The wandering professional's discovery: how Jodie O'Keeffe turned three careers into angel investing mastery

In this episode, we explore Jodie O'Keeffe's fascinating journey from IT contractor in 1990s Australia to becoming one of Angel Academe's most insightful investors. Starting with a chance magazine discovery in a Melbourne supermarket, Jodie shares how her unconventional career path through technology, journalism, and philanthropy unexpectedly converged into angel investing expertise. We dive into her methodical approach to learning the ropes and how she successfully transitioned from Australia's Scale Investors to London's Angel Academe network. The conversation reveals stark funding disparities: women hold 52% of wealth yet make up less than 10% of angel investors, whilst female founders receive just 2% of funding. Jodie explains Angel Academe's collective intelligence approach, where diverse expertise from IP lawyers to exited entrepreneurs creates powerful support systems. She shares her signature question for female founders—"How big do you think it can be?"—contrasting this with the risk-focused questions they typically face. Throughout the episode, Jodie emphasises finding your tribe and offers practical advice for aspiring angel investors: start by observing, leverage network expertise, and understand that angel investing is about building meaningful connections whilst driving systemic change in the startup ecosystem. As always, to learn more please visit

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The wandering professional's discovery: how Jodie O'Keeffe turned three careers into angel investing mastery is an episode from Angel Insights | Angel Investing | Crowdfunding by Angel Insights.

This episode is 00:39:29 long.

This episode was published on Jul 8, 2025.

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