Enterprise Account Executive

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.

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

• 610 years of B2B sales experience, with a strong track record closing enterprise or upper-mid-market deals

• Experience selling into employers, HR, benefits, healthcare, or adjacent enterprise buyers

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

• Experience working with large enterprises and complex programs (e.g., Fortune 1000 employers, major health systems, large manufacturers)

• Deep understanding of the HR/benefits buyer and buying process

• Proven ability to manage a full sales cycle with multiple stakeholders and long timelines

• Track record of consistently hitting or exceeding quota

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

• Extremely comfortable leading sales meetings, presentations, and executive discussions

• 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

• Familiarity working with benefits consultants or brokers (e.g., AON, Mercer, WTW, Gallagher, Lockton)

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

• Experience with HubSpot or similar CRM tools

Primary Responsibilities

• Enterprise Sales Ownership: Own the full sales cycle for employer prospects, from initial outreach through contract execution, across multiple concurrent opportunities.

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

• Multi-Stakeholder Deal Leadership: Navigate complex buying committees across HR, Benefits, Finance, Legal, and Clinical stakeholders.

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

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

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

• Market Feedback Loop: Share insights from prospects and closed-won/lost deals with Product, Operations, and Leadership to help 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)