Head Of People Operations Jobs in Massachusetts

***Applicants MUST live within an hour of Boston, MA.***

ABOUT CAPTURE

Capture is a SaaS and Services company serving the higher education market, with $20M+ in annual recurring revenue and growing at 25%+ per year. We expect to reach $30M+ within 12 months and continue scaling from there. This is the right moment to build the people function the right way — before growth creates problems that are harder to fix.

POSITION SUMMARY

Capture is hiring its first dedicated Head of People & Culture. This is a hands-on role with real strategic scope: you will build the hiring, performance, and culture programs that the company needs to grow well. You will work directly with the CEO and leadership team, and you will be expected to own the people function — not just support it.

POSITION DETAILS

Title: Head of People & Culture (Director / Senior Director level)

Reports To: CEO (close partnership with CFO, COO, CTO, and CCO)

Experience: 8–15 years in progressive HR/People leadership roles

Seniority: Senior individual contributor / near-executive; not full VP-level

Engagement: 3–4 days per week preferred; full-time considered

Location: Remote with periodic on-site (Louisville, KY and Boston, MA)

Revenue Context: $20M+ ARR, growing 25%+ per year

WHAT MAKES THIS ROLE UNIQUE

This is not a compliance or administration role. Capture needs a People leader who:

• Has built HR programs inside a growing SaaS company in the $10M–$50M revenue range
• Is comfortable in a fast-moving, investor-backed business where results matter and resources are focused
• Can credibly partner with finance, sales, engineering, and customer success leaders
• Connects people decisions to business outcomes — not just HR best practices

KEY ACCOUNTABILITIES

The Head of People will own six core pillars:

Talent Acquisition & Employer Brand

• Design and own structured hiring processes including scorecards, interview guides, and offer frameworks
• Partner with hiring managers on all strategic and critical roles, especially sales, CS, and product
• Build Capture's employer brand in the higher education SaaS market to compete for top talent
• Introduce sourcing strategies and referral programs to reduce time-to-fill and cost-per-hire

Performance Management & Accountability

• Manage a lightweight, effective goal-setting framework aligned to company cadence
• Run bi-annual performance review cycles with clear calibration standards
• Coach managers on giving constructive feedback, recognizing high performers, and addressing underperformance
• Develop career ladders and leveling guides to support internal mobility and retention

Compensation & Total Rewards

• Develop salary bands and leveling frameworks benchmarked to relevant SaaS markets
• Design and communicate variable compensation structures, particularly for sales and customer success roles
• Clearly communicate equity or option plans in the context of a growth-stage business
• Conduct annual compensation reviews aligned to business performance and market data

Culture & Manager Effectiveness

• Run employee engagement surveys and translate data into actionable retention and culture initiatives
• Build a manager effectiveness program — Capture's most critical lever for retention and performance
• Define and operationalize Capture's cultural values as the company scales past 100+ employees
• Support leadership development informally, identifying high-potential employees for expanded roles

HR Operations & Compliance

• Maintain policies, employee handbook, and HR documentation to ensure legal and regulatory compliance
• Oversee benefits administration, leave management, and onboarding/offboarding processes
• Select and manage HRIS tools appropriate for a lean, scaling team
• Ensure compliance across all states and jurisdictions as the remote workforce grows

Learning & Development

• Design a practical onboarding program that gets new hires productive faster and sets consistent expectations
• Build a lightweight manager development program focused on feedback, coaching, and team performance
• Identify high-potential employees and create simple development plans to grow them into expanded roles
• Curate external learning resources (courses, coaching, conferences) tied to role-specific skills and growth goals

WHAT IS NOT THE FOCUS AT THIS STAGE

Capture is a lean business. We want the Head of People focused on what matters most right now. The following are not priorities at this stage:

• A heavy DEI program or standalone learning & development department
• Complex HRIS optimization or multiple HR specialists
• Rigid HR bureaucracy or process for process's sake
• Large headcount within the HR function itself

IDEAL CANDIDATE PROFILE

Required Experience

• 8+ years in People/HR roles with at least 3 years in a leadership capacity
• Proven experience scaling a company from $10M to $50M+ in revenue (SaaS strongly preferred)
• Hands-on generalist who has personally built — not just inherited — HR programs
• Comfortable working in a lean environment with limited administrative support
• Track record of partnering directly with sales and go-to-market leadership

Competencies & Attributes

• Business Acumen: Understands how a SaaS business works — revenue, margins, growth levers, and what investors care about
• Executes with Urgency: Gets things done without waiting for perfect conditions
• Influential Communicator: Earns trust across all levels — from the CEO to individual contributors
• Data-Driven: Uses metrics to drive decisions and demonstrate the ROI of people programs
• Pragmatic Builder: Creates infrastructure that scales without creating bureaucracy
• Coach & Partner: Develops manager capability rather than doing the work for them

COMPENSATION

Base Compensation

(Part-Time 3–4 Days/Week)

Hiring range is roughly $108k - $176k, TBC — to be confirmed upon offer

Variable / Bonus

10–15% annual performance bonus tied to company and individual goals

Equity

Options commensurate with seniority (details TBD)

Benefits

Full benefits package including health, dental, vision, and 401(k)

NEAR-TERM ROADMAP FOR THE ROLE

The following represents the expected priorities and deliverables for the Head of People in the first 12 months. This roadmap will be co-created with the CEO upon hiring.

KEY PRIORITIES

Phase 1

Foundation

Months

1–2

• Complete listening tour: 1:1s with all managers and a cross-section of employees
• Audit current HR operations: policies, compensation structure, compliance posture, benefits
• Assess talent gaps across all functions relative to the growth plan
• Map existing hiring processes and identify immediate improvements
• Establish HR metrics baseline (attrition, time-to-fill, etc.)

Phase 2

Infrastructure

Months

2–6

• Launch structured hiring process with scorecards for top 5 most-hired roles
• Deploy compensation bands and leveling framework across all functions
• Manage performance review cycle with manager training
• Publish updated employee handbook and core HR policies
• Select and implement right-sized HRIS if not already in place

Phase 3

Scale

Months

6–12

• Run bi-annual engagement survey and present findings to leadership with action plan
• Develop and launch manager effectiveness program for Capture's growing team lead population
• Build employer brand assets: careers page, Glassdoor presence, employee value proposition
• Design and communicate equity/option program clearly to all impacted employees
• Present 12-month people strategy roadmap aligned to the 2027 business plan

SUCCESS METRICS — YEAR 1

The Head of People will be evaluated against the following outcomes at the 12-month mark:

• Regrettable turnover held below 10%
• Time-to-fill for critical roles reduced by 20%+ versus baseline
• 100% of managers trained on performance framework; review cycle completed on time
• Compensation bands documented and communicated across all functions
• HR compliance posture assessed and gaps remediated across all operating states

Pay: $108,000.00 - $176,000.00 per year

Benefits:

• 401(k)
• Dental insurance
• Health insurance
• Life insurance
• Paid time off
• Parental leave
• Retirement plan

Application Question(s):

• Do you currently live within a one hour commute from the Boston, MA area? (This is a requirement).
• Have you personally built a performance review or goal-setting framework from scratch at a company that didn't previously have one?
• Do you have hands-on experience building salary bands or variable compensation structures for sales or customer success teams?
• How many years of experience do you have personally designing and running structured hiring processes (scorecards, interview guides, offer frameworks) — not just using ones already in place?
• Have you managed multi-state HR compliance and HRIS selection/implementation as the sole or lead HR person (not part of a larger HR team)?
• Have you worked in-house at a SaaS or subscription-revenue company between $10M and $50M in ARR? (If the answer is yes, please also note the ARR range).
• How many years of experience do you have running employee engagement surveys and/or building manager development programs?
• This role is structured as 3–4 days per week (with full-time considered). Are you available and interested in a part-time (3–4 days/week) engagement?
• Do you have 8+ years in People/HR roles overall, with at least 3 years in a leadership capacity?

Work Location: Hybrid remote in Boston, MA 02133