Andrew Woolwine

WORK HISTORY

EDUCATION

ABOUT ANDREW WOOLWINE

I started my career as a therapist. Two years in, a mentor told me I could make a bigger difference by bringing mental health solutions to employers and health systems. That conversation changed everything.Today I work at the intersection of clinical credibility and enterprise sales, helping employers and their broker and consultant partners navigate complex healthcare decisions. I bring 10+ years closing multi-stakeholder deals in digital health and behavioral health, with a track record of displacing incumbents, building channel relationships that last, and consistently performing above quota.What sets me apart: I think like a clinician and sell like a strategist. That combination opens doors and builds trust in rooms where most salespeople struggle to get past the surface.A few numbers that tell the story:→110% Average Quota | 40% win rate, 70% incumbent displacement across enterprise deals→ $15M to $50M+ ARR | Contributed to four-year revenue growth in a scaling digital health company → VA Medical Center | Won 1 of 5 competitive programs, 100% renewal rate over 5 years → Partner Network | Built broker and provider alliances generating $200K+ MRR → Enterprise Market | Consistent performance selling to organizations with 10K to 100K+ employeesOutside work: Mental health advocate | Runner | Dad of three | Always looking for book recs that change how you think (currently reading - Big Talk) Let\'s connect!