Ep. 164: Life after selling for $160 million w/ Alex Monahan from OddsJam (acquired by Gambling.com) Betting Startups Podcast ·
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· 2026-09-21
Episode Summary — Betting Startups Podcast with Alex Monahan (OddsJam) 🎧🏀
Key Context
Guest: Alex Monahan, Co-founder of OddsJam (now part of Gambling.com Group).
Host: Jesse (Betting Startups podcast).
Recent milestone: Odds Holdings (parent of OddsJam) acquired by Gambling.com for $80M upfront + up to $80M earnout (total up to $160M). Deal announced ~5 months prior to this episode.
Episode focus: life post‑acquisition, due diligence & integration, state of US sports betting, betting-for-profit viability, content/creator life in 2025.
Top Takeaways ✅
Life since acquisition
Alex is happy and largely continues prior day‑to‑day work: content + product.
Integration into Gambling.com has been largely positive — supportive, reasonable leadership, and cross‑synergy opportunities.
Operational back‑office tasks (finance, HR) required coordination; some growing pains but overall “1+1=3” outcome so far.
Personal lifestyle changes modest — no flashy spending; continuing to work and grind toward earnout targets.
Deal rationale & priorities
Primary seller priorities: find a buyer that understands and preserves OddsJam culture, lets founders keep doing what they’re good at (product/content/data), and can scale the business.
Founders wanted a partner experienced in scaling, investor relations, legal/process work — things they preferred not to lead.
No outside investors previously; founders had taken meaningful personal risk (quit jobs, poured resources in).
Due diligence & sale process
Intense, multi‑month process with heavy workloads (tech, finance, forecasts). Burden fell unevenly across the team (co‑founder / Restivo bore more).
Alex felt somewhat insulated but participated; emphasized importance of robust advisors (bankers/lawyers) and owning your numbers.
OddsJam strategy: audience-first approach
Core growth strategy: build audience → convert a percentage to paying customers.
Alex emphasizes free, high‑quality content (live streams, YouTube) to build trust and funnel users into OddsJam tools.
Belief that free content and transparency help user retention and product adoption.
State of US sports betting (2025)
Market changed vs. several years ago: promos and easy arbitrage opportunities are reduced; books are more aggressive on limits.
New entrants (e.g., exchanges/alternative books like Novig, Profitex, SportTrade) provide more action and less limiting — create new opportunities, often with sharper customers.
Overall: still profitable for dedicated grinders, but edge and dollar/hour returns are smaller; market more competitive and sophisticated.
Betting as a profession & fandom
Alex believes sports betting can be fun and profitable if approached with discipline and the right tools/data.
Working in betting has reduced pure fandom; stakes make games feel different, but Alex still enjoys creating content and watching sports.
Emphasizes responsible messaging — tools aim to educate and improve bettors, not promote reckless gambling.