Founding GTM Lead for an AI-powered lifestyle coaching company

Fitmate Coach

$120K — $150K *
Consumer Technology
Less than 5 years of experience
Job Overview by Ladders

Qualifications

  • 2+ years in outbound sales at a startup, building the system from scratch
  • Strong understanding of metrics: reply rates, meetings booked, etc.
  • Proficiency in AI tools for research and personalization
  • Experience with modern sales technology stack and CRM management
  • Excellent writing skills for effective communication

Responsibilities

  • Develop target lists using unique signals to identify potential leads
  • Establish and manage a sophisticated sending infrastructure for outreach
  • Craft and implement personalized multi-channel outreach sequences
  • Leverage AI for scaling personalized outreach efforts efficiently
  • Book and prepare for qualified meetings with in-depth knowledge of prospects
  • Maintain an active pipeline with strategic follow-up and re-engagement
  • Oversee conference outreach and post-event follow-up to maximize connections

Benefits

  • Competitive base salary with uncapped commission potential
  • Fast-paced, impactful work environment focused on real change
  • Collaborative culture where every idea is valued and considered
  • Opportunities for hands-on contribution to product development
  • Mission-driven focus on customer success and health improvement
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.

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