Founding GTM Lead AI-powered lifestyle coaching

About

Fit Mate is the lifestyle layer for weight loss that makes GLP-1 treatment work - and delivers on its own without it. Every member gets a dedicated 1:1 certified coach across
both nutrition and strength
, made affordable by AI that watches every meal and every workout, so the coach steps in the day someone drifts rather than at the next session.

It s the founder s 2nd startup mixing human and AI to make human services more accessible (first one sold post-Series A).

We re funded and trusted by clients, medical providers and employee benefits platforms.

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.

Our buyers all have a version of the same problem: they re funding GLP-1 drugs and weight-loss benefits, and the spend is outrunning the outcome, inmcluding:

• 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 other people 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, Linked In, and SMS for event and opted-in follow-up — personalized from real account signals, not merge tokens.
• Use
  AI to research and personalize at a scale
  that used to take a team:
  Clay tables, enrichment waterfalls, LLM-written first lines you d be happy to receive yourself.
• Book qualified meetings
  , and prepare them properly — we show up knowing what that employer spends and what their plan looks like.
• Work the pipeline so deals keep moving
  — a planned next touchpoint on every open conversation, re-engagement for anything that s gone quiet, nothing untouched and nothing forgotten.
• Run our
  conference motion
  — pre-book meetings off attendee lists, work the floor, follow up within 24 hours while it s warm.
• Optionally, build the marketing plan that keeps leads warm
  between conversations — a newsletter, Linked In posts, the occasional genuinely useful thing — so we re still there when their plan year comes around.

• You ve done
  outbound at a startup for 2+ years
  and built the system yourself, rather than inheriting one someone else ran.
• You know your numbers cold — reply rate, positive-reply rate, meetings booked and held.
• You need to be completely AI-native
  . If that isn t already how you work, this isn t the job.
• You ve run the modern stack hands-on:
  Clay
  or equivalent for data and enrichment,
  Instantly / Smartlead
  or equivalent for email, a Linked In automation tool, and a CRM you kept genuinely clean.
• You own
  deliverability
  , not just copy. You can explain why a cold campaign belongs on a separate domain without looking it up.
• You are
  relentless about follow-through
  . A booked meeting that no-shows gets rebooked; a stalled deal gets a reason, not a shrug.
• You re comfortable
  picking up the phone
  , and doing the manual work that doesn t scale — calling leads, liking and commenting on a prospect s Linked In posts one at a time, chasing an intro — when that s what moves a deal forward. AI runs the volume; it doesn t do this part.
• You re early in your career and want a
  founding seat rather than a rung on a ladder
  — comfortable with no manager, no support staff and no playbook.
• You write well. Most of this job is words landing in a busy person s inbox.
• You re motivated by our mission in health, behavior change and human support.

• Sold into HR, employee benefits, health plans or healthcare — you know what a TPA, a stop-loss carrier and a self-funded plan are.
• Worked a conference-driven pipeline end-to-end.
• Closed deals yourself, not only booked them.
• Built your own automations — Zapier, n8n, scripts — to…