SECTION I · THE BRIEF
Brief #21368Updated 22 AUG 2026SAN FRANCISCO, CAYcY COMBINATOR
Employbl Company Profile

Founding GTM

Open-Source Evaluation Infrastructure for LLMs. Give us a star on Github to support us in promoting AI-safety ⭐ https://github.com/confident-ai/deepeval.

Location
San Francisco, CA
Company size
5–10
Posted
2d ago
Via
Yc
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Founding GTM · Confident AI

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Job title
Founding GTM
Job location
San Francisco, CA, US
Job description
#### **Overview** Confident AI is building the infrastructure that makes AI trustworthy. We help engineering and product teams evaluate, monitor, and improve the AI systems they ship to production. DeepEval, our open-source evaluation framework, has strong adoption among developers. This role owns turning that developer adoption into demos, sales conversations, and revenue — and widening the top of the funnel so growth keeps compounding. This is a hands-on, PLG-driven execution role. The founders own the strategy — positioning, ICP, category, and pricing. You own building and running the engine that delivers on it, and you own the number: qualified demand, sign-ups, and demos booked. You'll join in person in San Francisco and work directly with the founders, measuring what works and doubling down on what compounds. #### **What you'll be doing** * Own the top and middle of the funnel, from developer and buyer discovery through nurture, conversion, and handoff into self-serve sign-up or booked demo. * Turn DeepEval's open-source adoption into revenue: identify high-intent users and build the path that moves free users toward the commercial platform and a booked demo. * Build our organic discovery engine across search, AI answer engines, comparison pages, guides, concept pages, and high-intent content that helps technical buyers understand the category. * Turn the founders' product positioning into assets that convert: landing pages, CTAs, email sequences, lifecycle touchpoints, sales collateral, case studies, and launch content. * Run demand generation experiments across inbound, product-led signals, content, events, and partnerships, and double down on what works. * Own the conversion path from first touch to action, including lead capture, qualification, follow-up, routing, and the sequencing that turns interest into a real conversation. * Strengthen Confident AI's authority in the market through customer stories, third-party mentions, directories, review sites, partner channels, and press-worthy narratives. * Instrument the funnel, report on what is moving sign-ups and demos, and reallocate effort toward the channels, messages, and assets that are actually working. #### **You should be someone who** * Experience in growth, demand generation, product marketing, founder-led sales, or a similarly full-stack GTM role at a B2B startup. * Experience marketing or selling to technical buyers, ideally in developer tools, infrastructure, AI, data, observability, security, or another technical product category. * Ideally, you've turned free or open-source adoption into paid revenue before — you understand how bottoms-up developer usage becomes a commercial funnel (PLG / open-core). * Strong writing and positioning instincts. You can turn a complex technical product into sharp, credible copy that engineers respect and buyers trust — and you write it yourself. * A practical understanding of modern organic discovery: SEO, AI-search visibility, structured content, comparison pages, and content that gets cited, shared, and converted. * Comfortable owning numbers across the funnel, including traffic, sign-ups, demos booked, conversion rates, attribution, and experiment readouts. * Comfortable executing a strategy the founders own. We set positioning, ICP, and category direction; you turn it into a working engine. You bring strong opinions and push back, but you're energized by execution, not by owning the strategy yourself. * Willing to do the work yourself. You'll write pages, ship campaigns, qualify leads, run sequences, talk to customers, and build lightweight systems before hiring a team. * High-agency and comfortable with ambiguity. We're seed-stage — you identify what matters, make a plan, and move fast. * Former founder experience is a plus — you know what it feels like to create demand from zero and make progress without a defined playbook — as long as you're happy executing a strategy the founders set. * Excited to work in person with the founding team in San Francisco. #### **Your work will** * Be the reason more technical teams discover Confident AI, understand why it matters, and take action. * Turn DeepEval's open-source adoption into paying customers — the core mission of this role. * Build the repeatable GTM engine that turns organic demand and product interest into revenue conversations. * Execute and amplify the market narrative for AI evaluation, monitoring, and reliability that the founders set, as the category grows. * Create the foundation for the future marketing and growth team at Confident AI. #### **By joining us, you will** * Clear ownership: the founders own positioning, ICP, and strategy; you own execution and the metrics. No ambiguity about who drives what. * A seat at the table: direct access to the founding team and real input into positioning, product launches, and company strategy. * The timing: AI reliability is becoming a must-have category, and you'll help define how the market understands it.
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Where this role is based

San Francisco, CA

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Confident AI headquarters

San Francisco, CA

Company size

510 employees

Founded

2023

Total raised

$2,200,000

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Funding rounds

  • Seed$2.2M