Sales Development Representative, Employer Sales

About Hike Medical

Hike Medical is reinventing musculoskeletal care, starting with feet. Our proprietary AI-vision platform turns a 30-second web-based foot scan into precision-engineered, 3D-printed insoles that prevent pain before it starts. We're 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.

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

• 3 proprietary AI models powering the full 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 Role

We're building our employer sales engine from the ground up and need an SDR who can turn cold outreach into warm pipeline across the HR, benefits, and occupational health buyers who protect America's workforce. You'll sit at the tip of the spear on our employer channel, partnering closely with Account Executives and leadership to drive top-of-funnel activity across brokers, consultants, and direct enterprise employers.

This is a high-visibility role with a clear path to AE. If you want to own something real, learn from founders who've done it before, and be on the ground floor of a category-creating company — this is it.

What You'll Do

• Own top-of-funnel pipeline generation for the employer channel — outbound prospecting via cold email, cold call, LinkedIn, and creative sequencing

• Identify, research, and prioritize target accounts across large self-insured employers, brokers, benefits consultants, and TPAs

• Book qualified discovery calls and demos

• Partner with AEs on account strategy, messaging, and follow-through

• Maintain clean, accurate records in CRM — logging activity, updating pipeline stages, and tracking outreach cadences

• Test and iterate on outbound messaging and sequences to improve top-of-funnel conversion

• Represent Hike's brand with credibility and warmth — you're often the first human touchpoint for a prospect

• Share market feedback with leadership to sharpen ICP, messaging, and channel strategy

What We're Looking For

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

• 1–3+ years of B2B sales or SDR/BDR experience, ideally in healthcare, employer benefits, HR tech, or adjacent markets

• Proven track record of consistent outbound activity and quota attainment

• Fluency with cold outreach across phone, email, and LinkedIn

• High-agency mindset — you build your own lists, write your own copy, and find your own path in

• Strong written and verbal communication; you can write a cold email that actually gets opened

• Comfortable selling to HR and benefits buyers, or eager to learn fast

• Organized and disciplined with pipeline hygiene, follow-through, and next-step ownership

• Hungry to grow — you see this as a launching pad, not a parking spot

Nice-to-Haves

• Experience selling into employers, health plans, or occupational health

• Familiarity with broker and benefits consultant channels (Gallagher, Lockton, Mercer, AON, WTW)

• Experience at a venture-backed or high-growth startup

• HubSpot or Apollo.io experience

• Background in healthcare, digital health, or med-device

What You'll Get

• Competitive base + variable compensation tied to meetings booked and pipeline created

• Competitive equity

• Medical, dental, and vision coverage

• $15K relocation bonus if needed

• Daily collaboration with the founding team and senior leadership

• Clear promotion path to Account Executive as we scale the employer team

• Free custom insoles (of course…)