[Hiring] Founding GTM Lead for an AI-powered lifestyle coaching @Fitmate Coach

Role Description

We're looking for a Founding GTM Lead to own outbound end-to-end, working closely with the founder:

• Build the system, fill the pipeline, book the meetings, and chase every one of them through to a decision.
• Target buyers include:
  • Self-insured employers
  • Benefits brokers, consultants, and TPAs
  • Employee benefits and lifestyle-spending platforms
  • Direct primary care and risk-bearing provider groups
• Build target lists from signals others miss:
  • Form 5500 filings (who's self-funded, and which TPA they use)
  • Job postings disclosing wellness stipends
  • Conference attendee lists
  • Provider and ACO rosters
• Stand up and own the sending infrastructure:
  • Secondary domains
  • Mailbox warmup
  • SPF / DKIM / DMARC
  • Inbox rotation
  • Suppression lists
  • Deliverability monitoring
• Write and run multi-channel sequences:
  • Email
  • LinkedIn
  • SMS for event and opted-in follow-up
• Use AI to research and personalize at scale.
• Book qualified meetings and prepare them properly.
• Work the pipeline to keep deals moving.
• Run our conference motion:
  • Pre-book meetings off attendee lists
  • Work the floor
  • Follow up within 24 hours
• Optionally, build the marketing plan to keep leads warm.

Qualifications

• You've built the machine before, not just worked it.
• You've done outbound at a startup for 2+ years and built the system yourself.
• You know your numbers cold — reply rate, positive-reply rate, meetings booked and held.
• You need to be completely AI-native.
• You've run the modern stack hands-on.
• You own deliverability, not just copy.
• You are relentless about follow-through.
• You're comfortable picking up the phone and doing manual work that doesn't scale.
• You're early in your career and want a founding seat.
• You write well.
• You're motivated by our mission in health, behavior change, and human support.

Requirements

• Bonus if you have:
  • Sold into HR, employee benefits, health plans, or healthcare.
  • Worked a conference-driven pipeline end-to-end.
  • Closed deals yourself, not only booked them.
  • Built your own automations — Zapier, n8n, scripts.

Benefits

• Competitive base + uncapped commission.

Company Description

What it's like at FitMate:

• We move fast and build things that ship.
• We challenge ideas (not people) and focus on what works.
• Everyone contributes to product ideas — no silos.
• We care about impact, not process for its own sake.
• We're in this to help real people change their lives.