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77th percentile
77th percentile
Serial YC founder behind unicorn People.ai now building defense tech at UFORCE
Credibility
Traction · 86th percentile
- Exit: Semantria was acquired for approximately $10M.
- Exit: Nira was acquired for approximately $5.3M.
- Founder of People.ai, which achieved unicorn-level valuation backed by Andreessen Horowitz, Iconiq, Lightspeed, and Index Ventures.
- Raised $198M in total venture capital across founded companies, including People.ai's rounds backed by Andreessen Horowitz, Lightspeed, Iconiq, and Index Ventures.
- Past founder of Semantria and Nira, both of which were acquired.
Relationship Matrix
Most Complimentary
Founder score
- 97%Probability of being accurate (97%)Y Combinator S16 alum — People.ai was part of YC Summer 2016.
- 92%Probability of being accurate (92%)Current founder and CEO of UFORCE, a defense tech company he leads today.
- 90%Probability of being accurate (90%)Past founder of Semantria and Nira, both of which were acquired.
- 90%Probability of being accurate (90%)People.ai was co-founded with Kevin Mahaffey, confirming a co-founder relationship.
- 88%Probability of being accurate (88%)Raised $198M in total venture capital across founded companies, including People.ai's rounds backed by Andreessen Horowitz, Lightspeed, Iconiq, and Index Ventures.
- 88%Probability of being accurate (88%)Exit: Semantria was acquired for approximately $10M.
- 82%Probability of being accurate (82%)Founder of People.ai, which achieved unicorn-level valuation backed by Andreessen Horowitz, Iconiq, Lightspeed, and Index Ventures.
- 80%Probability of being accurate (80%)Exit: Nira was acquired for approximately $5.3M.
- 70%Probability of being accurate (70%)People.ai (rank 161,672 in Majestic Million) is a domain founded by Oleg Rogynskyy.
Investor score
- 88%Probability of being accurate (88%)Publicly identified as an angel investor with a portfolio of companies including Neon, Regrello, Fathom, Pano AI, Dedrone Defense, Collectly, RE2 AI, Stork Club, and Pomerium.
- 82%Probability of being accurate (82%)Has made at least 10 confirmed active investments across companies including Neon, Regrello, Fathom, Pano AI, Dedrone Defense, XperiencOps, Collectly, RE2 AI, Stork Club, and Pomerium.
- 72%Probability of being accurate (72%)Has been investing since at least 2018 based on his earliest confirmed investment in Collectly, giving him approximately 7 years of investing experience.
What you likely need
You'd get the most out of Festival events that put you in the same room as defense-focused institutional investors and NATO-adjacent government operators who can accelerate UFORCE's capital raise and procurement pipeline. Curated YC alumni dinners and dual-use AI roundtables would let you deepen co-investment relationships and formalize your angel syndicate with the right LP base. Smaller, high-trust gatherings with fellow serial founders operating at scale would also give you the rare peer accountability and recovery space that founders running 1,000-person combat-zone companies almost never prioritize.
Would you attend these IRL Festival events?
We will tune and customize your Founder Festival experience to make sure you get invited to the events that would be most valuable to you.
- fundraisingA Shield Capital and a16z American Dynamism partner dinner for defense-tech founders raising Series A/B rounds at $1B+ valuations to pressure-test UFORCE's institutional fundraising narrative
- tacticalA NATO and allied-government procurement roundtable with Pentagon acquisition officers and defense-contract advisors where UFORCE's 150,000+ combat-mission track record and NATO-compatible supply chain can be positioned as non-dilutive revenue proof points
- introsA YC S16 and adjacent-batch founder dinner specifically for YC alumni building defense and dual-use companies, to surface co-investment and co-build opportunities inside the network you already have standing in
- positioningAn enterprise AI board member roundtable with fellow People.ai-network executives and defense customers to sharpen how UFORCE's AI autonomy narrative lands with military buyers skeptical of pure defense-native vendors
- hiringA defense-tech GTM happy hour with senior revenue leaders who have closed Pentagon and allied-military contracts, designed to surface a US-based CRO candidate who can match Silicon Valley iteration speed to government procurement cycles
- fundraisingAn angel syndicate founders dinner with YC-pedigreed operators who have formalized micro-funds or named syndicates, to help Oleg structure LP terms, deal flow sourcing, and carry mechanics without spinning up a full VC fund
- wellbeingA small offsite dinner for serial founders running 500-plus-person companies through high-stakes operational environments — modeled on the SPC peer-accountability format — to deliberately create recovery space and decision-quality check-ins among people operating at the same intensity level