able to work in a quiet environment without background noise or disruption.

Technical Requirements:

• Internet speed minimum 30mbps: Needs to be Wired (Buy a dongle if no LAN port)
• i5 11th Gen or higher
• Windows 11 / MacOS Catalina or higher
• Minimum of 8 GB RAM
• Private and quiet dedicated home office area (no roosters, dogs, children's noises in the background)
• Back-ups in case of power or internet provider interruptions
• Good headset and webcam (preferably noise-canceling headset)

Why You’ll Love Working with Us: 

• Competitive Salary — We offer a competitive salary that reflects the candidate’s experience, skills, and responsibilities.
• Remote Work — This role is 100% remote, allowing flexibility and eliminating daily commute.
• Paid Time Off — Standard leave entitlements (vacation, sick leave, vacation leave) for rest and well-being.
• HMO Coverage — Company-provided HMO plan, offering access to medical services via accredited hospitals and clinics under a Health Maintenance Organization. This helps ensure employees have access to routine checkups, consultations, and coverage for medical care.

About Us
We’re Extenteam, a dynamic company revolutionizing the short term vacation rental industry. Our proven business model has generated consistent revenue, and we are now expanding from a professional services model to a scalable tech-based subscription-first model.

As a scaling stage startup, we aim to grow our Monthly Recurring Revenue (MRR) to double our revenue by January 2026 by providing an AI assisted SaaS platform that works for all short term rental businesses regardless of their size.

Extenteam is on a mission to streamline and support vacation rental businesses by providing top-notch solutions, including guest communication and property management support.

We generate revenue through two primary streams:

Dedicated Team Members: Providing trained overseas talent with a recurring premium model, replacing one-time recruitment fees.
Tailwind - SaaS Platform: A guest communication Software blended with our shared services team, supporting smaller operators typically with less than 50 units - helping Extenteam increase profitability while growing our product market fit and expanding TAM and service levels.

Extenteam is a small but mighty team of 50 consisting of Sales, Partner Success, Marketing, HR & Recruiting, Engineering, Product and Admin (IT, Data etc). We are spread out across the world but we have hubs in Miami, LA, Medellin, and actively expanding into Europe. Our 50 people core team is supported by 400+ DTMs (dedicated team members) that are servicing our customers.

Our Values:

Commitment to Excellence: Continuously raising the bar and setting new standards in guest communications and service delivery. 
Exceptional Collaboration: Thriving in a fast-paced, high-performance environment built on clear communication and teamwork. 
Unified Purpose: Aligning behind a shared mission to drive success with an intense focus. One shared consciousness. 
Data-Driven Decision-Making: Prioritizing data and results over emotions when making objective, professional decisions. 
Emphasis on Details: Details matter at every level. Leaders are expected to have a deep understanding of the specifics and adopt a hands-on management style.

Our Leadership Philosophy

Our company embraces a management style inspired by the ideals of "founder mode," as championed by Airbnb’s Brian Chesky. This means a hands-on, visionary approach to leadership, with a relentless focus on innovation, product excellence, and customer-centric decision-making. We encourage proactive problem-solving, direct involvement in key initiatives, and a collaborative, high-performance culture.

To learn more about the "founder mode" philosophy and how it shapes our operations, you can explore this link. Understanding this mindset will provide valuable context for how we operate and what we value in our team members. 

What This Role Is About

We are looking for a General Accountant with a Certified US Accounting credential (such as CPA, EA, or equivalent US accounting certification) to join one of our clients’ finance teams. The ideal candidate has strong experience in general accounting, bank reconciliations, accounts payable processes, and financial record management. This role requires strong attention to detail, familiarity with US accounting standards, and the ability to manage financial transactions accurately.

Your Main Responsibilities:

• Perform daily bank reconciliations and ensure all transactions are properly recorded and marked as paid.
• Review accounting software for entries labeled AutoPay and verify payment completion.
• Manage and monitor a shared accounting email inbox, ensuring invoices and financial documents are properly routed to the appropriate team members.
• Process and track employee reimbursement requests, including reviewing submissions, assigning approvals, and following up when necessary.
• Review and process new vendor applications, ensuring required tax forms and supporting documentation (such as W-9 forms) are complete and compliant with company policies.
• Maintain accurate financial records and assist with accounts payable and vendor management tasks.
• Support the accounting team with financial reporting, documentation, and audit preparation when needed.
• Assist with special accounting projects and financial tasks as assigned.

What We’re Looking For:

• Certified US Accountant (CPA, EA, or equivalent US accounting certification preferred)
• Proven experience in general accounting, bookkeeping, or financial operations
• Familiarity with US GAAP and accounting best practices
• Experience with bank reconciliations, accounts payable, and vendor management
• Strong attention to detail and high level of accuracy
• Proficiency in accounting software and MS Excel
• Ability to manage multiple financial tasks and meet deadlines
• Strong organizational and communication skills

Technical Requirements:

• Internet speed minimum 30mbps: Needs to be Wired (Buy a dongle if no LAN port)
• i5 11th Gen or higher
• Windows 11 / MacOS Catalina or higher
• Minimum of 8 GB RAM
• Private and quiet dedicated home office area (no roosters, dogs, children's noises in the background)
• Back-ups in case of power or internet provider interruptions
• Good headset and webcam (preferably noise-canceling headset)

Why You’ll Love Working with Us: 

• Competitive Salary — We offer a competitive salary that reflects the candidate’s experience, skills, and responsibilities.
• Remote Work — This role is 100% remote, allowing flexibility and eliminating daily commute.
• Paid Time Off — Standard leave entitlements (vacation, sick leave, vacation leave) for rest and well-being.
• HMO Coverage — Company-provided HMO plan, offering access to medical services via accredited hospitals and clinics under a Health Maintenance Organization. This helps ensure employees have access to routine checkups, consultations, and coverage for medical care.

What This Role Is About:

As a Guest Services Supervisor, you will lead and oversee a dynamic team dedicated to providing exceptional service to guests and property owners. You will ensure prompt and efficient handling of inquiries and solutions, maintaining high standards of guest satisfaction.

Your Main Responsibilities:

Key Responsibilities:

● Team Leadership: Supervise and mentor guest services team members, setting clear expectations and holding them accountable for performance and responsiveness.
● Inquiry Management: Oversee the sorting and prioritization of guest and owner communications, ensuring prompt escalation of emergency issues and efficient resolution of routine matters.
● Operational Oversight: Record and communicate shift activities in detail to ensure seamless transitions between team members. Analyze operational data to identify trends, gaps, and opportunities.
● Guest Engagement: Provide expert assistance across multiple channels (phone, email, chat), ensuring guests’ needs are met enthusiastically and efficiently.
● OTA Management: Collaborate with the team to maintain and respond to inquiries from all Online Travel Agencies (OTAs) such as Airbnb, Vrbo, Booking.com, and others, ensuring consistency and accuracy across platforms.
● Cross-Department Collaboration: Communicate with housekeeping, maintenance, and front-line teams to ensure seamless handoffs. Coordinate with leadership on process improvements and operational priorities.
● Bilingual English and Spanish

Ideal Candidate: 
The ideal candidate will possess strong leadership and communication skills, a commitment to excellence in guest service, and the ability to manage and motivate a diverse team effectively.

• Serve as the primary contact for guests, delivering exceptional customer service.
• Respond to in-house guest emails, chats, and texts through professional and friendly written communication to assist with issues such as lockbox, wifi troubleshooting, directions to homes, etc. 
• Answer in-house guest calls and assist with issues such as lockbox, wifi troubleshooting, directions to homes, etc.
• Make outbound calls to incoming guests before arrival to ensure their needs are met.
• Respond to complaints or upset guests while maintaining professionalism and expressing empathy. When needed, escalate to the appropriate department or manager.
• Enter work orders for maintenance as issues are called or emailed in from guests.

• Communicate with potential guests in professional and friendly written communication via email, chat, and text.
• Respond to emails with reservation information, confirmations, and additional details.
• Collaborate with guests to understand their needs, recommend suitable properties, and answer questions regarding rooms, facilities, and rates. 
• Become familiar with the area, company properties, and local attractions to be able to answer guest inquiries and questions. 
• Advise customers regarding ongoing promotions or available upgrades that may enhance their experience.
• Respond to written guest inquiries via Airbnb, Vrbo, or other OTA messaging platforms.
• Answer phones and manage the end-to-end reservation process, including converting guest inquiries to bookings and assisting guests in altering or canceling reservations.
• Check voicemail and make outbound calls to follow up with potential guest inquiries and convert inquiries to bookings.
• Manage sales leads using any CRM / lead-tracking software.
• Process guest payments.

• Check and respond to guest reviews.
• Collect and analyze virtual guest feedback to identify areas for improvement and enhance overall guest satisfaction.

• Assist property owners with questions. 
• Process daily reservation reports.
• Contribute to back-office operations, handling tasks such as data entry, record-keeping, and documentation.
• Coordinate with internal teams, including housekeeping and maintenance, to support the efficient operation of vacation rental properties.
• Data entry for onboarding of properties into PMS, AirBnB or VRBO listings.
• Update listings in OTA systems, including property photos, rates, and descriptions.

• Excellent written and verbal English skills for phone, text, and email communication. 
• Previous experience in guest services, reservations, or a related field.
• Strong organizational and multitasking abilities.
• Ability to work independently in a remote work environment.
• Attention to detail and commitment to providing exceptional service.
• Ability to show empathy, exhibit patience, and have a customer-centric mindset
• Possess critical thinking and problem-solving skills. 
• Ability to learn new software quickly and efficiently.
• Willingness to ask questions when unclear about a task or process. 

• Vacation rental industry experience, working with VRBO, AirBnB, etc.
• PMS experience in the rental and hotel industry.

Technical Requirements:

• Internet speed minimum 30mbps: Needs to be Wired (Buy a dongle if no LAN port)
• i5 11th Gen or higher
• Windows 11 / MacOS Catalina or higher
• Minimum of 8 GB RAM
• Private and quiet dedicated home office area (no roosters, dogs, children's noises in the background)
• Back-ups in case of power or internet provider interruptions
• Good headset and webcam (preferably noise-canceling headset)

Why You’ll Love Working with Us: 

• Competitive Salary — We offer a competitive salary that reflects the candidate’s experience, skills, and responsibilities.
• Remote Work — This role is 100% remote, allowing flexibility and eliminating daily commute.
• Paid Time Off — Standard leave entitlements (vacation, sick leave, vacation leave) for rest and well-being.
• HMO Coverage — Company-provided HMO plan, offering access to medical services via accredited hospitals and clinics under a Health Maintenance Organization. This helps ensure employees have access to routine checkups, consultations, and coverage for medical care.

About Us

We’re Extenteam, a dynamic company revolutionizing the short term vacation rental industry. Our proven business model has generated consistent revenue, and we are now expanding from a professional services model to a scalable tech-based subscription-first model.

As a scaling stage startup, we aim to grow our Monthly Recurring Revenue (MRR) to double our revenue by January 2026 by providing an AI assisted SaaS platform that works for all short term rental businesses regardless of their size.

Extenteam is on a mission to streamline and support vacation rental businesses by providing top-notch solutions, including guest communication and property management support.

We generate revenue through two primary streams:

Dedicated Team Members: Providing trained overseas talent with a recurring premium model, replacing one-time recruitment fees.

Tailwind - SaaS Platform: A guest communication Software blended with our shared services team, supporting smaller operators typically with less than 50 units - helping Extenteam increase profitability while growing our product market fit and expanding TAM and service levels.

Extenteam is a small but mighty team of 50 consisting of Sales, Partner Success, Marketing, HR & Recruiting, Engineering, Product and Admin (IT, Data etc). We are spread out across the world but we have hubs in Miami, LA, Medellin, and actively expanding into Europe. Our 50 people core team is supported by 400+ DTMs (dedicated team members) that are servicing our customers.

Our Values:

Commitment to Excellence: Continuously raising the bar and setting new standards in guest communications and service delivery. 

Exceptional Collaboration: Thriving in a fast-paced, high-performance environment built on clear communication and teamwork. 

Unified Purpose: Aligning behind a shared mission to drive success with an intense focus. One shared consciousness. 

Data-Driven Decision-Making: Prioritizing data and results over emotions when making objective, professional decisions. 

Emphasis on Details: Details matter at every level. Leaders are expected to have a deep understanding of the specifics and adopt a hands-on management style.

Our Leadership Philosophy

Our company embraces a management style inspired by the ideals of "founder mode," as championed by Airbnb’s Brian Chesky. This means a hands-on, visionary approach to leadership, with a relentless focus on innovation, product excellence, and customer-centric decision-making. We encourage proactive problem-solving, direct involvement in key initiatives, and a collaborative, high-performance culture.

To learn more about the "founder mode" philosophy and how it shapes our operations, you can explore this link. Understanding this mindset will provide valuable context for how we operate and what we value in our team members. 

What This Role Is About:

We’re looking for a proactive and resourceful General Administrative Assistant to support a property management client across a variety of administrative, coordination, and research-focused tasks. This role involves assisting with day-to-day operations, supporting organizational initiatives, and managing responsibilities across speaking engagements, rental property oversight, nonprofit activities, and internal project workflows.

This is a high-impact role where you will:

• Assist in presenting our team for speaking and training opportunities.
• Conduct outreach calls and follow-ups related to event coordination and professional engagements.
• Provide administrative and research support across upcoming projects and business activities.
• Help maintain productivity across multiple ongoing priorities using HubSpot, Kajabi, and other tools.

Your Main Responsibilities:
Outreach & Lead Support:

• Research opportunities aligned with the business such as conferences, CE classes, universities, nonprofits, and corporate events.
• Build lists of potential contacts and decision-makers (education directors, event planners, etc.).
• Make outbound calls using provided scripts and confirm important details such as deadlines, themes, and requirements.
• Maintain CRM records in HubSpot, ensuring accurate tracking of follow-ups and statuses.
• Support Kajabi management and handle submission of proposals, speaker packets, and related materials.
• Assist with nonprofit startup tasks and operational coordination.

General Administrative Tasks:

• Manage calendar invites, confirmations, and inbox correspondence.
• Organize Google Drive/Dropbox files, including folders, headshots, bios, and reports.
• Coordinate tasks across nonprofit, speaking, and real estate operations as assigned.
• Support leadership with project management (10 hours/week for Tracey, 30 hours/week for Stacey).
• Handle phone calls (outbound and inbound) and manage email communication.

Real Estate / Property Support:

• Update tenant information in the property management system.
• Track rent receipts, maintenance requests, and rehab progress in spreadsheets.
• Follow up with property managers and vendors in Branson, MO.
• Monitor Housing Authority (HAKC) renewals and rent increase processes.
• Conduct research for possible property acquisitions.

Tools & Platforms You Will Use:

• HubSpot CRM
• Canva (for one-sheets, proposals, and simple design needs)
• Kajabi
• Google Workspace (Drive, Docs, Sheets, Calendar)
• Microsoft Word & Excel
• Social media platforms for posting schedules (YouTube, LinkedIn, TikTok, Instagram, X, Hootsuite)

What We’re Looking For:

• Excellent written and spoken English (professional phone communication required)
• Strong organizational skills, attention to detail, and proactive mindset
• Confident using HubSpot, Kajabi, Canva, and productivity tools
• Fast and efficient researcher (contacts, information, data)
• Strong follow-up habits and ability to complete tasks independently
• Comfortable managing shifting priorities and supporting multiple projects simultaneously

Bonus Experience:

• Background in real estate, association events, or nonprofit operations
• Cold outreach or sales experience
• Familiarity with speaker marketing, continuing education coordination, or grant research

Nice to Haves:

• Self-starter with initiative
• Clear communicator with strong follow-through
• Comfortable working with both structured and unstructured tasks
• Passionate about supporting meaningful work and business growth
• Thrives in a high-energy, purpose-driven environment

Technical Requirements:

• Internet speed minimum 30mbps: Needs to be Wired (Buy a dongle if no LAN port)
• i5 11th Gen or higher
• Windows 11 / MacOS Catalina or higher
• Minimum of 8 GB RAM
• Private and quiet dedicated home office area (no roosters, dogs, children's noises in the background)
• Back-ups in case of power or internet provider interruptions
• Good headset and webcam (preferably noise-canceling headset)

Why You’ll Love Working with Us: 

• Competitive Salary — We offer a competitive salary that reflects the candidate’s experience, skills, and responsibilities.
• Remote Work — This role is 100% remote, allowing flexibility and eliminating daily commute.
• Paid Time Off — Standard leave entitlements (vacation, sick leave, vacation leave) for rest and well-being.
• HMO Coverage — Company-provided HMO plan, offering access to medical services via accredited hospitals and clinics under a Health Maintenance Organization. This helps ensure employees have access to routine checkups, consultations, and coverage for medical care.

Introduction

This is not your typical job description. My name is Ari, founder of Extenteam. I got into the short term rental industry by mistake while I was getting my undergraduate degree in Industrial Engineering at USC in California back in 2009.

After running short term rental management companies for more than a decade, I started Extenteam, a staffing and proptech company that helps short term rental operators. We grew to a team of 430 people and more than 10MM ARR, but we also became complacent. We became stagnant. We focused on the wrong things and instead of executing we spent too much time strategizing.

The people we had were great people, but not the right people for the type of company I want Extenteam to be. Everything changed at our South of France offsite in October 2025.

We decided that while our dedicated team member unit remains relevant in the hospitality and real estate industry, the future of the short term rental industry will be shaped by AI and automation. This is where Tailwind comes in. 

Our mission is to help our existing client base of 300 property management companies become more efficient and automate their operational processes using our Tailwind platform.

We want a new team that has an ownership mindset, values execution, and takes pride in doing excellent work with urgency. If you are a person who pushes for automation, understands patterns in how people work, avoids solving problems by adding more headcount, and is committed to improving processes through data, we want to speak with you.

This role will report to the Head of Tailwind Operations. You will manage a team across different time zones and locations.

Record a short one minute video explaining why you want to be part of Extenteam.

Below are the standard parts of the job description.

Role Overview

Tailwind is Extenteam’s automation and guest communication service built specifically for the short term rental industry. It helps property management companies streamline their operations by centralizing guest messaging, automating repeatable tasks, and improving response times across all communication channels. Tailwind reduces manual work and increases efficiency so operators can scale without adding unnecessary labor.

The Team Operations Lead plays a critical role in ensuring daily performance, operational consistency, and scalable systems. You will manage the frontline team, own scheduling and forecasting, and build a performance driven environment grounded in data, structure, and automation.

Key Responsibilities

Day to Day Team Operations

• Oversee daily agent performance and ensure SLA compliance across all shifts.
• Manage adherence, attendance, and scheduling for the 24/7 team.
• Maintain a weekly break schedule that balances coverage and team well being.
• Handle shift swaps and last minute coverage adjustments.
• Verify agent setup compliance including monitors, internet stability, and required tools.
• Maintain consistency across all shifts, teams, and time zones.
• Identify operational patterns in workflows and use these insights to drive automation rather than solving issues through additional staffing.

Workforce Forecasting and Scheduling

• Build schedules based on forecasted reservation and message volume.
• Analyze volume trends using tools such as PowerBi to improve schedule efficiency.
• Develop predictive staffing models that determine when new hires are actually needed and prevent overstaffing.
• Collaborate with engineering and automations to connect data sources and improve forecasting reliability.
• Adjust schedules proactively for seasonal peaks and partner onboarding activity.

Performance Visibility and Accountability

• Own the Performance Management Framework including verbal, written, final warning, and PIP processes.
• Improve visibility of agent performance metrics through a live leaderboard.
• Work with the automation team to ensure accuracy of dashboards and remove manual processes.
• Create bonus systems tied directly to performance data.
• Deliver weekly operational reports covering SLA, adherence, forecast accuracy, and automation opportunities.

Collaboration and Leadership

• Work closely with the Head of Operations to build scalable operational systems.
• Coordinate with Partner Success to ensure service quality meets expectations.
• Promote a culture that values performance, transparency, and data driven decision making.
• Lead the team by identifying their challenges, understanding how they work, and guiding them toward automation first solutions.
  
  

Who You Are

Required Experience:

• Five or more years of experience in service operations or hospitality.
• Generalist profile with experience supporting international or fast growing companies.
• Proven track record optimizing back office tasks and operational processes.
• Able to analyze how people work, understand workflow patterns, and identify challenges through data.
• Someone who pushes teams to automate instead of adding people to solve operational bottlenecks.
• Highly tech savvy with hands on experience using workforce management and automation tools.
• Strong ownership mindset, urgency, and follow through.
• Experience managing multicultural and remote teams.
  Familiarity with AI driven routing, tagging, and performance analytics tools.