Head of Implementation

Freshpaint

2d•Remote

About The Position

Healthcare is a $4+ trillion industry in the U.S. alone, and it’s undergoing a rapid digital transformation. Hospitals, digital health companies, and life sciences organizations rely on analytics and advertising tools to reach patients, measure performance, and grow. But those tools weren’t built for regulated healthcare data. That creates real compliance risk and forces teams to choose between growth and privacy. Freshpaint eliminates that trade-off. We’re a privacy-first data platform that helps healthcare organizations use modern marketing and analytics tools without exposing protected health information (PHI). Freshpaint sits between a company’s website or app and the third-party tools they use, automatically detecting and controlling sensitive data before it’s shared. In short: we let healthcare teams move fast, safely. Freshpaint’s success is defined by the success of our customers. As we scale our enterprise business, we are seeking a Head of Implementation to lead and evolve our implementation function. This is a director-level role responsible for building a world-class onboarding experience that accelerates time to value, ensures privacy-first excellence, and drives long-term customer outcomes. You will lead a team of Enterprise Implementation Engineers, define our implementation strategy, and partner cross-functionally across Customer Success, Sales, Product, Engineering, and Marketing to deliver operational excellence at scale. This leader will own the implementation lifecycle from signed contract to full adoption. They will ensure we deliver value efficiently, predictably, and with an exceptional customer experience. You will handle customer escalations effectively and un-block onboardings.

Requirements

8+ years in customer-facing technical roles (Implementation, Solutions Engineering, Solutions Architecture, or Customer Success Engineering).
3+ years leading and scaling technical customer-facing teams.
Experience operating at a director level in a high-growth SaaS environment.
Proven track record of building processes from early-stage to scale-stage environments.
Deep understanding of web technologies, analytics, and front-end development.
Working proficiency with HTML, CSS, JavaScript, and tag management platforms (e.g., Google Tag Manager).
Hands-on-keyboard exprience implementing and troubleshooting complex platform configurations.
Strong understanding of data pipelines, APIs, and marketing technology ecosystems.
Working proficiency with analytics tools and data warehouses (Looker, Tableau, Snowflake, Redshift, etc.), with the ability to query and digest large data sets.
Strong analytical mindset with a data-driven approach to decision-making.
Experience building KPIs and operational dashboards.
Capacity planning and forecasting experience.
Ability to balance customization for enterprise accounts with scalable processes.
Exceptional written and verbal communication skills.
Comfortable engaging VP and C-level executives on both technical and business topics.
Ability to translate complex technical concepts into clear business value.

Nice To Haves

Experience scaling an implementation or solutions team in a high-growth SaaS environment.
Background in healthcare, data privacy, or other regulated industries.
Working experience with modern data stacks, CDPs, server-side tracking, and API architectures.
Experience with demand-side platforms and advertising technology is a plus.
Experience influencing product roadmap through customer and implementation insights.
Prior ownership of onboarding forecasting, capacity planning, or services revenue.

Responsibilities

Implementation Strategy & Vision
Team Leadership & Development
Operational Excellence & Scale
Executive-Level Customer Engagement
Cross-Functional Leadership
Revenue & Expansion Impact

Benefits

Competitive pay + generous equity (10-year exercise window)
Fully remote (U.S. only) with a $150/month coworking stipend
Half-day Fridays, every Friday
16 weeks fully paid parental leave (eligible after 6 months; commission-based roles receive 100% base salary during leave)
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
Intentional & engaging company offsites 2x a year (past trips: Arizona, Jackson Hole, Cabo, Nashville, New Orleans & more) + a department offsite 1x per year
And more! Check out our careers page for the full list.

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