Brief summary of role:

OpenSpace is seeking a driven and experienced Sr. Account Executive, Midmarket to join our dynamic team. This is an exciting opportunity for a results-oriented individual who thrives in a fast-paced, innovative environment and has a proven track record of exceeding sales targets in the SaaS industry. 

In this role, you will be responsible for driving revenue growth by identifying, engaging, and closing enterprise-level customers for our cutting-edge SaaS solutions. You will work closely with prospects and clients to understand their needs, present tailored solutions, and build lasting relationships. Your ability to engage stakeholders at all levels, demonstrate the value of OpenSpace, and foster long-term partnerships will be critical to your success. You will manage the entire sales cycle and sell to General Contractors, Subcontractors and Owners in the ecosystem.

What you’ll be doing:

• Revenue Generation: Meet and exceed quarterly and annual sales targets through a consultative sales approach. Adopt-and-Grow strategy focused on acquiring new customers and expanding within accounts by selling Mid-Market to Enterprise Accounts
• Account Management: Identify, develop, and close enterprise sales opportunities by understanding customer pain points and aligning them with our SaaS solutions at OpenSpace.
• Pipeline Development: Build and maintain a robust sales pipeline through prospecting, networking, and strategic partnerships
• Client Engagement: Conduct high-level conversations with end-users to C-suite to identify needs and demonstrate the value of OpenSpace solutions
• Solution Selling: Present customized demos, proposals, and ROI-driven solutions to prospective clients
• Collaboration: Partner with internal teams such as Marketing, Product, and Customer Success to deliver seamless onboarding and account growth
• Forecasting and Reporting: Maintain accurate and up-to-date records in Salesforce, providing regular sales forecasts and performance updates to leadership
• Market Knowledge: Stay informed about industry trends, competitive landscape, and client needs to refine sales strategies

What we are looking for:

• 5+ years of experience in quota carrying enterprise sales, preferably within a SaaS company
• Proven track record of consistently exceeding sales targets in a B2B environment
• Experience demonstrating software and comfortability selling to all C-Level executives
• Strong understanding of SaaS sales cycles, including discovery, proposal, and close phases
• Ability to manage and prioritize multiple accounts and opportunities simultaneously
• Proficiency in Salesforce and sales enablement tools (Zoom Info, Outreach, etc)
• Analytical mindset with the ability to assess client needs and ROI effectively
• Excellent communication, presentation, and negotiation skills
• Experience selling SaaS products in ConTech is preferred
• Experience in sales methodologies such as MEDDIC is preferred
• This role requires the ability to travel.

Why join us:

• Be part of a high-growth company shaping the future of ConTech
• Work alongside a talented and collaborative team
• Competitive compensation package, including base salary, commission, and benefits
• Opportunities for professional development and career growth

Brief summary of role:

The People Operations Generalist is responsible for managing and scaling core People Operations processes across the employee lifecycle, ensuring a seamless, compliant, and high-quality employee experience. This role drives efficient onboarding, maintains HR data integrity, and ensures adherence to regulatory requirements. In partnership with cross-functional stakeholders, this individual optimizes systems, streamlines workflows, and implements scalable, process-driven solutions that enhance operational efficiency and support organizational growth.

What you will be doing:

Employee Lifecycle & Onboarding

• Manage and continuously improve new hire onboarding and new hire orientation programs, including pre-boarding through ramp, and expanding the department onboarding experience.
• Oversee end-to-end employee lifecycle processes, including hires, transfers, promotions, leave of absence, and off-boarding
• Ensure a consistent, compliant, and high-quality onboarding experience across all functions and geos

HR Operations & Compliance

• Maintain accurate employee records and ensure HRIS data integrity across systems
• Process benefits changes
• Manage personnel files in compliance with applicable federal, state, and local regulations
• Assist with internal and external audits, ensuring documentation readiness and compliance adherence
• Manage compliance processes: I-9/E-Verify, ACA filings, COBRA, payroll audits
• Serve as a primary point of contact for employee inquiries, providing timely and accurate support
• Partner with People Business Partners to address and resolve employee issues
• Develop and maintain documentation, FAQs, and resources to enable employee self-service

Process Improvement & Systems

• Become a SME for UKG
• Become a SME for UKG reporting
• Identify and implement process improvements to increase efficiency, accuracy, and scalability
• Reduce reliance on manual processes and improve utilization of HR systems and tools, with focus on AI tools
• Generate ad hoc reports and support HR data requests 
• Create, document, and maintain standard operating procedures (SOPs) and workflows

People Team Support

• Actively assists with the annual “Build” all company meeting
• Main back up to the POps Coordinator and POps Generalist

What we are looking for:

• 4+ years of experience in People Operations, HR Operations, or a related field
• Significant experience working with HRIS platforms (e.g., UKG)
• Experience managing onboarding and employee lifecycle processes
• Strong attention to detail and consistent accuracy
• Ability to manage multiple priorities and deadlines
• Effective communication and interpersonal skills
• Process-oriented with a continuous improvement mindset
• Ability to handle sensitive and confidential information
• Demonstrated organizational and project management skills
• Working knowledge of HR compliance, personnel records management, and audits
• This role requires the ability to travel. The average travel requirements of this role are up to 5%. 

Base Salary: $55,000 to $75,000

The “Base Salary: range represents the low and high end of the anticipated salary range for this position across all US locations including but not limited to CA, CO, NY, WA, NV, MD, CT and RI. The determination of this anticipated Base Salary involves the consideration of many factors in making compensation decisions including but not limited to: location of candidate, unique skill sets, experience, training, performance, licensure and certifications, as well as other business and organizational needs. Our anticipated Base Salary determination is just one component of OpenSpace’s competitive total rewards strategy that also includes equity awards, paid time off, 401(k) retirement account, flexible time off, and paid parental leave. as well as other region-specific health and wellness benefits.

If this role isn't what you're looking for, please consider other open positions.

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Commissions Analyst

Part-Time  ·  Finance

Employment Type:  Part-Time, Contract

Hours:  20 hours/week standard · up to 30 hours with written prior approval

Schedule:  Flexible with required availability windows (see below)

Location:  Remote-Friendly

POSITION OVERVIEW

We are looking for a detail-oriented, analytically sharp Commissions Analyst to join our Finance team on a part-time basis. This role is central to ensuring our ~80-person sales organization is paid accurately, on time, and with full transparency. You will own end-to-end commission processing, rep-facing communication, and cross-functional reporting — working closely with Sales Leadership, HR, and Accounting. The ideal candidate thrives in structured monthly cycles, is comfortable managing multiple compensation structures simultaneously, and can translate complex data into clear, rep-friendly outputs.

SCHEDULE & AVAILABILITY

This is a flexible, remote-friendly role with the following expectations:

• Standard commitment of 20 hours per week, with the ability to flex up to 30 hours during peak periods (e.g., month-end close, plan rollouts) with written prior approval from your manager.
• You are required to maintain consistent availability windows during business hours on designated days each week for rep questions, stakeholder syncs, and real-time collaboration. Specific blocks will be agreed upon at time of offer.
• Outside of required availability windows, you have full flexibility to structure your remaining hours.
• Responsiveness during availability windows is expected — reps and internal stakeholders should be able to reach you reliably during these times.

KEY RESPONSIBILITIES

Commission Processing & Accuracy

• Own the end-to-end monthly commission calculation process for approximately 80 sales reps (AEs, Sales Managers, ISRs, SEs, CSMs, etc) across ~5 distinct compensation structures by role.
• Audit and QA all commission data prior to submission — cross-referencing Salesforce data, comp plans and any applicable SPIFs, accelerators, or manual adjustments.
• Submit finalized commission payroll data to the appropriate internal stakeholder (Finance / Payroll) by the established monthly deadline.
• Maintain a living log of adjustments, retroactive corrections, and exception approvals for audit trail purposes.

Rep-Facing Statements & Communication

• Generate and distribute monthly commission statements to all ~80 reps in both Excel and Google sheets, ensuring each statement is accurate, clearly formatted, and rep-friendly.
• Field inbound questions and disputes from reps on an ad hoc basis during designated availability windows — acknowledging all inquiries within 24–48 hours with full responses delivered within 72 hours.
• Maintain a structured inquiry log to track recurring issues, escalations, and resolution timelines, and surface patterns to leadership.

Accounting & GAAP Reporting Support

• Provide the Accounting team with monthly commission accrual estimates and actuals to support GAAP-compliant expense recognition.
• Prepare and deliver any supplemental commissions data needed for financial close, audits, or board-level reporting.
• Collaborate on commission-related journal entries and variance analysis as needed.

New Hire Comp Plan Administration

• Partner with HR and Sales Leadership to generate individualized compensation plan documents for new hires.
• Manage the distribution and acknowledgment workflow for comp plans, ensuring signed copies are collected and filed in a timely manner.
• Maintain a current, version-controlled library of all comp plan templates by role.

Process Improvement & Documentation

• Identify and flag inefficiencies in the commission calculation or distribution workflow and propose process improvements.
• Maintain thorough documentation of all calculation methodologies, plan rules, and system dependencies so processes are repeatable and auditable.
• Support the buildout or refinement of commission tooling (Excel, Google Sheets, or dedicated commission software) as the business scales.

This is a part-time contract role. Hours beyond 20/week require written prior approval.