About the Role

Title: Revenue Operations Associate

Reports to: Director of Revenue Operations

Location: Remote, US

We are searching for a Revenue Operations Associate who loves translating big picture strategic goals into actionable tooling, automation, and analysis outputs. This is an opportunity to shape a rapidly-scaling marketplace business that is leading the market across segments (consumer, mid-market, and enterprise). You’ll be a driving force behind ensuring our multi-segment Sales team can push the pace, looking each day to improve their efficiency and effectiveness, and to ensure management visibility into key metrics and trends. Reporting to the Director of Revenue Operations, this role is critical to helping us ensure alignment across our Sales segments, Finance, Marketing, and Partner and Service Operations.

What You’ll Do

• Collaborate with sales unit leaders and executive leadership to define, document, and manage the end-to-end revenue process, identifying bottlenecks and areas for optimization.
• Design, implement, and document standardized processes for lead-to-opportunity, opportunity-to-close, and post-sales activities. 
• Analyze and assist in setting annual and quarterly revenue targets, forecasting, and compensation plan design. Provide regular forecasting support, working closely with sales leadership and finance to improve forecast accuracy and pipeline visibility. 
• Conduct deep-dive analysis on pipeline health, sales productivity, campaign effectiveness, and customer churn/retention. 
• Serve as a second administrator for the CRM (e.g., Salesforce), including configuration, customization, data integrity, and security. 
• Contribute to the revenue stack tech roadmap, ensuring that we can stay nimble as we continue to scale. 
• Develop and maintain key performance indicator (KPI) dashboards and reporting across Sales and other revenue-related functions to provide actionable insights into revenue performance.

What You’ll Bring

• A bachelor's degree, and 3+ years of experience in Revenue Operations, Sales Operations, or Business Operations, preferably within a B2B SaaS environment. 
• Enviable analytical skills, with the ability to translate complex data into clear, actionable insights and recommendations. 
• Advanced Excel/GSheets skills and advanced/intermediate experience with SQL. Tableau/Power BI is a plus.
• Expert-level proficiency as a CRM Administrator (Salesforce required; certification is a plus), and demonstrated experience managing an integrated tech stack, including sales engagement (we use Outreach), marketing and process automation, AI, and other analytics products. 
• Superb communication and personal organization, with a knack for helping translate concepts and breaking down broad needs into actionable projects. You’re able to recommend solutions and then bring them to life. 
• Proven ability to propose solutions that balance speed and durability/scalability, and eagerness to steer projects to completion. 
• Familiarity with financial planning and analysis (FP&A) concepts related to revenue.

Recruiting Process

• Step 1 - Video call: Talent Acquisition interview
• Step 2 - Video call: Hiring Manager interview
• Step 3 - Video call: Team interviews
• Step 4 - Offer & Background Check
• Welcome aboard!

About the Role

CharterUP is seeking a Senior Software Engineer – Backend to design, build, and operate the APIs and backend systems that power our mobile experience for a two-sided marketplace. This role will work closely with our Brazil-based mobile team, as well as U.S.-based engineering, product, and design partners, to deliver reliable, scalable services that enable high-quality user experiences. You’ll focus on backend service development, API design, and system reliability, helping ensure our mobile applications are fast, resilient, and able to scale with our growing business.

Title: Senior Software Engineer - Backend

Reports to: Engineering Manager

Location: Brazil (Remote)

What You’ll Do

• Design, build, and operate scalable backend services and APIs for mobile applications, using modern and AI-assisted development practices
• Partner with mobile engineers to define API contracts and deliver seamless, high-performance user experiences
• Own service reliability, scalability, and performance, including deployment, monitoring, and optimization in AWS
• Drive backend best practices across testing, observability, and operational efficiency, leveraging AI-driven tooling where appropriate
• Collaborate cross-functionally to deliver high-impact features and identify opportunities to improve systems and workflows through AI

What You’ll Bring

• 4+ years of experience as a backend or full-stack engineer with a strong backend focus
• Proficiency in JVM-based languages (Java, Kotlin, etc.) and experience building scalable RESTful APIs
• Solid understanding of distributed systems, API design, and backend performance optimization
• Experience with cloud infrastructure (preferably AWS) and modern deployment practices, with exposure to AI-assisted tools for development, monitoring, or automation
• Strong ownership mindset and collaboration skills, with experience working closely with mobile or frontend teams in cross-functional environments
• Familiarity with the Backend-for-Frontend (BFF) pattern, including designing and maintaining mobile-optimized APIs that aggregate and tailor data for specific client use cases, improving performance and reducing client complexity

Recruiting Process

• Step 1 - Video call: Talent Acquisition interview
• Step 2 - Video call: Live Coding interview
• Step 3 - Video call: Team interviews
• Step 4 - Offer & reference check
• Welcome aboard!

Compensation

• Estimated monthly rate: $6,000 – $7,000 USD

About the Role

Title: Supply Specialist 

Reports to:  Service Operations Manager

Location: Remote, US

Schedule: Flexible to work nights and weekends. Training schedule will vary. 

CharterUP is seeking a proactive and organized Supply Specialist to take ownership of trip assignment and vendor management within a specified geographical region. This role is critical in ensuring efficient trip management, maintaining vendor relationships, supporting cross-functional projects, and driving continuous improvement in operational processes. The ideal candidate thrives in a fast-paced environment, is highly detail-oriented, and excels in both independent work and team collaboration.

What You’ll Do

Operational Oversight:

• Manage day-to-day operations within the region to ensure trips are assigned, executed, and completed in alignment with company standards.
• Responds immediately to failures in service delivery, identifying and executing alternate solutions. 
• Assign trips to operators within margin parameters while tracking availability to ensure optimal resource use.
• Monitor and action cases in ticketing system to address exceptions just as service delivery failures and pricing negotiations 
• Maintain and report on supply and demand trends across the region, including provider availability and pricing.

Vendor Relations:

• Build and maintain strong, positive relationships with vendors and key stakeholders.
• Resolve vendor issues and respond to inquiries via phone, email, and ticketing system in a timely and effective manner.

Market Analysis:

• Collect, analyze, and report on key operational data, including pricing trends, vendor performance, local events, and supply metrics.
• Stay informed on industry and regional trends to inform operational strategy and identify areas for growth or improvement.
• Contribute to cross-functional initiatives and special projects as assigned.

Problem Solving & Communication:

• Quickly address and resolve transportation-related issues, including trip delays, vehicle problems, or customer complaints.
• Collaborate with internal teams and external partners through various communication platforms such as Slack, email, phone, and ticketing system.

What You’ll Bring

• 2+ years of experience in operations, logistics, or vendor management preferred
• Excellent organizational and time-management skills
• Strong mathematical skills with the ability to calculate margins, analyze pricing data, and make cost-effective decisions
• Experience negotiating pricing and terms with vendors to optimize profitability.
• Proven ability to manage multiple tasks and prioritize effectively.
• Strong interpersonal and communication skills.
• Proficiency in tools such as Slack, Sprinklr, and Excel (or similar).

Recruiting Process:

• Step 1: Video call with Talent Acquisition
• Step 2: Video call interview with Hiring Manager
• Step 3: Final video call interview with team.
• Step 4: Offer & background check

Title: Customer Support Specialist L2

Reports to: Service Operations Manager

Location: Remote, US

Shift details: Flexible to work nights and weekends. Training schedule for the first 6 weeks will vary. 

CharterUP is seeking a proactive and detail-oriented Customer Support Specialist, Level 2 to join our growing Service Operations team. In this role, you will deliver exceptional customer support while taking increased ownership of complex service issues and live trip operations.

As a key member of the team, you will serve as a primary point of contact for customers and internal stakeholders during active trips. You will manage customer concerns, coordinate solutions to operational disruptions, and help ensure a seamless trip experience from start to finish. This role requires strong problem-solving skills, sound judgment, and the ability to remain calm and organized in a fast-paced, real-time operations environment.

What You’ll Do

Customer Support & Issue Resolution

• Respond to customer inquiries via phone and email, delivering timely, professional, and accurate support.
• Independently resolve a wide range of customer issues while escalating complex or high-risk cases when appropriate.
• Manage and resolve escalated customer concerns, ensuring a positive and professional experience.
• Conduct follow-ups with customers to confirm issues are fully resolved.
• Document customer interactions, trip updates, and resolutions within CharterUP’s proprietary systems.

Live Trip Monitoring & Operational Support

• Monitor active trips in real time, identifying and addressing potential disruptions such as delays, route changes, or driver issues.
• Serve as a primary operational contact for drivers, customers, and internal teams during live trips.
• Assess situations quickly and coordinate solutions to minimize service disruptions.
• Provide clear and timely updates to customers, drivers, and internal stakeholders.

Collaboration & Coordination

• Partner closely with internal teams including operations, logistics, and account management to resolve service issues.
• Coordinate with drivers and transportation partners to ensure trips run smoothly.
• Communicate effectively across multiple stakeholders to maintain high service standards.

Process Improvement & Team Support

• Identify recurring customer issues and provide feedback that helps improve processes and service delivery.
• Share knowledge and best practices with newer team members when needed.
• Contribute feedback on operational tools, workflows, and documentation.

What You’ll Bring

• 2–4 years of customer service or operations experience, ideally in logistics, transportation, hospitality, or marketplace environments.
• Strong written and verbal communication skills with the ability to manage multiple stakeholders effectively.
• Demonstrated problem-solving skills and sound judgment in fast-paced environments.
• Experience handling escalated customer situations with professionalism and empathy.
• Ability to multitask and prioritize competing tasks while maintaining attention to detail.
• Strong organizational and time management skills.
• A customer-first mindset with a commitment to delivering exceptional service experiences.

Recruiting Process

• Step 1 - Video call: Talent Acquisition interview
• Step 2 - Video call: Hiring Manager interview
• Step 3 - Video call: Team interviews
• Step 4 - Offer & Background Check
• Welcome aboard!

About the Role

Title: Recruiter, GTM

Reports to: Head of Talent Acquisition

Location: Austin, TX

CharterUP is hiring a GTM Recruiter to help build and scale our revenue organization. This role sits close to TA leadership and will flex across a wide range of hiring needs, from senior, high-impact searches to core revenue hiring. You’ll operate with a high degree of ownership, stepping into both strategic and executional work as the business requires. This is a high-growth environment. The right person is comfortable moving between building pipelines for hard-to-fill roles, running high-volume searches, and jumping in wherever the team needs support.

While this role is remote, we expect regular in-person collaboration in our Austin, TX office at key points throughout the year.

What You’ll Do

Own GTM hiring across levels

• Lead full-cycle recruiting for sales and revenue roles, including Account Executives, Sales Leadership, and supporting GTM functions
• Support a mix of senior, specialized, and high-volume hiring depending on business needs

Build pipelines and drive outcomes

• Source and engage passive talent through targeted outreach and market mapping
• Manage funnel health, maintain strong conversion rates, and deliver against hiring timelines

Partner with the business

• Work closely with hiring managers and senior leaders to define role requirements and calibrate on talent
• Provide market insights and candidate feedback to inform hiring decisions

Operate with flexibility

• Step into different areas of the recruiting function as needed, including sourcing, process support, and cross-functional hiring
• Adapt quickly as priorities shift in a fast-paced, high-growth environment

Improve how we hire

• Identify gaps in process and contribute to improving workflows, tools, and reporting
• Maintain strong ATS hygiene and recruiting discipline (Greenhouse preferred)

What You’ll Bring

GTM recruiting experience

• 4–7+ years of full-cycle recruiting experience with exposure to GTM or sales hiring
• Experience hiring for quota-carrying roles and supporting revenue teams

Strong sourcing and execution

• Ability to build pipelines from scratch and engage passive candidates
• Comfortable managing multiple searches with competing priorities

Business partnership

• Clear communication style and ability to work with hiring managers at different levels
• Sound judgment on candidate quality and role fit

Adaptability and ownership

• Comfortable operating in ambiguity and adjusting to changing priorities
• Willing to take on work outside of a defined lane when needed

Operational discipline

• Experience managing pipelines, tracking metrics, and using ATS systems effectively

Recruiting Process

• Step 1 - Video call: Talent Acquisition interview
• Step 2 - Video call: Hiring Manager interview
• Step 3 - Video call: Team interviews
• Step 4 - Offer & Background Check
• Welcome aboard!

About the Role

Title: Principal Recruiter

Reports to: Head of Talent Acquisition

Location: Austin, TX

CharterUP is seeking a highly skilled and resourceful Principal Recruiter to serve as a strategic partner to the Head of Talent Acquisition. This role functions as a true extension of TA leadership, owning complex and high-impact searches across our Go-To-Market organization while driving recruiting strategy, execution, and hiring outcomes.

You will lead full-cycle recruiting for critical roles, including senior and leadership hires, while managing a meaningful requisition load across both high-volume and specialized searches. This is a fast-paced, high-expectation role that requires the ability to execute at volume and navigate ambiguous, hard-to-fill searches with precision.

You will be trusted to operate with a high degree of autonomy, represent TA leadership in executive-level conversations, and influence hiring decisions at the highest levels of the organization. The right person for this role has built GTM functions before, speaks the language of sales and revenue leadership, and brings the executive credibility to match.

While this role is remote, we expect regular in-person collaboration in our Austin, TX office at key points throughout the year.

What You’ll Do

Own the GTM build

• Lead full-cycle recruiting for senior and leadership GTM roles, including VP and Director-level hires across sales and revenue functions
• Build and execute targeted sourcing strategies for competitive, hard-to-fill talent markets
• Partner on executive-level hiring as a strategic extension of TA leadership

Drive pipeline and outcomes

• Build high-quality pipelines through outbound sourcing and disciplined funnel management
• Maintain strong pass-through rates by setting a clear bar and qualifying candidates effectively upfront
• Work backward from aggressive timelines to consistently deliver results

Operate as a strategic partner

• Serve as a right hand to the Head of TA, stepping in for leadership conversations and stakeholder management when needed
• Partner directly with senior leaders to define hiring strategy and calibrate on talent
• Give the TA function air cover during high-velocity periods

Raise the bar on execution

• Manage a full requisition load across both high-volume and specialized searches
• Identify gaps in process and drive improvements across workflows, tooling, and reporting
• Set the standard for operational excellence across the recruiting function

What You’ll Bring

GTM recruiting depth

• 6+ years of full-cycle recruiting with deep ownership of GTM hiring
• Proven track record building GTM teams across VP, Director, and quota-carrying roles
• Experience recruiting into growth-stage or scaling organizations where the org chart changes quarter to quarter

Sourcing and conversion

• Consistent track record building pipelines from scratch for hard-to-fill, senior roles
• Ability to engage and convert passive talent, not just work inbound applicants

Executive presence and judgment

• Comfortable in senior-level conversations and capable of influencing hiring decisions
• Strong read on talent and business needs, with the judgment to push back when the bar isn't met
• Trusted to operate independently and represent TA leadership when it counts

Operational rigor

• Experience managing funnel metrics, pass-through rates, and time-to-fill
• Strong ATS proficiency and reporting discipline (Greenhouse experience preferred)
• High level of accountability and autonomy without needing to be managed

Recruiting Process

• Step 1 - Video call: Talent Acquisition interview
• Step 2 - Video call: Hiring Manager interview
• Step 3 - Video call: Team interviews
• Step 4 - Offer & Background Check
• Welcome aboard!

About the Role

Title: Senior Enterprise Business Development Lead 

Reports to: SVP of Business Development 

Location: Remote (~20% travel per month)

We’re seeking a Senior Enterprise Business Development Lead to accelerate growth within our Industrial & Infrastructure Shuttles segment. This is a senior, outbound-focused role designed to break into complex enterprise accounts, generate qualified opportunities, and build strategic relationships across major general contractors, developers, and infrastructure operators.

You’ll partner closely with our sales and operations teams to identify high-value prospects, develop disciplined account-entry strategies, and create a steady pipeline of qualified enterprise opportunities for closing. While you won’t be responsible for closing deals directly, your success will be measured by the opportunities you generate that convert into revenue.

This role requires more than surface-level prospecting. We’re looking for someone who knows how to penetrate large organizations mapping stakeholders across procurement, operations, project leadership, and executive sponsors and positioning CharterUP early in project planning and purchasing cycles.

You should be comfortable operating autonomously, building pipeline from the ground up, and driving immediate impact in a high-accountability, variable-driven environment.

What You’ll Do

• Identify and strategically target large, complex organizations within construction, infrastructure, industrial development, and enterprise site operations.
• Develop disciplined account-entry strategies that drive both bottom-up and top-down engagement across priority accounts.
• Prospect deeply within enterprise organizations  mapping stakeholders across procurement, operations, workforce logistics, project management, and executive leadership.
• Build multi-threaded relationships that position CharterUP early in project planning and RFP cycles.
• Generate qualified, high-value opportunities that convert into long-term shuttle programs through partnership with the closing sales team.
• Stay informed on regional construction activity, infrastructure investment, and data center development to proactively engage emerging opportunities.
• Partner closely with sales and operations to ensure smooth handoff and successful program scoping once opportunities advance.
• Represent CharterUP at industry conferences and events to expand strategic relationships and enterprise access.

What You’ll Bring

• 5+ years of experience in enterprise business development or strategic B2B sales, ideally within construction, industrial services, infrastructure, logistics, equipment rental, or adjacent industries.
• Demonstrated success prospecting into large, complex organizations and building multi-stakeholder relationships from the ground up.
• Experience developing and expanding Master Service Agreements (MSAs) or strategic partnership frameworks within enterprise accounts.
• Proven ability to navigate long, project-based or RFP-driven sales cycles involving procurement, operations, and executive decision-makers.
• Strong account-mapping discipline — able to identify key influencers, understand buying dynamics, and develop thoughtful entry strategies within enterprise accounts.
• Track record of generating qualified pipeline in markets where early positioning and relationship depth create competitive advantage.
• A strategic hunter mindset: persistent, proactive, and comfortable building pipeline without a ramp period or guaranteed book of business.
• Executive presence and credibility with senior leaders, balanced with the ability to engage both corporate and field-level stakeholders.
• Willingness to travel (~20%) for conferences, client meetings, and industry engagement.

Preferred Qualifications

• Experience in or strong familiarity with construction, facilities management, or industrial workforce logistics.
• Network within large project developers, general contractors, or enterprise operators.
• Demonstrated ability to partner with internal sales closers and operations teams.
• Background in B2B service sales with measurable success driving top-of-funnel pipeline growth.
• Experience leading business development or partnership efforts for a shuttle operator, commuter transportation provider, or workforce mobility company.

Recruiting Process

• Step 1 - Video call: Talent Acquisition interview
• Step 2 - Video call: Hiring Manager interview
• Step 3 - Video call: Team interviews
• Step 4 - Offer & reference check
• Welcome aboard!

About CharterUP

CharterUP is transforming the $450+ billion group transportation and mobility market with an AI native platform that powers modern charter, shuttle, and emerging autonomous vehicle operations. Trusted by many Fortune 500 companies, CharterUP connects enterprises, institutions, and event organizers to thousands of bus operators nationwide, while increasingly serving as the operating system for large scale shuttle and transit programs across airports, campuses, industrial sites, and major events.

Through real time availability, transparent pricing, intelligent routing, and AI driven dispatch and optimization, CharterUP replaces a fragmented and opaque industry with automation, accountability, and scale.

Why Join Us

• Innovative Impact: Be part of the team that's revolutionizing group travel, setting new standards in an industry overdue for change.
• Growth Opportunities: As a hyper growth company and one of the fastest-growing companies recognized by Inc., there’s no better time to join our dynamic, growth-stage organization.
• Driven Team: Collaborate with some of the most driven minds in tech, all while working in a remote-first environment with a tech hub in Austin, TX.
• Funding and Stability: Our $60 million Series A funding was just the start—we’re poised for even greater expansion, and you can be part of this exciting journey. CharterUp has achieved this growth profitability and efficiently, ensuring long-term stability.

About the Role

CharterUP is seeking a Senior Software Engineer – Frontend to design, build, and own high-quality user experiences across our two-sided marketplace. You’ll work closely with engineering leadership, product managers, and designers to deliver responsive, performant, and scalable web applications that support our rapidly growing business. In this role, you’ll lead frontend-focused initiatives while collaborating closely with backend and platform teams to ensure seamless, reliable user experiences.

Title: Senior Software Engineer - Frontend

Reports to: Engineering Manager

Location: Austin, TX (Hybrid: Monday, Wednesday, Friday in-office).

What You’ll Do

• Design and build scalable, high-performance frontend applications using modern frameworks (e.g., Vue)
• Partner with UX/UI designers to deliver intuitive, accessible, and responsive user experiences
• Collaborate with backend engineers to define and integrate APIs, ensuring smooth end-to-end functionality
• Drive frontend best practices across code quality, testing, performance, and maintainability
• Mentor engineers and contribute to a culture of continuous improvement, incorporating modern and AI-assisted development workflows where appropriate

What You’ll Bring

• 4+ years of experience as a frontend or full-stack software engineer with strong frontend focus
• Proficiency in HTML, CSS, JavaScript (ES6+), and TypeScript, with experience in modern frameworks (React, Vue, or Angular)
• Strong understanding of web performance, accessibility, and responsive design principles
• Experience leading projects or major features from concept to production in fast-paced environments
• Hands-on, ownership-driven mindset with interest in leveraging modern tools—including AI-assisted development—to improve quality and velocity

Recruiting Process

• Step 1 - Video call: Talent Acquisition interview
• Step 2 - Video call: Live Coding interview
• Step 3 - Video call: Team interviews
• Step 4 - Offer & reference check
• Welcome aboard!

Compensation

• Estimated base salary for this role is $160,000-$170,000
• Comprehensive benefits package, including fully subsidized medical coverage for the employee
• 401(k) plan
• Equity

About the Role

CharterUP is seeking a Senior Software Engineer (Full Stack, Frontend Focus) to architect, implement, and own a wide variety of customer-facing and back-office software systems powering our two-sided marketplace business. You’ll work closely with our engineering leaders, product managers, and engineering team to design and build systems that will scale with our rapidly growing business needs. You will lead a wide variety of technology initiatives across multiple disciplines, including REST API Services, Web Applications, Mobile Apps, Data Engineering, and DevOps.

Title: Senior Software Engineer 

Reports to: Engineering Manager

Location: This position is based in Austin, TX (Hybrid: Monday, Wednesday, Friday in-office).

• Build high-quality software using JavaScript (Vue, React) on the frontend and Java on the backend, leveraging AI-assisted development tools to improve speed and quality.
• Deploy robust applications to AWS, ensuring scalability, reliability, and continuous improvement through intelligent monitoring and automation.
• Define and advocate for engineering best practices, tooling, and development processes, including thoughtful adoption of AI-driven approaches that enhance code quality and developer productivity.
• Mentor junior engineers, sharing best practices in both traditional and AI-enhanced development techniques, and foster a culture of learning and innovation.
• Collaborate cross-functionally to align technical implementation with evolving business needs and product vision, identifying opportunities where AI technologies can create value or efficiency.

• 4+ years of professional experience as a full stack software engineer, with hands-on leadership of end-to-end projects in fast-paced environments.
• Strong frontend development skills using modern frameworks like Vue, React, or Angular.
• Proven backend experience in JVM-based environments (Java, Kotlin, C#, etc.), delivering scalable and maintainable solutions for real-world customer needs.
• Solid understanding of cloud infrastructure, especially with AWS, and familiarity with AI-based development or deployment tools.
• Collaborative team player who thrives in cross-functional teams, embraces emerging AI capabilities, and takes full ownership of complex, high-impact deliverables.

Recruiting Process

• Step 1 - Video call: Talent Acquisition interview
• Step 2 - Video call: Live Coding Interview
• Step 3 - Video call: Two Team Interviews
• Step 4 - Offer & background check
• Welcome aboard!

About the Role

CharterUP is seeking a Senior Software Engineer with experience in marketplace, dynamic pricing, and auction-based systems to design, build, and evolve the core systems that power our two-sided marketplace. You’ll work closely with engineering leadership, product managers, and cross-functional teams to develop pricing, matching, and transaction systems that drive efficiency, liquidity, and growth. In this role, you’ll contribute to systems that handle real-time pricing, supply-demand balancing, and competitive bidding dynamics leveraging modern development practices and AI-assisted tools to improve decisioning, performance, and developer velocity.

Title: Senior Software Engineer 

Reports to: Engineering Manager

Location: Austin, TX (Hybrid: Monday, Wednesday, Friday in-office).

What You’ll Do

• Design and build systems that power dynamic pricing, marketplace matching, and auction workflows, using modern and AI-assisted development practices
• Develop high-quality full-stack applications (React, Vue) and backend services (Java), enabling scalable and reliable marketplace operations
• Implement and optimize pricing logic, bidding mechanisms, and supply-demand balancing, incorporating data-driven and AI-informed approaches where appropriate
• Ensure scalability, reliability, and performance of marketplace systems through robust architecture and AWS-based infrastructure
• Collaborate cross-functionally with product, data, and business teams to refine pricing strategies and identify opportunities to enhance marketplace efficiency using AI

What You’ll Bring

• 4+ years of experience as a full-stack or backend-leaning software engineer in fast-paced environments
• Experience building or working on marketplace, pricing, auction, or matching systems
• Strong backend skills with JVM-based languages (Java, Kotlin, etc.) and experience with modern frontend frameworks (React, Vue, or Angular)
• Solid understanding of distributed systems and cloud infrastructure (preferably AWS), with exposure to AI-assisted tools or data-driven systems
• Ownership mindset with the ability to translate complex marketplace dynamics (pricing, liquidity, supply-demand) into scalable technical solutions, leveraging modern and AI-enhanced approaches where appropriate

Recruiting Process

• Step 1 - Video call: Talent Acquisition interview
• Step 2 - Video call: Live Coding interview
• Step 3 - Video call: Team interviews
• Step 4 - Offer & reference check
• Welcome aboard!

About the Role

CharterUP is seeking a Staff Software Engineer - Full Stack to architect, implement, and own a wide variety of customer-facing software systems powering our two-sided marketplace business. You’ll work closely with our engineering leaders, product managers, and engineering team to design and build systems that will scale with our rapidly growing business needs. You will lead a wide variety of technology initiatives across multiple disciplines, including Web Applications, REST API Services, Mobile Apps, Data Engineering, and DevOps.

Title: Staff Software Engineer - Full Stack

Reports to: Engineering Manager

Location: This position is based in Austin, TX (Hybrid: Monday, Wednesday, Friday in-office).

• Lead the design, development, and delivery of high-quality software products, leveraging modern development practices and AI-assisted tools where appropriate.
• Partner with UX/UI designers to build intuitive, responsive user interfaces and explore opportunities to enhance user experiences through intelligent automation.
• Establish and advocate for software engineering best practices, including the thoughtful adoption of AI-driven development workflows to improve productivity and quality.
• Mentor junior engineers, fostering growth in both technical and AI-enhanced development skills, and promote a culture of continuous improvement.
• Drive the technical vision, providing guidance on complex decisions and identifying where AI capabilities can accelerate innovation or efficiency.

• 8–12+ years of experience as a professional full-stack software engineer.
• Proficiency in building Java backend services and frontends using Vue, React, or Angular.
• Strong understanding of cloud infrastructure, ideally AWS, and awareness of emerging AI-based tools for deployment, testing, and observability.
• Proven track record of leading projects from concept to deployment in fast-paced environments, including evaluating or integrating AI-driven tooling into the development lifecycle.
• Hands-on coder who takes full ownership of complex, end-to-end deliverables, continuously exploring ways AI-assisted technologies can improve speed, reliability, and developer experience.

Recruiting Process

• Step 1 - Video call: Talent Acquisition interview
• Step 2 - Video call: Live Coding Interview
• Step 3 - Video call: Two Team interviews
• Step 4 - Offer & background check
• Welcome aboard!

About the Role

CharterUP is seeking a Staff Software Engineer - Infrastructure to architect, build, and own the core platform and infrastructure systems that power our two-sided marketplace. You’ll partner closely with engineering leadership, product managers, and application teams to design and operate scalable, reliable, and secure systems that support our rapidly growing business.

In this role, you will lead initiatives across cloud infrastructure, platform engineering, DevOps, observability, and data systems—ensuring our applications and services can scale efficiently while enabling fast, high-quality product development.

Title: Staff Software Engineer - Infrastructure

Reports to: VP of Engineering

Location: Austin, TX (Hybrid: Monday, Wednesday, Friday in-office).

What You’ll Do

• Lead the design and evolution of scalable, secure, and highly available infrastructure, leveraging modern DevOps practices and AI-assisted tooling where appropriate.
• Build and enhance platform capabilities (CI/CD, infrastructure-as-code, developer tooling) to enable faster, more reliable product development.
• Drive reliability, performance, and cost efficiency through observability, automation, and intelligent alerting.
• Establish and promote infrastructure best practices, including AI-driven workflows for deployment, monitoring, and incident response.
• Partner cross-functionally and mentor engineers, while leading incident response and continuous improvement efforts to strengthen system resilience.

What You’ll Bring

• 8–12+ years of experience in infrastructure, DevOps, or platform engineering roles.
• Strong expertise in cloud infrastructure (preferably AWS) and distributed systems design.
• Proficiency with infrastructure-as-code and CI/CD systems, plus experience with containerization/orchestration (e.g., Docker, Kubernetes).
• Experience building observability systems and improving reliability at scale, with familiarity using AI-driven tools for automation and monitoring.
• Proven track record of leading complex infrastructure initiatives with a hands-on, ownership-driven mindset focused on reliability, efficiency, and developer experience.

Recruiting Process

• Step 1 - Video call: Talent Acquisition interview
• Step 2 - Video call: Hiring manager interview
• Step 3 - Video call: Team interviews
• Step 4 - Offer & reference check
• Welcome aboard!

Title: People Operations Manager

Reports to: Head of People Operations

Location: Austin, Texas 

About the Role

As the People Operations Manager, you will be responsible for building and scaling the operational infrastructure that powers how our People team runs. This is a highly execution-focused role where you will design, implement, and optimize the processes, systems, and workflows that support the full employee lifecycle. You’ll be expected to bring structure to ambiguity, improve efficiency across the organization, and ensure that core People Operations run smoothly and accurately at all times.

Success in this role requires a strong operator mindset. You should be comfortable owning work end-to-end, identifying gaps without being prompted, and moving quickly to implement solutions that scale. This is an environment where priorities shift, expectations are high, and the pace is fast.  This role is best suited for someone who enjoys building, automating, and improving systems, and who takes pride in delivering high-quality work with minimal oversight.

While this role is remote, we expect regular in-person collaboration in our Austin, TX office at key points throughout the year.

Responsibilities

Build & Scale People Infrastructure

• Design and implement scalable People Operations processes across onboarding, offboarding, and the broader employee lifecycle
• Identify inefficiencies and streamline or automate workflows to improve speed and accuracy
• Create and maintain SOPs that drive consistency and clarity across teams
• Build systems and processes that can scale with continued company growth

Execution & Operational Excellence

• Own day-to-day People Operations execution, ensuring work is completed accurately and on time
• Manage high-volume workflows with strong attention to detail
• Partner cross-functionally with Talent Acquisition, Payroll, and Finance to ensure seamless operations
• Ensure nothing falls through the cracks across competing priorities

Compliance & Risk Management

• Maintain compliance across federal, state, and multi-state employment regulations
• Build and manage processes that ensure audit readiness and reduce risk
• Partner closely with Payroll on compensation, benefits, and leave of absence administration

Systems, Data & Automation

• Own and optimize HR systems (Rippling or similar), ensuring data integrity and usability
• Evaluate and implement tools that improve efficiency and reporting capabilities
• Build reporting and dashboards that support data-driven decision making
• Support QBRs and leadership reporting with clear, actionable insights
• Experience using analytical methods, tools and concepts to identify, design, recommend, and implement compensation solutions 

Employee Lifecycle Operations

• Ensure onboarding and offboarding processes are efficient, consistent, and well-executed
• Partner with Talent Acquisition to create a smooth transition from candidate to employee
• Manage internal inquiries through ticketing systems, ensuring timely and accurate responses

Experience and Expertise

• 5+ years of experience in People Operations within a high-growth environment
• Demonstrated experience building and improving processes and systems
• Strong operational mindset with a focus on execution and outcomes
• Experience with HR systems (Rippling is a plus) and a focus on automation
• Solid understanding of compliance and multi-state employment practices
• High attention to detail and ability to manage multiple priorities effectively
• Comfortable operating in a fast-paced environment with evolving priorities

Recruiting Process

• Step 1 - Video interview with Talent Acquisition 
• Step 2 - Video interview with the Hiring Manager 
• Step 3 - Video interview(s) with other team members
• Offer & reference check
• Welcome aboard!

About the Role

Title: Principal Software Engineer 

Reports to: Vice President of Engineering

Location: Austin, TX (Hybrid: Monday, Wednesday, Friday in-office)

CharterUP is looking for a Principal Software Engineer with deep infrastructure experience to lead the deployment of AI across the enterprise, automating workflows and driving productivity at our growth-stage marketplace. You’ll build products that replace manual processes, collaborate cross-functionally to uncover high-impact opportunities, and ensure secure, scalable systems that keep pace with rapid growth.

What You’ll Do

• Own and evolve core infrastructure systems while building AI-powered tools that automate workflows and boost productivity

• Leverage your infra expertise to guide AI-assisted development and rapidly ship reliable, scalable prototypes
• Collaborate across teams to identify operational inefficiencies and deliver automation that drives measurable impact
• Supervise AI-generated technical decisions, stepping in to debug complex issues as needed
• Set technical direction and champion best practices that integrate AI effectively into our engineering culture

What You’ll Bring

• 12+ years of hands-on experience designing and scaling infrastructure in fast-paced, high-growth environments
• Proven ability to identify inefficiencies and automate manual workflows using practical, AI-driven solutions
• Strong technical judgment with the ability to guide and debug complex systems across backend (Java) and frontend (Vue or React) stacks
• Deep understanding of cloud infrastructure, preferably AWS or GCP, and a passion for building reliable, scalable systems
• High ownership mindset with a track record of leading complex projects and delivering impactful tools across teams

Recruiting Process

• Step 1 - Video call: Talent Acquisition interview
• Step 2 - Video call: Hiring Manager interview
• Step 3 - Video call: Team interviews
• Step 4 - Offer & background check
• Welcome aboard!

Title: Customer Support Specialist

Reports to: Service Operations Manager

Location: Remote, US

Shift details: Flexible to work nights and weekends. Training schedule for the first 6 weeks will vary. 

About the Role:
We are looking for an enthusiastic and detail-oriented Customer Service Specialist to join our growing Service Operations team. This entry-level role focuses on providing outstanding customer support by assisting with inquiries, resolving issues, and ensuring a seamless customer experience. You’ll collaborate with various teams and learn to effectively manage day-to-day customer interactions while gaining valuable skills in a fast-paced, remote-first environment.

Key Responsibilities:

Customer Support & Issue Resolution:

• Respond to customer inquiries via email and phone, providing prompt and accurate assistance.
• Address and resolve common customer issues, escalating complex cases to the appropriate team when necessary.
• Conduct follow-ups to ensure all customer concerns are addressed and resolved.
• Document customer interactions and resolutions in CharterUP’s proprietary software system.

Live Trip Monitoring:

• Act as Live Trip Support during scheduled weekend shifts, monitoring trips and addressing disruptions (e.g., delays, cancellations, route changes).
• Assist customers, drivers, or operations teams with urgent support requests.
• Manage unexpected events (e.g., traffic, vehicle breakdowns, weather issues) by coordinating alternative solutions.
• Serve as the primary point of contact for drivers, customers, operations teams, and Enterprise Sales during active trips.
• Communicate clear and timely updates to customers and drivers about any trip changes.

Customer Relationship Management:

• Build and maintain positive relationships with customers to ensure satisfaction and retention.
• Educate customers on Department of Transportation (DOT) rules and regulations.
• Follow up with customers to confirm their needs were met after resolving issues.

Operations Coordination:

• Collaborate with internal teams to ensure smooth and efficient customer experiences.
• Track and monitor service requests, escalating operational delays when necessary.

Documentation & Process Adherence:

• Maintain detailed and accurate records of customer interactions in Sprinklr.
• Adhere to company policies, procedures, and service-level agreements (SLAs).

Escalation Management:

• Escalate critical issues, such as service failures or safety concerns, to the appropriate teams for resolution.
• Partner with team leads or managers for escalated support or policy exceptions.
• Provide reassurance and solutions to customers experiencing disruptions.

Continuous Improvement & Learning:

• Stay up-to-date with product updates and service changes.
• Participate in training sessions to enhance customer service strategies and operational knowledge.

Experience and Skills:

• 0-2 years of customer service or logistics coordination experience; experience in transportation, hospitality, or similar industries is a plus.
• Excellent verbal and written communication skills.
• Strong problem-solving abilities and attention to detail.
• Ability to remain calm and professional in fast-paced or high-pressure situations.
• Strong organizational skills and the ability to multitask effectively.
• A customer-focused mindset with a commitment to delivering exceptional service.
• Willingness to adapt to changing priorities and learn new systems or processes.

Recruiting Process:

• Step 1: Video call with Talent Acquisition
• Step 2: Video call interview with Hiring Manager
• Step 3: Final video call interview with team.
• Step 4: Offer & background check

Title: Customer Support Specialist- Bilingual (English/French)

Reports to: Service Operations Manager

Location: Remote 

Shift details: Flexible to work nights and weekends. Training schedule for the first 6 weeks will vary. 

About the Role:
We are seeking a detail-oriented and customer-focused Bilingual (FR/EN) Customer Support Specialist to join our growing Service Operations team. In this entry-level role, you’ll assist with managing customer inquiries, monitoring live trips, and coordinating logistics solutions to ensure smooth operations. This role is ideal for individuals eager to learn and grow in a fast-paced environment with a focus on delivering exceptional service.

Key Responsibilities:

Customer Support & Issue Resolution:

• Provide inbound call support in both English and French 
• Respond to inbound customer inquiries in both English and French via email, ensuring prompt and accurate resolution.
• Conduct outbound calls in both English and French to resolve customer requests as needed.
• Troubleshoot common issues related to products, services, or accounts and escalate complex cases to the appropriate team.

Live Trip Monitoring:

• Provide end to end support during scheduled weekend shifts, monitoring trips and addressing disruptions (e.g., delays, cancellations, route changes).
• Assist customers, drivers, or operations teams with urgent support requests and serve as the primary point of contact.
• Manage unexpected events (e.g., traffic, vehicle breakdowns, weather issues) by coordinating alternative solutions.
• Communicate clear and timely updates to customers and drivers about any trip changes.

Customer Relationship Management:

• Build and maintain positive relationships with customers to ensure satisfaction and retention.
• Educate customers on Department of Transportation (DOT) rules and regulations.
• Follow up with customers to confirm their needs were met after resolving issues.

Operations Coordination:

• Collaborate with internal teams to ensure smooth and efficient customer experiences.
• Track and monitor service requests, escalating operational delays when necessary.

Documentation & Process Adherence:

• Maintain detailed and accurate records of customer interactions in ticketing system.
• Adhere to company policies, procedures, and service-level agreements (SLAs).

Escalation Management:

• Escalate critical issues, such as service failures or safety concerns, to the appropriate teams for resolution.
• Partner with team leads or managers for escalated support or policy exceptions.
• Provide reassurance and solutions to customers experiencing disruptions.

Continuous Improvement & Learning:

• Stay up-to-date with product updates and service changes.
• Participate in training sessions to enhance customer service strategies and operational knowledge.

Experience, Skills, and Requirements:

• Fluent in both English and French 
• 1-2 years of customer service or logistics coordination experience; experience in transportation, hospitality, or similar industries is a plus.
• Excellent verbal and written communication skills.
• Strong problem-solving abilities and attention to detail.
• Ability to remain calm and professional in fast-paced or high-pressure situations.
• Strong organizational skills and the ability to multitask effectively.
• A customer-focused mindset with a commitment to delivering exceptional service.
• Willingness to adapt to changing priorities and learn new systems or processes.

Recruiting Process:

• Step 1: Video call with Talent Acquisition
• Step 2: Video call interview with Hiring Manager
• Step 3: Final video call interview with a Senior Manager
• Step 4: Offer & background check

Welcome aboard!

About the Role

Title: Enterprise Events Account Executive

Reports to: Vice President of Sales, Events

Location: Remote 

CharterUP is seeking an Enterprise Events Account Executive, you will own the full sales cycle for large, complex opportunities, including multi-day events and recurring programs that often span 30+ days. You will work with senior stakeholders, navigate RFPs and procurement processes, and partner closely with Operations to design event transportation programs that are both commercially attractive and operationally sound. This is not a transactional role. Success depends on your ability to act as a trusted advisor translating complex customer needs into realistic transportation solutions and ensuring CharterUP is positioned to deliver.

Our Enterprise events and large-scale transportation programs are high-stakes, operationally complex, and highly visible. Customers aren’t just buying transportation and technology, they’re buying confidence that the entire solution will work flawlessly. The Enterprise Events Account Executive plays the most critical role in winning and expanding enterprise business across events, government, education, and institutional organizations, where operational credibility is as important as sales execution. This role requires someone who can effectively quarterback an enterprise sales process, but as importantly, someone who understands how group transportation, specifically related to large event execution, works seamlessly, and can guide customers through complexity with confidence.

What You’ll Do

Own Complex Enterprise Deals

• Lead the full sales cycle from prospecting through close, including RFP responses, MSA negotiations, and long-term contracts
• Lead outbound and inbound sales efforts across a diverse set of verticals, including sports and live events, municipalities, K–12 and higher education, travel and destination management, and large enterprise accounts.
• Close high-value contracts ($250K+ ARR) where transportation is mission-critical
• Sell with Operational Credibility
• Serve as a subject-matter expert on group transportation logistics
• Partner with Operations to design and validate solutions involving:
• Scheduling and routing
• Parking and staging
• Rider flow and on-site logistics
• Multi-day and large-scale event coordination
• Set clear expectations with customers and ensure smooth handoff post-sale

Build & Expand Enterprise Relationships

• Develop targeted outbound strategies within enterprise events and institutional verticals
• Build relationships across procurement, operations, and executive leadership
• Expand revenue within existing accounts through account management and expansion

Stay Close to the Market

• Monitor trends across large-scale events, public-sector transportation, and enterprise shuttle programs
• Share market feedback with leadership to inform product, pricing, and operational strategy

What You’ll Bring

• 5+ years of proven experience in enterprise sales, preferably within transportation.
• Demonstrated success in managing complex sales cycles, including MSA negotiations and RFPs. 
• Proven ability to manage long sales cycles and close deals with a value of $500k+ in annual revenue.
• Strong ability to build relationships, negotiate, and close high-value, long sales cycle deals. 
• Excellent communication, presentation, and strategic thinking skills.
• Entrepreneurial mindset with the ability to identify and pursue growth opportunities in dynamic environments.

Preferred Qualifications

• Top-quartile performance in previous sales roles, with strong conversion rates, quota attainment, and output.
• Proven ability to multi-thread through organizations to expand relationships and account footprint.
• Experience managing $1M+ accounts with demonstrated revenue growth and retention success.

Recruiting Process

• Step 1 - Video call: Talent Acquisition interview
• Step 2 - Video call: Hiring Manager interview
• Step 3 - Video call: Team interviews
• Step 4- Sales Presentation
• Step 5 - Offer & Background Check
• Welcome aboard!

About the Role

Title: Director of Operations & Vendor Compliance

Reports to: VP of Service Operations

Location: Remote

CharterUP is seeking a data-driven, execution-focused operations leader to serve as our Director of Operations and Vendor Compliance a critical role that will act as an extension of the VP of Service Operations. This leader will balance strategy with hands-on execution, independently analyzing data, building reporting in Tableau, and ensuring managers and teams execute consistently against KPIs. They will drive operational excellence, improve team capability, and free executive leadership to focus on enterprise priorities.

The ideal candidate thrives in complex, fast-moving environments, knows how to dig into data and insights directly, and can hold managers accountable while also shaping long-term strategy.

What You’ll Do

Data & Analytics Leadership

• Own the compilation, analysis, and visualization of operational data building Tableau dashboards and reporting frameworks to identify opportunities, monitor KPIs, and support executive decision making.
• Deliver actionable insights to executive leadership, ensuring data informs daily execution and long-term strategy.
• Advanced ability to manipulate, clean, and interpret large datasets; experience with BI tools (Tableau, Looker, Power BI) and proficiency in SQL or other query languages strongly preferred. Must be able to build dashboards and explain analytical reasoning in detail.

Operational Execution & VP Enablement

• Serve as the VP’s operational extension—taking tactical execution and operational oversight off their plate.
• Drive cross-functional priorities with discipline, ensuring initiatives are executed with rigor and leadership bandwidth is preserved.

Team Leadership & Manager Accountability

• Lead a distributed team of managers and supply specialists, ensuring leaders under you are aligned, supported, and held accountable.
• Set clear expectations, track performance, and consistently drive improvement against KPIs for productivity, efficiency, and SLA attainment.

Performance & Process Improvement

• Identify and execute strategies to improve operational efficiency and margin attainment, including new tools, automation, and process redesign.
• Drive initiatives focused on reducing service failures and improving provider capacity through rigorous data analysis and continuous improvement.

Margin Growth & Pricing Integrity

• Build region-specific margin strategies through cross-functional collaboration with Service Operations and Data Science.
• Strengthen pricing integrity controls to ensure vendor pricing aligns with market standards and supports wholesale margins.

Compliance Oversight

• Provide senior leadership to the compliance function, ensuring vendor adherence to company policies, contractual obligations, and operational standards.
• Oversee programs to strengthen delivery reliability and risk management.

What You’ll Bring

• 8+ years of experience leading operations in high-volume service delivery, dispatching or contact center environments ideally within transportation, mobility, or other complex service industries where compliance, customer satisfaction, and vendor management are critical. The ideal candidate will have worked in vendor management in a 2 sided marketplace.
• Proven success managing frontline leaders and large teams in high-volume, high-stakes environments.
• Advanced ability to compile, analyze, and visualize data using Tableau, Excel, and Google Sheets—capable of building dashboards and reporting independently without reliance on a dedicated analyst.
• Strong track record of driving manager performance and holding teams accountable to KPIs.
• Ability to balance strategic vision with tactical execution, rolling up sleeves when needed to solve problems, build processes, and drive results.
• Vendor-facing communication and escalation management skills with executive presence.
• Highly organized, data-driven, and comfortable making decisions under pressure while managing both short-term problem-solving and long-term process improvements.

Recruiting Process

• Step 1 - Video call: Talent Acquisition interview
• Step 2 - Video call: Hiring Manager interview
• Step 3 - Video call: Team Interview
• Step 4- Final Presentation 
• Step 5 - Offer & background check
• Welcome aboard!

About the Role

Title: General Manager, Marketplace 

Reports to: CEO 

Location: Remote

CharterUP is hiring a GM, Marketplace to own the Marketplace business end to end and operate hands on across the commercial and product engine. Marketplace was CharterUP’s original growth driver, represents a significant portion of company revenue, and remains essential to long term enterprise value. While the organization has expanded into enterprise, multi year shuttle programs and additional components, Marketplace is still in a growth stage. This role carries full accountability for Marketplace performance, including revenue growth, contribution margin, cost of sales, product integration, and operating leverage.

Why We Are Hiring For This Role 

We are hiring a product minded, analytics driven General Manager to run Marketplace as a full business. This role is responsible for translating recurring customer pain points into scalable, repeatable solutions, instrumenting performance with rigorous commercial analytics, and building the operating cadence, automation, and mechanisms required to improve efficiency, predictability, and long term enterprise value.

This Is a Business Owner Role

This is a true GM and operator seat. Marketplace Sales will report directly into this role, but the scope extends well beyond sales execution. While sales leadership focuses on frontline execution, coaching, and talent development, the GM owns how the Marketplace business works end to end, including pricing and packaging, funnel design, conversion economics, productization, automation, and operating systems. The role remains deeply embedded in Marketplace workflows and customer feedback loops, with accountability for designing systems that materially improve scale, profitability, and reliability.

How This Role Fits

The GM leads Marketplace Sales while owning the broader Marketplace business architecture across productization, analytics, unit economics, and cross functional execution with Product, Engineering, Data Science, and Operations. This role serves as the single accountable owner for tradeoffs, prioritization, and results, with broad executive partnership as the organization scales. Success is measured by Marketplace growth, margin expansion, operating leverage, and the ability to scale without linear headcount growth.

What You’ll Do

Own the Marketplace Business and Product Architecture 

• Run Marketplace as a business unit and commercial product portfolio
• Define the Marketplace product strategy in alignment with economic goals
• Design and own the scalable growth model across segments, pricing, packaging, and delivery standards
• Turn recurring customer needs into structured, repeatable productized offerings
• Ensure product roadmap priorities are grounded in margin, automation, and revenue leverage

Lead Product-Driven Scale Across Marketplace Sales

• Establish disciplined feedback loops between Marketplace Sales and Product
• Translate frontline friction and customer signals into prioritized product investments with clear ROI
• Influence roadmap decisions that reduce manual quoting, routing, and booking
• Ensure new capabilities measurably improve conversion, automation rate, and cost of sales

Improve Cost of Sales Through Automation and Workflow Design

• Define which workflows should be automated versus human-assisted
• Expand AI-enabled quoting and conversational workflows
• Increase bookings processed with minimal manual intervention
• Drive scale through systems and product leverage 
• Improve cost of sales while strengthening customer experience, retention, and NPS

Instrument Performance and Strengthen Unit Economics

• Establish full visibility into Marketplace performance across funnel metrics, pricing, margin, productivity, and retention
• Implement dashboards and a disciplined operating cadence tied to forward commitments
• Improve forecasting accuracy and economic predictability
• Identify and eliminate margin leakage
• Balance growth with sustainable unit economics and capital efficiency

What You’ll Bring

• Experience leading growth, strategy, or general management for a marketplace, two sided platform, or high volume SaaS or tech enabled business
• Direct exposure to P&L ownership or full business unit economics
• Deep partnership experience with Product and Engineering teams
• Strong analytical foundation with comfort in data modeling, experimentation, and metrics driven decision making
• Experience improving pricing, funnel conversion, sales productivity, or operating leverage
• Ability to influence senior stakeholders and drive alignment across functions

Recruiting Process

• Step 1 - Video call: Talent Acquisition interview
• Step 2 - Video call: Hiring Manager interview
• Step 3 - Video call: Team interviews
• Step 4 - Video call: Final Case Study/Presentation
• Step 5 - Offer & Background Check
• Welcome aboard!

Title: Head of People

Location: Austin, Texas 

As we scale, we need a People leader who can help the company move from reactive HR support to a disciplined, high-accountability People function that protects the business, enables leaders, and builds the infrastructure required for growth. This person will create the structure, processes, and standards that help the company run well as it scales. They will work at both the strategic and day-to-day levels, setting direction, solving problems directly, and building an operation that is consistent, reliable, and built to last.

This is not a traditional culture-programs-first HR role, and it is not a handoff role. We are looking for a senior Head of People who is equally comfortable operating as a strategic executive, a compliance-minded risk leader, and an HR operations builder. This person will bring order, rigor, and sound judgment to complex employee matters while building the systems, processes, and management practices that reduce risk and improve performance over time.

The Head of People will build and strengthen CharterUP’s approach to employee relations, HR operations, performance management, leadership enablement, and people analytics, while partnering closely with the executive team to align people strategy with company growth. This person should know how to work backward from business goals, operating needs, and customer expectations to build people practices that support how the company runs.

What You’ll Do

• Build the People function CharterUP needs for its next stage of growth.
• Create the structure, processes, and standards that help the company run well as it scales.
• Build and improve the systems and programs that support employee relations, HR operations, performance management, leadership enablement, and people analytics.
• Help ensure compensation and benefits programs are practical, competitive, and able to scale with the business.
• Build practical, repeatable processes that help leaders set expectations, give feedback, address issues early, and lead their teams more effectively.
• Partner with the executive team on organizational design, workforce planning, and key people decisions as the company grows.
• Lead complex employee matters with sound judgment and strong follow-through.
• Build in close partnership with Legal to ensure people practices are compliant, practical, and well managed.
• Partner with Finance on headcount planning, compensation, people-related reporting, and other key workforce decisions.
• Improve visibility and analytical rigor into headcount, attrition, hiring, performance, and other key people trends.
• Build a People operation that is clear, reliable, and able to support a growing business with consistency and accountability.
• Lead and strengthen the People team over time, raising the bar on execution, judgment, and service to the business.

What You’ll Bring

• 10+ years of HR leadership experience.
• Strong depth in employee relations, compliance, HR operations, and performance management.
• Experienced with HRIS systems and related technology
• Experience building or improving a People function in a growing company.
• A builder’s mindset and the ability to operate at both a strategic and hands-on level.
• Strong judgment in employee relations, compliance, and people risk.
• Experience handling sensitive and high-stakes employee matters.
• Strong manager coaching skills, especially around feedback, accountability, documentation, and performance issues.
• The ability to work backward from company goals, operating needs, and customer expectations rather than relying on generic HR playbooks.
• Experience building people processes in close partnership with Legal.
• Comfort with people systems, reporting, and using data to support better business decisions.
• Experience partnering with executive leaders on organizational needs, workforce planning, and change.
• Multi-state experience required; international experience is a plus.

Recruiting Process

• Step 1 - Video call: Talent Acquisition interview
• Step 2 - Video call: Team Interviews
• Step 3 - Video call: Executive Interviews
• Step 4 - Offer & Background Check
• Welcome aboard!