Sales Enablement Lead

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:

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

2. 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.

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.

Freshpaint has evolved from a compliance-first solution into a platform where privacy fuels performance. As we scale, our success depends on our ability to translate strong product marketing and strategy into consistent, high-quality execution in the field. This role will own the execution layer that turns Product Marketing strategy, messaging, and insights into consistent, repeatable GTM field behavior

• Build and execute on best in class sales training and certification in order to Increase deal quality, win rate consistency, and time to impact for Freshpaint 3.0

• Enablement System Ownership

• Build and run end-to-end enablement programs: Training, Practice, Certification, Reinforcement & Coaching while driving behavior change, not just content consumption

• Create a repeatable operating cadence for GTM enablement (not one-off trainings)

• Sales Productivity & Field Execution

  • Translate PMM narratives into:

    • Field-ready talk tracks

    • Discovery frameworks

    • Objection handling

    • Deal qualification patterns

• Ensure reps can confidently:

  • Run modern digital-marketing-oriented discovery

  • Double-click on constraints (attribution, retargeting, governance, platform risk)

  • Speak credibly to full-funnel marketing strategy

  • Speak credibly to channel performance and attribution

• Serve as the connective tissue across:

  • Product Marketing (content, positioning, launches)

  • Sales and Customer Success Leadership (adoption, coaching, accountability)

• Maintain structured onboarding paths by role

• Proven GTM enablement leadership with 7–12+ years in sales enablement, GTM enablement, revenue productivity, or sales excellence roles

• Experience owning enablement outcomes in a B2B Enterprise SaaS environment with a deep understanding of modern B2B sales motions and how deals actually get done

• Proven track record of improving win rates, deal quality, or time-to-productivity through enablement

• Experience building enablement as a system, not a series of trainings

• Comfort implementing & owning tooling, processes, and operating cadences

• Experience working closely with Product Marketing, RevOps, and Sales Leadership

• Experience designing certifications, practice environments, and reinforcement loops

• Strong understanding of digital marketing concepts

• Ability to help reps speak credibly with sophisticated marketers (or orchestrate experts who can)

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.