VP, Employer Sales

About Hike Medical

Hike Medical is building the defining company in musculoskeletal care. We sit at the intersection of AI, robotics, and healthcare, operating across three product lines: a proprietary AI-vision platform that turns a 30 second web-based foot scan into custom 3D-printed orthotics, an AI agent platform that automates the entire DME workflow from pre-visit processing to claims and revenue cycle, and SoleForge, our vertically integrated 3D printing factory producing custom medical devices at a scale the industry has never seen.

Our customers are both the largest employers on earth and the biggest companies in orthotics and prosthetics. On the clinical side, we're live across the industry's largest national providers. On the employer side, Fortune 50 companies trust us to protect their on-their-feet workforces.

But custom insoles are just the wedge. Our long-term vision is bionics: AI-designed, robotically manufactured orthotic and prosthetic devices at scale, replacing a fragmented, manual industry that hasn't changed in decades. Insoles today, full DME tomorrow, bionics by 2040. Read the full vision at bionics2040.com.

We've stealthily raised $22M through Seed and Series A backed by top-tier investors who invested early in companies like OpenAI, Anduril, and Mercury. We run a fast, results first, high ownership culture out of our new SF Rincon Hill office. If you want to work on problems that sit at the frontier of AI, manufacturing, and healthcare, this is the place.

What We're Looking For

These are not hard-and-fast requirements — we care more about crisp execution and ownership than checking every box.

• 10–15+ years of B2B sales experience, including senior individual contributor or leadership roles in employer benefits, healthcare, or adjacent enterprise markets

• Proven success selling directly to self-insured employers, large health systems, or Fortune 1000 buyers — with a track record of closing complex, multi-stakeholder deals

• Deep experience building and managing channel relationships through brokers, benefits consultants, and platforms (e.g., Gallagher, Lockton, Mercer, AON, WTW, NFP)

• Healthcare, employer benefits, MSK, occupational health, or med-device background

• Fluency in the HR/benefits buyer landscape — understanding how consultants influence, how platforms distribute, and how employers ultimately decide

• Ability to carry a personal quota while simultaneously developing partner channels — comfortable as both a player and a builder

• Proven ability to manage long sales cycles with multiple stakeholders across HR, Benefits, Finance, Legal, and Clinical

• Track record of consistently hitting or exceeding quota — as an IC and/or through the teams or channels you've built

• Exceptionally strong relationship-building and communication skills, from operators to C-suite

• Highly organized with a strong system for pipeline management, forecasting, and follow-through

• Experience partnering closely with Customer Success, Operations, and Product

• On-site in Boston

Nice-to-Haves

• Experience in venture-backed or high-growth early/growth-stage companies

• Existing relationships with national and regional broker/consultant networks

• Experience selling new or category-creating products into conservative or regulated markets

• Familiarity with benefits platforms and PEO channels as distribution levers

Primary Responsibilities

• Direct Enterprise Sales: Own a personal pipeline and carry quota for employer deals — from initial outreach through contract execution across multiple concurrent opportunities.

• Channel Development — Brokers & Consultants: Build and deepen relationships with national and regional brokers and benefits consultants who influence mid-market and enterprise employer purchasing decisions.

• Channel Development — Platforms & Networks: Identify and activate distribution through benefits platforms, PEOs, captives, and other intermediary channels to drive scalable top-of-funnel volume.

• Multi-Stakeholder Deal Leadership: Navigate complex buying committees across HR, Benefits, Finance, Legal, and Clinical stakeholders — both directly and in support of channel partners.

• Partner Enablement: Equip brokers, consultants, and platform partners with the tools, training, and materials they need to position and sell Hike effectively.

• Pipeline Generation & Management: Build and maintain a healthy pipeline through outbound efforts, inbound leads, partner referrals, and direct employer relationships.

• Value-Driven Selling: Clearly articulate Hike's differentiated value proposition, outcomes, and ROI to senior decision-makers — directly and through partners.

• Forecasting & Deal Discipline: Maintain accurate pipeline reporting and forecasts; proactively manage deal risks, partner commitments, and next steps.

• Cross-Functional Collaboration: Partner closely with Customer Success to ensure smooth handoffs post-sale and strong program launches.

• Market Feedback Loop: Share insights from prospects, partners, and closed-won/lost deals with Product, Operations, and Leadership to shape roadmap and GTM strategy.

What You'll Get

• Competitive cash compensation + equity

• Full medical, dental, and vision coverage

• $15K relocation bonus if needed

• Daily collaboration with the founding team and senior leadership

• Free custom insoles (of course…)