Growth.Talent
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GTM Sales Executive - Founding Member

Selby Jennings • New York, NY

Product MarketingConfirméOn-siteFull time$130K - $180K
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Enterprise SalesOn-site NYC$130K-$180KInsurance/InsurTechFull-Cycle AEFounding Role

The Challenge

Selby Jennings is transforming insurance claims. You'll build the sales organization from scratch, owning conversations with the world's largest insurers and MGAs while defining the GTM engine that scales the company.

Your Mission

First 3 Months
1

Map and qualify 20+ target enterprise accounts (insurers/MGAs); establish initial outreach cadence and messaging framework

2

Close 1-2 early pilot deals with insurers or MGAs to validate product-market fit and refine sales methodology

3

Define core sales processes (discovery framework, qualification criteria, deal stages) and document repeatable playbooks

4

Build working relationships with CEO and Head of Sales; align on Q1 pipeline targets and sales compensation structure

By 6 Months
1

Generate $2M+ ARR in signed contracts; achieve 3-4 closed enterprise deals with average contract value $500K+

2

Recruit and onboard 2-3 junior AEs; establish training program and coaching cadence for consistent execution

3

Identify and test 2-3 new growth channels (partnerships, industry events, vertical expansion); measure CAC and conversion

4

Partner with Product to influence 2-3 roadmap decisions based on customer discovery; document competitive intelligence

KPIs You'll Own

ARR Closed

Total annual recurring revenue from signed contracts; target $2M+ by month 6.

Average Contract Value (ACV)

Average deal size with enterprise customers; target $500K+ to validate enterprise positioning.

Sales Cycle Length

Days from initial qualified lead to close; establish baseline and optimize for 90-120 day enterprise cycles.

Win Rate

Percentage of qualified opportunities that close; target 40%+ for long-cycle enterprise deals.

Pipeline Generated

Total qualified opportunities in pipeline at any time; maintain 3-4x coverage of quarterly quota.

Tools & Stack

SalesforceOutreach or Apollo (prospecting)Gong or Chorus (call intelligence)LinkedIn Sales NavigatorHubSpot (if using)MEDDICC/BANT frameworks

Your Team

Your Manager

CEO and Head of Sales

Current Team

Founding sales team; likely CEO currently handling sales

New role—building sales organization from zero

The Package

Salary

$130K-$180K base

Variable

Commission structure TBD; likely 20-30% upside on ACV

Equity

Equity likely; confirm with hiring team

Remote

On-site only. New York City office. No remote.

Benefits & Perks

Equity stake in early-stage company with significant upside
Direct influence over product roadmap and company direction
Hands-on mentorship from CEO and Sales leadership
High-impact founding role; build your own sales team and processes
Work with marquee enterprise customers (top insurers globally)

Company Intelligence

Selby Jennings is reimagining insurance claims processing for the modern era. They work with major insurers and MGAs (Managing General Agents) to streamline operations. The company is in hypergrowth mode and needs a sales leader to lock in enterprise deals.

Customers

Major insurers and MGAs globally

Culture

High-intensity, high-output. Bias toward exceptional work and ownership. Values grit and hunger over pedigree.

Is This Role For You?

For You If
  • You've closed 3+ enterprise deals with $500K+ ACV and thrive in long sales cycles (90-180 days)
  • You have insurance, InsurTech, or adjacent B2B SaaS (cyber, fintech, legal tech) selling experience
  • You love building from zero—defining process, recruiting, and scaling a team; not inheriting legacy
  • You're based in NYC or willing to relocate immediately; office presence is non-negotiable
  • You're energized by influence: direct CEO access, product input, and shaping GTM strategy
Won't Work If
  • You require work sponsorship or visa support; company needs US work authorization only
  • You prefer fully remote work; this is on-site, in-office in NYC
  • You're looking for a mature, established sales org with processes; this is founder-mode chaos
  • You need 6+ months of ramp; this role demands velocity and ownership from day 1

Interview Process

1

Initial screening (30 min)

Phone call with recruiter. Confirm NYC relocation, work auth, and full-cycle AE experience.

2

Sales execution deep-dive (60 min)

Hiring manager or Head of Sales reviews your largest 2-3 deals: discovery process, objection handling, close strategy.

3

CEO conversation (60 min)

Direct conversation with CEO about vision, GTM strategy, and your approach to building a sales org.

4

Case study / scenario (30 min)

Role-play or written exercise: how would you approach selling to a top 10 insurer? Qualify, navigate, close.

5

Offer + alignment (30 min)

Compensation, equity, and expectations. Confirm fit on intensity, autonomy, and founding role dynamics.

Interested in this role?

Apply now and hear back within days, not weeks.

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