Head of People

About Freshpaint:

Customer data is the fuel that drives all modern businesses. From product analytics, to marketing, to support, to advertising, advanced data analysis in the warehouse, and even sales – customer data is the raw material for each function at a modern business.

For highly regulated businesses in healthcare, it’s always been a challenge to harness that customer data and get it to the marketing and analytics tools that require it while following patient privacy laws….until now.

Something as simple as running ads to get more users is simple for an e-commerce of software company to do. But common web analytics and advertising tools collect sensitive user identifiers and healthcare information automatically. Those same tools are not HIPAA compliant.

We provide a layer of data governance to make current web analytics tools HIPAA-compliant. For analytics, our customers can continue getting the insights they need to improve the patient experience. For marketing, Freshpaint safeguards health information while helping our customers promote access to care through popular advertising platforms like Facebook, Google, and others.

In short, we help healthcare marketers promote access to care and safeguard patient privacy at the same time. This is an important, complex problem in a massive market (healthcare is 20% of the US GDP).

Our customers manage their customer data with:

• Privacy Platform. We help healthcare providers automate their website’s + app’s HIPAA compliance, and safeguard patient data. This is our core product today

• Future additional product lines! Our core product provides a platform that we're building marketing applications on top of.

We’re fully remote. If you strongly value in-person work, Freshpaint is likely not the best fit for you. Even though we don’t care where you’re located, we only hire within the US. Many of our team is concentrated in various metro areas like SF or NYC. To balance out our remote-ness, we gather the team 2x times per year for offsites. We’re backed by leading investors including Y-Combinator, Intel Capital, and angel investors like the Head of Data from Slack, Head of Data at LinkedIn, and more.

Who we are:

Freshpaint was founded by web analytics veterans who realized how hard it was for highly regulated companies to collect and use customer data in a compliant way. We started as part of Y Combinator’s S19 cohort and have been focused on enabling healthcare companies collect, safeguard, and activate patient data since.

In 2022 the government issued updated guidance around HIPAA, basically making our software a requirement to use for healthcare companies. As a result, we're one of the fastest growing software companies on earth right now.

Our team has deep analytics and growth experience, with all of us coming from high-growth companies like Heap, Pendo, Iterable, Quantum Metric, and Retool. If you value lots of freedom and ownership in your work, interfacing with customers, and working on a product with high customer impact, then Freshpaint is your home.

Who we’re looking for

Freshpaint is looking for our first full time people leader to lead and build our people strategy, drive organizational excellence, and partner with the executive team to shape a high-performing, values-driven culture.

The ideal candidate comes from an HR Business Partner background, with demonstrated business acumen and ability to translate organizational goals into scalable people programs that attract, retain, and develop top talent.

What you’ll be doing

The candidate will drive a meaningful reduction in attrition (currently 26%) while elevating performance density across the organization. This includes strengthening hiring rigor, clarifying and reinforcing performance standards, and implementing transparent leveling and compensation frameworks company-wide. They will enhance onboarding and manager enablement to ensure employees are set up for long-term success. In parallel, they will align organizational structure, headcount planning, and reporting lines with company goals and leading workforce planning tightly connected to revenue targets and product strategy to enable efficient, scalable growth.

Primary responsibilities

• Align people initiatives with business objectives to enable growth, operational efficiency, and cultural alignment

• Own, build, and scale all core people functions - People Ops, Recruiting, and Compliance

• Partner with Finance and Operations to align headcount, compensation strategy, and workforce forecasting

• Develop and implement simple, scalable frameworks for hiring, performance, and compensation

• Coach and develop leaders to strengthen managerial capability and foster accountability and high performance

• Lead teams through organizational changes, ensuring smooth transitions, clear communication, and sustained engagement

• Champion and continuously evolve our company's values and culture, ensuring it remains inclusive, vibrant, and aligned with our mission

• Serve as a trusted advisor and mediator across the org, promoting transparency, trust, and collaboration

• Oversee consistent and compliant employee lifecycle processes (onboarding, offboarding, and beyond)

• Serve as a strategic advisor to the leadership team, guiding organizational design, talent strategy, and workforce planning

Desired skills & experience

• 5+ years of progressive HR/People leadership experience, with at least 2+ years in a strategic HRBP or people strategy role, ideally in Series A/B or fast growth organizations

• Demonstrated success in building people functions from 0 to 1 while thinking strategically for scale

• Hands-on leader who can roll up their sleeves, flex between strategic and tactical work

• Understanding of systems theory, ability to form a strategic vision for how to translate business goals into People strategies

• A genuine passion for understanding and addressing employee needs, fostering development, and promoting a positive, inclusive work environment

• Exceptional interpersonal and communication skills, with the aptitude to navigate complex situations and foster transparency between leadership and teams

• Company first mindset - puts the company goals and objectives ahead of the individual

Nice to haves

• Strength in org design, performance management, talent development, and compensation strategy

Why you shouldn't apply

• You want to inherit structure & frameworks, not build them.

• You're uncomfortable with ambiguity.

• You think HR is a service org, not a strategic one.

• You need consensus before taking action.

• You hesitate before making hard decisions.

Perks & Benefits

We take care of our team—here’s a peek at what you get when you join:

• Competitive pay + generous equity (10-year exercise window)

• Fully remote (U.S. only) with a $150/month coworking stipend

• Half-day Fridays, every Friday

• Unlimited PTO—with a required 2-week minimum

• Top-tier health, dental & vision (100% covered for you, 80% for dependents)

• 2 “Treat Yourself” days a year—$100 and a day off, just because

• Generous parental leave

• Epic offsites twice a year (past trips: Greece, Jackson Hole, Cabo, wine country + more)

And more—check out our careers page for the full list.