Freshpaint has evolved from a compliance-first solution into a platform where privacy fuels performance. We are looking for a Sales Enablement Lead to own the execution layer that turns Product Marketing strategy, messaging, and insights into consistent, repeatable GTM field behavior.

What You'll Do

Build and execute on best-in-class sales training and certification to increase deal quality, win rate consistency, and time to impact.
Build and run end-to-end enablement programs: Training, Practice, Certification, Reinforcement & Coaching while driving behavior change.
Create a repeatable operating cadence for GTM enablement, moving beyond one-off trainings.
Translate PMM narratives into field-ready talk tracks, discovery frameworks, objection handling, and deal qualification patterns.
Ensure reps can confidently run modern digital-marketing-oriented discovery, speak to constraints, and speak credibly to full-funnel marketing strategy and channel performance.
Serve as the connective tissue across Product Marketing, Sales and Customer Success Leadership.
Maintain structured onboarding paths by role.

What We're Looking For

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.
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).

Team & Environment

The team is fully remote and values freedom and ownership in your work, interfacing with customers, and working on a product with high customer impact. The team has deep analytics and growth experience from high-growth companies.

Benefits & Compensation

Competitive pay + generous equity with a 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.
Generous parental leave.
Epic offsites twice a year.