About Freshpaint:

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.

Backed by Top Investors

Freshpaint is backed by some of the most respected names in technology, including: Y Combinator (OpenAI, Stripe, Airbnb, Coinbase, DoorDash) and Intel Capital (Broadcom, Astera Labs, VMware, RedHat, MongoDB). We’ve raised tens of millions of dollars in funding to build the privacy infrastructure layer for healthcare’s digital future.

What You'll Do

As the Regional Vice President of Sales, Providers at Freshpaint, you will lead, coach, and develop a team of seven Account Executives responsible for winning new business across Regional Health Systems, Multi-location Specialty Practices, Dental Service Organizations (DSOs), Urgent Care, and Health Tech organizations. This is a hands-on sales leadership role for someone who knows how to win complex deals and make the people around them better. You will work directly with your AEs on customer calls, deal strategy, negotiations, and closing opportunities while building the coaching, accountability, and sales execution needed to consistently exceed revenue targets.

You will own your team's performance, pipeline health, forecast accuracy, and talent development, with responsibility for delivering $6-8 Million new-business ARR in FY2027. You'll report directly to the VP of Sales and play a critical role in expanding Freshpaint's market leadership across healthcare providers.

Primary Responsibilities

• Lead, Coach, and Develop a High-Performing Sales Team
• Drive Revenue Growth and Pipeline Generation
• Lead Strategic Deals and Improve Win Rates
• Own Forecast Accuracy and Sales Execution
• Build and Execute Repeatable Sales Strategies

Desired Skills and Experience

Proven B2B sales leadership experience managing, coaching, and developing quota-carrying Account Executives, with a demonstrated record of achieving or exceeding team revenue targets. Direct, successful closing experience as an Account Executive, with a track record of meeting or exceeding quota and independently navigating complex sales opportunities.

Nice to Haves

Experience selling into Regional Health Systems, Multi-location Specialty Practices, DSOs, Urgent Care, or Health Tech organizations. Established knowledge of healthcare marketing, patient acquisition, digital advertising, marketing technology, and the healthcare provider buying landscape.

Perks & Benefits

We take care of our team—here’s a peek at what you get when you join: Competitive pay + generous equity, Half-day Fridays, every Friday, 16 weeks fully paid parental leave (eligible after 6 months; commission-based roles receive 100% base salary during leave), Flexible PTO with a required 2-week minimum, Top-tier health, dental & vision (100% covered for you, 80% for dependents), Intentional & engaging company offsites (past trips: Arizona, Jackson Hole, Nashville, New Orleans & more) and more! Check out our careers page for the full list.