Founding Go-to-Market Lead

**Deepline** Founding Go-to-Market Lead; $150K–$190K base + meaningful equity (variable/OTE likely as the motion matures); New York City (On-site)

**About the Role** Deepline has strong inbound pull from mid-market and enterprise (incl. Tier 1 logos); the Founding GTM Lead turns that pull into a repeatable commercial motion. An individual-contributor role first — a generalist founding operator working directly with founders and customers to own GTM end to end: pipeline, pricing, onboarding, qualification, pilots, time-to-value, and how value is delivered. Deals today run ~1–2 months at ~$36–60K — a scrappy, high-velocity motion, not the 1-year $1M-ACV enterprise cycle. Deepline sees ~25 qualified inbound enterprise opportunities/month with near-zero marketing (word of mouth + partners). You don't need to build your own systems — the team helps there; you need to be a scrappy generalist operator who figures things out.

**Responsibilities** - Turn inbound interest into sharp use cases, well-scoped pilots, and commercial agreements. - Own mid-market and enterprise opportunities end to end: first conversation → close → adoption → expansion. - Run exceptional discovery — understand the customer's operating reality, not just the budget. - Help customers prove value quickly without turning every pilot into bespoke consulting. - Build the materials and operating rhythm that make the motion repeatable. - Bring customer signal into product decisions; pick the few outbound experiments worth running.

**Required Skills** A. Has built, or materially helped build, an early commercial/GTM motion — a scrappy generalist operator who figures things out. B. Exceptional at discovery; makes a technical product clear to both business and technical buyers. C. Owns commercial outcomes end to end at velocity — scoping, closing, and delivering value (the current motion is ~1–2 month cycles, ~$36–60K). D. Strong project management and attention to detail; writes clearly and follows through. E. Technically curious — dev-tools experience useful; wanting to understand technical customers is non-negotiable.

**Bonus Skills** - Experience selling at Series B–D-stage companies. - PLG or SLG motion experience. - Developer-tools / technical-product background.

**Logistical Info** - Location: NYC, fully in-person (5 days/week). Same intense culture as the wider team. - Compensation: $150K–$190K base + meaningful equity ("same band, open to feedback"); variable/OTE likely as the motion matures — Deepline wants to be a top 10–20% offer and welcomes market input. - Visa: can transfer an existing H-1B, or TN / E-3 (Australia) — no fresh/full H-1B sponsorship from scratch.

**Ideal Background** - Founding/early hires who built a commercial motion from zero at an early-stage startup — scrappy generalists who figure stuff out, not narrow sales specialists. - Strong signal — sold technical / dev-tools products to technical buyers. - Series B–D-stage selling experience is a plus (per client note). - Not the right fit: pure 1-year $1M-ACV enterprise sellers (different skillset from this velocity motion).

**Green Flags** - Swiss-army-knife operator: builds the playbook and delivers at velocity. - High agency; experiments rather than defending how sales is "supposed" to work. - Credible with technical founders and engineers; clear written communicator.

**Red Flags** - Wants to inherit an existing playbook; process-only, not a builder. - Can't get credible with a technical audience. - Only experienced in slow, $1M-ACV enterprise cycles with no from-zero/velocity experience.

**Interview Process** (commercial loop) 1. Intro conversation with Jai (decision-maker & POC). 2. Screen with Chirag (Saf non-blocking). 3. On-site / case study in NYC. 4. Verbal offer, 1:1; fast feedback (~24h between stages).