GTM Lead, AI

Who we are and what we doContra Labs is a human-centered AI lab focused on creative and multimodal outputs, where human taste defines the next generation of AI capabilities.We build industry-leading creative preference datasets that power benchmarking, evaluation, and post-training for the world’s leading AI models and applications. Our work helps define what “good” looks like across design, video, imagery, and beyond.Built on top of Contra, the professional network for independent creatives, Contra Labs connects frontier AI labs with a global network of top creative talent. Together, we turn human judgment into the training and evaluation layer that enables AI models and tools to power the next generation of human creativity.What You’ll DoOwn full-cycle sales (0 → 1 → expansion)Build pipeline across AI labs, creative AI apps, and research teamsRun sharp, consultative sales processes across:ML / research teamsproduct + creative leadersTurn ambiguous problems (“this feels off”) into clear, scoped dealsSell across: dataset creation, benchmarking + evaluation programs, ongoing quality systemsClose pilots → expand into long-term programsDrive repeat revenue through strong outcomesOwn early GTM: turn conversations into positioning + messaging, identify wedge use casesbuild repeatable sales motionsContribute to distribution: turn work into case studies, benchmarks, and social proof, feed insights into launches and inboundFeed learnings back into product + GTMHelp establish Contra Labs as the authority on creative evaluationWhat You’re SellingAI teams today can measure accuracy.They can’t measure taste.Customers come to us to answer:Why does this output feel wrong?How do we evaluate design, layout, UX, or intent?How do we calibrate human judgment at scale?How do we track creative quality over time?You help them solve this — and make Contra Labs the answer.About YouFounding AE / GTM operator — you build, not just executeYou create pipeline and momentum, not wait for itComfortable selling ambiguous, non-binary value (quality, taste, experience)Strong at:discovery + framing messy problemsrunning sharp, unscripted conversationsclosing complex, non-obvious dealsCan operate across:technical buyers (ML, research)creative stakeholders (design, product)You think beyond the deal:patterns → positioningconversations → repeatable GTMHigh ownership, low ego, moves fastExperienceExperience selling into:AI / ML teamsdev toolscreative toolingExperience in early-stage or ambiguous environments (0→1 or close)Familiar with (or excited to learn):preference-based evaluationcalibration, benchmarking, quality systemsComfortable building and executing from scratch:pipelinemessaging + sales materialsearly pricing / packagingRequirements:Based in San Francisco, CACompSalary:Base: $225-300kOTE: $500k+Medical, Dental, Vision Benefits401k MatchingWe will provide you with a company laptop on your start dateInterview ProcessIntro Call with Recruiting Team (20 minutes)Interview with Hiring Manager, CEO & Co-Founder (30 minutes)Interview with VP of Product (45 minutes)Paid Presentation + Case Study (60 minutes)Note: Contra communicates with applicants through @contra.com domains only. We never ask for money from potential employees. For the latest job postings, visit Contra Careers.