Founding GTM Lead - Human Data & AI Evaluation
Wiingy AI - the AI data and evaluation venture from Wiingy · Bengaluru / India-remote (US-hours overlap, quarterly US travel) · Open to exceptional US-based candidates with live lab relationships
ABOUT WIINGY AI
Wiingy AI is a new business built on Wiingy, the established tutoring platform whose network of 5,000+ credentialed, vetted subject-matter experts musicians with formal training, language and STEM educators, domain specialists already delivers expert instruction at scale. Wiingy AI turns that network into the judgment layer of AI training.
The frontier is bottlenecked on judgment, not compute. Labs and applied-AI teams can crowdsource clicks; they cannot crowdsource expertise and that is exactly what we supply: expert human evaluation, preference/RLHF data, benchmark construction, and pedagogical QA. We compete on proven expertise and rigor: published inter-annotator agreement, calibrated rubrics, defensible methodology in a market where the premium judgment layer is still being defined.
This role sits with Wiingy AI, a distinct business from the Wiingy tutoring platform, powered by the same expert network.
THE ROLE
You are Wiingy AI's first commercial hire, and you own revenue. This is a senior, high-ownership, zero-to-one role: you'll close the first paying pilots yourself, then build the motion and the team that repeat them.
WHERE WE ARE
We have the expert network, early conversations, and published evaluation work to open doors. What we don't have yet is a repeatable commercial motion that's what you're here to build. Early on you'll decide which markets to attack first, which relationships to convert fastest, and what our pricing and pilot motion should be.
WHAT YOU'LL OWN
• Close. Source and win the first paying pilots across labs, vertical-AI companies, and institutional buyers - carrying the bag personally.
• Sell across buyer types. Research and eval leads and data-procurement at labs; heads of data and post-training at vertical-AI companies; enterprise, academic, and sovereign buyers; and channel partners (primes) we deliver under.
• Build the motion. Define ICP, pipeline, pricing, proposal and SOW patterns, and operating cadence — then hire the team beneath it.
• Sell what we can ship. Work shoulder-to-shoulder with delivery. In human data, the delivery track record is the sale.
• Represent us to senior stakeholders -technical and executive through readouts, business cases, and methodology conversations.
WHO YOU ARE
• Several years carrying a quota or owning BD in human data, AI evaluation, or data-labeling for frontier or applied-AI buyers and you've personally closed deals, not just supported them.
• You understand how labs and AI companies actually buy expert data and evals: pilot, rubric calibration, SOW/MSA, security review, ramp and you can speak credibly about RLHF/DPO/SFT, pairwise preference, IAA, and managed pods.
• You bring named, live relationships with people who buy or influence buying at labs and AI companies
• You've sold a service where delivery credibility is the product, and you know how to de-risk a first pilot for a skeptical buyer.
• High agency in an ambiguous, fast-moving, zero-to-one environment.
NICE TO HAVE
• Experience selling to sovereign-AI or academic and research-procurement buyers.
• Comfort in technical data verticals - audio, language, or applied AI.
• A track record building a commercial function from zero — first hire to team.
BACKGROUNDS WE'RE DRAWN TO
People who've done commercial or BD work in the human-data and evals space for example, at Scale, Appen, Telus/Lionbridge, iMerit, Sama, Labelbox, or Handshake AI, or at eval-tooling firms as well as vendor management professionals from the lab side. If you've sold expert human judgment to AI teams and have the relationships to prove it, we want to talk - whatever seat you did it from.
COMPENSATION
• Competitive base plus meaningful founding equity - you'll build the commercial foundation of Wiingy AI, and the upside that comes with building it.
• Uncapped commission tied to new business and long-term margin, with no ceiling on exceptional performance.
HOW TO APPLY
write to us at anshul@wiingy.com and tell us about the most complex deal you've personally closed: about the buyer, what objections you overcame and what made them say yes.
