Rightway · 1 month ago
VP of Mid-Market & Navigation Sales
United States
Full-time
Remote
Lead/Staff, Director/Executive
$225K/yr - $250K/yr
5+ years expRightway is on a mission to harmonize healthcare for everyone, everywhere. The VP of Mid-Market & Navigation Sales will build and lead the sales function for small business and mid-market PBM, focusing on revenue growth and commercial strategy for Care Navigation solutions.
Health CareMedical
Responsibilities
Build and lead the <5k life PBM sales function to deliver significant revenue in 2026 and beyond
Own the end-to-end commercial strategy and execution for Care Navigation
Lead the Strategic Partnerships subteam, optimizing channel and navigation synergies for the <5k market
Develop and manage a team of 11+ FTEs
Design and operationalize scalable, repeatable sales processes to efficiently sell a very high volume of RFPs and opportunities across your team
Partner with Marketing, Product, Implementation, and Customer Success to ensure cohesive go-to-market execution
Serve as executive sponsor for key partnerships and high-value client opportunities
Analyze and report sales performance using Salesforce and other tracking tools
Represent Rightway at major industry events, conferences, and trade shows
Qualification
Required
5+ years of progressive sales leadership experience in the small to mid-market segment (<5,000 lives), with demonstrated expertise in developing and managing strategic channel partnerships as a core revenue driver
Documented success scaling small group sales to achieve 100%+ year-over-year net new revenue growth through strategic execution and market expansion
3+ years leading teams of top tier sellers
Hands-on experience designing, implementing, and optimizing scalable sales processes, organizational structures, and go-to-market strategies from the ground-up, with measurable impact on team productivity and revenue outcomes
Exceptional analytical and critical thinking capabilities combined with intellectual agility to navigate complex market challenges, adapt to evolving business needs, and drive innovative solutions in fast-paced environments
Demonstrated grit and relentless execution mindset with a proven ability to overcome obstacles, meet aggressive targets, and maintain high performance standards under pressure
Strong collaborative leadership style with experience building consensus across diverse teams (Marketing, Operations, Product, Customer Success) to drive unified business objectives and optimize customer experience
Bachelor's degree required; graduate degree preferred (e.g., MBA)
Willing to travel nationally
Preferred
Track record of consistent President's Club achievement in PBM or healthcare benefits sales
Experience driving results through both direct and channel sales models
Company
Rightway
Rightway is a health technology company that is simplifying the healthcare experience for clients and members.
501-1000 employees
Funding
Current Stage
Late StageTotal Funding
$238.75MKey Investors
Khosla VenturesThrive CapitalTiger Global Management
2024-03-29Series Unknown· $108.75M
2021-03-30Series C· $100M
2019-11-21Series B· $20M
Leadership Team
Jordan Feldman
Co-Founder and CEO
Ryan Belkin
Executive Vice President & Head of Growth
Recent News
2025-12-11
Company data provided by crunchbase