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Today's episode explores three ideas that caught my attention: 1. The math of representation – Loretta shared that having just one woman in a VC decision room doubles or triples funding odds for women-led companies. 2. The promotional pivot – Loretta & Angela often coach female entrepreneurs to treat negative questions (which are more commonly asked of women due to unintentional bias) as promotional opportunities. It's advice that can flip defensive energy into offensive positioning. 3. Relevance as retention driver – Members of Golden Seeds stick around because the work keeps them intellectually current. The group’s 84% renewal rate suggests that learning, not just returns, is a powerful motivator for angel engagement. I explore these ideas and more with Loretta McCarthy, Co-CEO and Managing Partner of Golden Seeds and Angela Allen, Managing Director and Founding Member of Golden Seeds Chicago. Loretta McCarthy is Co-CEO and Managing Partner of Golden Seeds, the largest angel network in the United States investing exclusively in women-led companies - having deployed nearly $200 million across 260+ companies since 2004. Angela Allen is a Managing Director and Founding Member of Golden Seeds' newly launched Chicago Chapter, bringing 30+ years of operating experience including a 10x exit from an all-female executive team. Together, they bring both the macro perspective of building a national movement and the ground-level insight of launching a new local chapter. During our Conversation, Loretta and Angela share: • The specific bias patterns that disadvantages women founders – where female entrepreneurs receive downside-focused questions while male counterparts get upside-focused ones, and how to consciously counteract it. • Why sector-specific training matters for angel confidence – including how medical devices, SaaS, and consumer products each require fundamentally different evaluation approaches. • How a chapter-based geographic model enables national deal flow while maintaining local relationships – the strategic logic behind Golden Seeds' nine-chapter structure serving 300 What We Cover: 0:00 Introduction 02:37 Exciting Developments at Golden Seeds 04:04 The Origin Story of Golden Seeds 05:11 Chicago Chapter: A New Beginning 08:39 The Evolution of Women-Led Investments 10:50 Challenges and Progress in Angel Investing 14:14 Strategic Growth and Chapter Model 18:42 Motivations for Joining an Angel Network 25:55 Due Diligence and Market Assessment 33:18 Addressing Bias in Investment Listen now on Apple Podcasts, Spotify, YouTube, and more. Connect with Loretta McCarthy & Angela Allen • Golden Seeds' LinkedIn: / goldenseeds • Loretta's LinkedIn: / loretta-mccarthy-b885a • Angela's LinkedIn: / angelahillsallen Connect with Andrew • Newsletter: https://thediligentobserver.com/ • X: / akazlow • LinkedIn: / andrewkazlow • Book: https://angelops.pitchfact.com/ • Website: https://pitchfact.com/ Stuff We Reference • Golden Seeds: https://goldenseeds.com/ • OppenheimerFunds: / oppenheimerfunds • NanoPattern: https://www.nanopatterntechnologies.com/ • Every Body Eat: https://everybodyeating.com/ • Loyola University: https://www.luc.edu/ • DePaul University: https://www.depaul.edu/Pages/default.... • mHUB: https://www.mhubchicago.com/ • ACA’s Angel Funders Report: https://angelcapitalassociation.org/a... Know someone who would enjoy this episode? Share it with them! P.S. Your feedback is important to me. Also, it tells the algorithms to pay more attention, which helps me out a lot. If you enjoyed this episode, hit the “like” button or leave a comment with your thoughts. All opinions expressed are personal and may not reflect the views of the individual’s organization or of The Diligent Observer. Not investment advice.