Head of GTM (Go-to-Market)

Wamy • Hartford, CT

9d • Remote

About The Position

Wamy is looking for our Founding Head of GTM. We are a fast-growing Legal Tech & InsurTech startup solving a massive pain point for Property & Casualty (P&C) carriers and litigation teams. We don't just "manage" claims—our AI workforce reads documents, spots gaps, and automates the grunt work that currently takes humans 15-20 hours per file. This is not a "VP of Sales" role where you hire 10 reps and sit in forecast meetings. This is a Player-Coach role for a builder who wants to own the revenue engine—from the first cold call to the signed enterprise contract, and eventually, to hiring the team that scales it. You will work directly with the Founder. You will set the playbook. You will close the marquee deals. What You Will Actually Do Execute (60%): You are the lead hunter. You will identify high-value carriers and law firms, bypass gatekeepers, run discovery calls, and close deals. You won't just "manage" a pipeline; you will build and close it yourself first. Strategize (20%): You will define our ICP (Ideal Customer Profile) and pricing strategy based on real market feedback. You will figure out why we win and why we lose, and turn those insights into a repeatable sales motion. Build (20%): You will build the foundation for the future sales team. This means creating the first real playbooks, setting up the CRM architecture, and eventually hiring and training the first cohort of AEs.

Requirements

• 5+ Years of Legal Tech / InsurTech Sales Experience: You have sold SaaS to insurance carriers or law firms before. You understand the complexity of P&C claims, the "billable hour" mindset, and how to navigate multi-stakeholder enterprise deals.
• A Proven "Zero-to-One" Builder: You have a track record of taking a product with $0 or low revenue and scaling it to $1M+ ARR. You don't need a brand name on your business card to get a meeting.
• No "Big Company" Hangovers: You don't need a Sales Ops team to pull a list for you. You don't need a 2-week onboarding seminar. You know how to manage your own day, use modern tools (HubSpot, Apollo, LinkedIn Nav), and hit targets without a manager breathing down your neck.
• Technical Aptitude: You can explain how our AI works without needing a Sales Engineer on every call. You understand the difference between "automation" and "AI agents."

Responsibilities

• Identify high-value carriers and law firms
• Bypass gatekeepers
• Run discovery calls
• Close deals
• Define our ICP (Ideal Customer Profile)
• Define pricing strategy based on real market feedback
• Figure out why we win and why we lose, and turn those insights into a repeatable sales motion
• Build the foundation for the future sales team
• Create the first real playbooks
• Set up the CRM architecture
• Hire and train the first cohort of AEs

Benefits

• Top-Tier Earnings: High base with uncapped upside. If you close, you will earn significantly more than your OTE.
• Remote Freedom: Work from anywhere in the US, or join us in Miami. We care about closed revenue, not hours in a chair.
• Direct Access: Zero bureaucratic red tape. You work side-by-side with leadership to ship features that close deals.

What This Job Offers

• Job Type: Full-time
• Career Level: Executive
• Education Level: No Education Listed