Bio
Andrey Vilchinsky is a serial technical founder and CTO based in Amsterdam, currently running four AI-powered products simultaneously while holding down a Head of TravelTech role at Voyagu. His career spans two decades of technical leadership — from building Russia's major online travel agency at anywayanyday.com to co-founding VisaToHome — but his current focus is squarely on AI voice agents and structured conversation at scale.
The thread running through his most serious projects is clear: use AI to conduct conversations that generate structured feedback. Try To Sell Me puts sales reps on live voice calls with synthetic buyers — CTOs, CEOs, VPs — and scores their performance across opening, discovery, objection handling, and close. Interviewsor does the same for research and feedback, letting anyone deploy an AI that conducts voice interviews and returns summaries and reports. Both products are live and iterated, not vaporware.
Vilchinsky builds with a product-first, ship-fast sensibility — four live domains, a v0.4 already in the wild on trytosellme.com, and a bias toward solving real workflow problems with voice AI before the category gets crowded. He's a rare combination: deep technical operator who's run large-scale travel tech systems and a founder willing to bet on emerging AI primitives early.
What I'm building
trytosellme.com upmeetup.cpm interviewsor.com aiworlds.online
Why TAG
way not? It's always interesting to explore something new.
Projects
An AI-powered sales training dojo where reps make live voice calls to synthetic buyer personas and receive detailed scorecards on their pitch, discovery, objection handling, and close. Logging 2,000+ calls per day.
A platform that lets users deploy AI-driven voice interviews at scale — define questions, share a link, and the AI conducts interviews and returns summaries, audio, and structured reports.
An AI-powered tool for generating content and insights from meetups. Early-stage or in closed beta.
An experimental interactive AI game and story experience — an early creative exploration of AI-driven narrative worlds.
Amsterdam-based travel tech company where Vilchinsky serves as Head of TravelTech, applying deep domain expertise from a decade-plus in online travel.