Responsibilities

• 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.
• 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
• 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

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're 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

Preferred

• - 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

Benefits

• Competitive base + uncapped commission.