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Head of GTM; Go-to-Market

Remote / Online - Candidates ideally in
Chicago, Cook County, Illinois, 60290, USA
Listing for: Wamy
Remote/Work from Home position
Listed on 2025-12-28
Job specializations:
  • IT/Tech
Job Description & How to Apply Below
Position: Head of GTM (Go-to-Market)

Wamy is a fast‑growing Legal Tech & Insur Tech startup solving a massive pain point for Property & Casualty (P&C) carriers and litigation teams. Our AI workforce reads documents, spots gaps, and automates the grunt work that currently takes humans 15‑20 hours per file.

Base pay range

$/yr - $/yr

Founding Head of GTM – What You Will Actually Do
  • Execute (60%):
    Lead hunter; identify high‑value carriers and law firms, bypass gatekeepers, run discovery calls, and close deals. Build and close the pipeline yourself first.
  • Strategize (20%):
    Define our ICP (Ideal Customer Profile) and pricing strategy based on real market feedback; turn insights into a repeatable sales motion.
  • Build (20%):
    Build foundation for future sales team – create first playbooks, set up CRM architecture, and eventually hire and train first cohort of AEs.
Requirements
  • 5+ Years of Legal Tech / Insur Tech Sales Experience
    :
    Sold SaaS to insurance carriers or law firms, understand P&C claims complexity and multi‑stakeholder deals.
  • A Proven “Zero‑to‑One” Builder
    :
    Track record of scaling a product from $0 to $1M+ ARR.
  • No “Big Company” Hangovers
    :
    Self‑managed, no Sales Ops team needed, master modern tools such as Hub Spot, Apollo, Linked In Nav, and hit targets independently.
  • Technical Aptitude
    :
    Able to explain how our AI works without a Sales Engineer on every call; understand difference between automation and AI agents.
Benefits

We believe in paying for performance and ownership.

  • Top‑Tier Earnings:
    High base with uncapped upside.
  • Remote Freedom:
    Work from anywhere in the US, or join us in Miami.
  • Direct Access:
    Zero bureaucratic red tape; work side‑by‑side with leadership.
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