IndependentAngel Investor and Advisor
2026 — Present
Invests in and advises founders, explores new businesses, and supports student entrepreneurs.
Alex Monahan founded OddsJam, a bootstrapped sports-betting data and analytics company acquired by Gambling.com Group in a deal worth up to $160 million. A former Susquehanna quantitative trader, he now invests in and advises founders and teaches market thinking, risk, and entrepreneurship.
Alex Monahan founded OddsJam, a bootstrapped sports-betting data and analytics company acquired by Gambling.com Group in a deal worth up to $160 million. A former Susquehanna quantitative trader, he now invests in and advises founders and teaches market thinking, risk, and entrepreneurship.
2026 — Present
Invests in and advises founders, explores new businesses, and supports student entrepreneurs.
Apr 2021 — Dec 2024
Bootstrapped a real-time sports-betting data and analytics platform from launch to its acquisition by Gambling.com Group in a deal worth up to $160 million.
2019 — 2021
Traded index derivatives and volatility after previously interning on the energy desk.
2017 — 2017
Worked in structured products and securitized-products trading after an earlier fixed-income internship.
2016 — 2016
A 48-minute conversation about leaving SIG, finding an edge in sports betting, bootstrapping OddsJam, founder risk, and personal brand.
Alex breaks down bootstrapping OddsJam, using free content as a growth engine, and the company's acquisition.
An early founder interview on data-driven sports betting, bettor education, OddsJam's B2B/B2C strategy, and the OddsBoom acquisition.
A candid reflection on the unseen work, uncertainty, and tradeoffs behind building OddsJam.