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Vassil Popovski

Technology and Product Leadership
Ensō Money · Bulgaria · engineer
IOI 1998 Bronze Medalist Representing Bulgaria (rank 76, 450/700)CTO At Connecto, Acquired By Leanplum In 2018VP Of Engineering At Alcatraz AI, Sofia Site LeadCo-founder And CTO At Enso Money (fintech)Angel Investor And LP In Bulgarian/SEE VC Funds (Eleven, LAUNCHub, BrightCap)

Bulgarian software engineering leader and startup CTO/adviser; IOI 1998 bronze medalist for Bulgaria; BSc Computer Science, Sofia University. CTO at Connecto (acquired by Leanplum 2018), later VP Engineering at Alcatraz AI and Technical Advisor at IncentivAI; founder of CTO Quest. Active angel investor and LP in Bulgarian/Southeast European VC funds (Eleven Ventures, LAUNCHub, BrightCap).

Vassil Popovski is a Bulgarian technology leader. He represented Bulgaria at the International Olympiad in Informatics 1998, winning a bronze medal (rank 76, 450/700). He studied Computer Science at Sofia University St. Kliment Ohridski (BSc, 1998-2004). His career spans engineering leadership and startup advisory: CTO at Connecto (acquired by Leanplum in 2018), engineering work at Leanplum, VP of Engineering at Alcatraz AI (Sofia), Technical Advisor at IncentivAI, and founder of CTO Quest (CTO-as-a-service). He is also an active investor, serving as an angel via CEO Angels Club and as a limited partner in Bulgarian/Southeast European venture funds including Eleven Ventures, LAUNCHub Ventures and BrightCap Ventures. No quantitative-finance employment has been documented.

Details
LocationBulgaria
UniversitySofia University St. Kliment Ohridski
Software DevelopmentJavaAgile MethodologiesJava Enterprise EditionSoftware EngineeringRESTDistributed SystemsXMLWeb ServicesScrumProject ManagementMultithreadingSOAEclipseCloud ComputingHibernateSoftware Project ManagementSoftware DesignEJBServletsJMSJUnitOrganizational DevelopmentJSPJDBC
Notes
  • Quant employment verification: NOT CONFIRMED. No role at a quantitative investment, trading, market-making, hedge-fund, or systematic/algorithmic trading firm appears in the sourced record. Employer classification: IncentivAI (Technical Advisor, index-listed Sep 2023 - Mar 2026) is NOT a quant trading firm - its own site and LinkedIn describe it as a tool for simulating the incentive/mechanism design of smart-contract economies using machine-learning AI agents (incentivai.co; linkedin.com/company/incentivai), i.e. blockchain mechanism-design simulation, not trading. Other employers are non-quant: Alcatraz AI (facial-recognition access control), Connecto/Leanplum (mobile marketing software), Enso Money (fintech), CTO Quest (CTO-as-a-service), plus LP/angel positions in generalist VC funds (Eleven, LAUNCHub, BrightCap). Identity caveat: a distinct namesake, 'Vasil Popovski, CFA' (linkedin.com/in/vpopovski8), works in M&A/financial markets at UniCredit Bulbank and Deloitte - a different person who must not be merged into this profile. Index-only employer claims are not treated as primary-source employment confirmation.
  • Cross-source synthesis: three independent aggregators (LinkedIn-derived index, Peerlist, RocketReach) agree on the same role set - Co-founder/CTO of a stealth fintech, VP Engineering at Alcatraz AI (2023-2026), Technical Advisor at IncentivAI, and LP/angel roles at BrightCap, LAUNCHub and Eleven Ventures - so the role history is corroborated across aggregators, though none is primary-source verification of current employment.
  • Trajectory read: his operating roles cluster in software engineering leadership (Connecto CTO 2018, Alcatraz AI VP Engineering 2023, stealth fintech CTO 2026) while his parallel investor roles accumulated earlier and stretch over years (CEO Angels Club 2018, Eleven 2020, LAUNCHub 2021, BrightCap 2024), which indicates the investor commitments are side positions layered on a primary operating career, not a transition into investing.
  • The IOI 1998 bronze (Bulgaria) and the Sofia University Computer Science degree (1998-2004) place him in the same Bulgarian competitive-programming cohort; the sources document no link between the Olympiad result and any later employment, so no causal or recruiting narrative is asserted.

Competition record

Bulgaria · IOI

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