About Hike Medical

Hike Medical is reinventing musculoskeletal care, starting with feet. Our proprietary AI-vision platform turns a 30 second web-based (no sensors) foot scan into precision engineered, 3D-printed insoles that prevent pain before it starts. We're already protecting on-their-feet workforces at Fortune 50 leaders, major health systems, and middle America manufacturers.

Fresh off a stealthy round with top tier VCs, we run a fast, no BS, execution-first culture out of Boston’s Seaport as we sprint toward $100M ARR and standing with 10M Americans as they step into their shoes daily.

• First and only PDAC-approved 3D printed custom insole in the world 🌎

• 3 proprietary AI models that power the experience

• Two products: one for employers & health plans, one for clinics — creating a virtuous cycle of clinician-labeled data

• Expanded care access to 100,000+ Americans to date

The Opportunity

You’ll be a Sales Executive focused on channel partnership owning revenue growth through benefits consultants, brokers, and strategic ecosystem partners, while also supporting select direct employer opportunities. You’ll build and expand relationships with national and regional brokerage firms, enable partners to confidently position Hike with their employer clients, and co-sell into large, complex accounts.

This is a high-impact role for someone who thrives in relationship-driven sales, understands how advisors influence employer buying decisions, and wants to help build a repeatable, scalable channel motion from the ground up. You’ll play a critical role in expanding Hike’s footprint across the employer benefits ecosystem.

This role is perfect for someone who is:

• Energized by partner-led growth and long-term relationship building

• Extremely sociable and comfortable leading broker, consultant, and employer conversations

• Highly organized (ideally the most organized person on their current team) and effective at managing multiple partner-led deals simultaneously

You’ll work closely with the leadership team, Customer Success, Marketing, and Product, and will be a core driver of partner-sourced revenue.

What We’re Looking For

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

• 5-7 years of sales experience, with a strong track record in enterprise B2B sales

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

• Background in healthcare, digital health, benefits, MSK, med-device, or occupational health strongly preferred

• Proven success closing large, complex, multi-stakeholder deals (e.g., Fortune 1000 employers, major health systems, large manufacturers)

• Deep understanding of the HR and benefits buying process, including procurement and contracting

• Demonstrated ability to manage a full enterprise sales cycle — from prospecting to close

• Strong executive presence and communication skills, from operators to C-suite

• Highly organized with a rigorous approach to pipeline management, forecasting, and CRM hygiene

• Comfortable collaborating cross-functionally with Customer Success, Operations, Product, and Leadership

• Boston-based and excited to work on-site with the team

Nice-to-Haves

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

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

• Experience selling new or disruptive products into conservative or regulated markets

• Hands-on experience with HubSpot or similar CRM and sales tooling

• Background helping build or refine early GTM playbooks and sales processes

Primary Responsibilities

• Enterprise Sales Ownership: Own a portfolio of target employer accounts and drive the full sales cycle from first touch through close, with a focus on large, strategic wins.

• Pipeline Generation & Management: Build and manage a strong pipeline through outbound efforts, inbound leads, broker relationships, and strategic partnerships.

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

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

• Forecasting & Reporting: Maintain accurate pipeline visibility, forecasts, and deal plans; communicate risks and opportunities proactively.

• Cross-Functional Collaboration: Partner closely with Customer Success to ensure smooth handoffs and successful launches, and with Product and Leadership to relay market feedback.

• GTM Evolution: Help shape messaging, pricing, packaging, and sales playbooks as we scale our employer offering.