Full Job 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.
Everyone who pays for weight loss and isn't getting the results.
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 the machine, then run it.
• 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, LinkedIn, 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, LinkedIn posts, the occasional genuinely useful thing - so we're still there when their plan year comes around.
Requirements
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, 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 LinkedIn 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 LinkedIn 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.
Bonus if you have
• 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 remove your manual work.
The tools you'll own from day one.
• Data: Clay, Apollo, LinkedIn Sales Navigator, public filings (Form 5500), conference attendee exports.
• Email: Instantly / Smartlead, secondary domains, warmup, SPF / DKIM / DMARC, deliverability monitoring.
• Social: LinkedIn automation - HeyReach, Expandi or your preferred equivalent.
• Messaging: SMS and WhatsApp for event and opted-in follow-up.
• Pipeline: CRM ownership, and reporting the founder actually trusts.
• AI: Claude and LLM-driven research, personalization and call prep - used with judgment, not on autopilot.
Benefits
Competitive base + uncapped commission.
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 - and the feedback reminds us why it matters.