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I Want Her Shoes Podcast ·Sep 17, 2026 ·34 min

Who Gets Funded? Rewriting the Rules of Venture Capital

Evaluation and Summary

6.8/10

In this 34-minute episode of 'I Want Her Shoes Podcast,' host Anna Anisin interviews Laura Maydón, a venture capitalist and founder with deep experience across corporate finance, ecosystem building, and private equity. The conversation centers on how venture capital allocates funding and where the industry may be missing opportunities. Laura's background is substantial: she founded Endeavor Miami (the first U.S. affiliate of a global entrepreneurship organization), grew its portfolio to 23 companies generating $250M+ in revenue, held leadership roles at Visa in fintech and payments, and now invests through Ascendo VC. This breadth of experience frames the episode's core thesis: that exceptional founders and opportunities exist outside traditional venture capital's usual hunting grounds. Key topics explored include: what distinguishes truly exceptional founders beyond pitch-deck credentials; why overlooked markets and demographics represent asymmetric investment opportunities; the gender wealth gap in venture capital and how women-led companies remain underfunded relative to their economic influence; how to evaluate AI startups when nearly every company claims an AI angle; and where AI opportunities may still be underestimated. The conversation also weaves in Laura's personal journey—how she transitioned from corporate executive to ecosystem builder to investor, and what each chapter taught her about leadership and reinvention. The episode emphasizes inclusive innovation not as charity but as smart investing, arguing that great ideas don't emerge from a single demographic, geography, or network. Laura reflects on what she learned at Visa about building scalable companies and how her operator background informs her work with founders today. The show notes suggest the discussion touches on Miami's emergence as a startup hub and lessons about recognizing when to leave a successful chapter to pursue the next one. The episode is recorded in Anna's personal closet in the Miami Design District, a visual branding choice meant to evoke fashion and innovation. The show notes position this as a conversation about 'seeing possibility before it becomes obvious'—identifying opportunities others have overlooked.

Verdict: A well-credentialed guest and compelling thesis about venture capital blind spots make this worth hearing, though the show notes don't confirm whether the conversation achieves real depth or remains somewhat surface-level across its many topics.

Arts rubric

  • Insight into the work 3/5 20%

    The show notes promise discussion of founder evaluation, investment thesis, and market dynamics, but provide no direct quotes or specific examples that reveal novel insights into venture capital practice or decision-making.

  • Expertise and access 5/5 20%

    Laura Maydón has direct, substantial expertise: founder of Endeavor Miami, leadership at Visa, operator experience, and current VC investor; she represents genuine practitioner authority rather than commentary.

  • Sparks curiosity 4/5 15%

    The framing around overlooked founders, asymmetric opportunities, and AI evaluation is compelling and positions the listener to think differently about venture capital; the personal reinvention narrative adds appeal.

  • Substance 3/5 15%

    The show notes list many topics (founder qualities, AI evaluation, gender funding gaps, leadership lessons, reinvention) but provide no detail on depth or specificity; unclear whether these are explored substantively or mentioned in passing

  • Delivers on its title 4/5 15%

    The title 'Who Gets Funded? Rewriting the Rules of Venture Capital' is directly addressed through discussion of overlooked founders, inclusive innovation as investment advantage, and where VC may be looking wrong; the episode appears to del

  • Value for time 3/5 15%

    At 34 minutes with many topics listed, pacing is unclear from show notes alone; the breadth of subjects (Miami, AI, gender, leadership, reinvention) suggests either tight coverage or scattered focus.

How we score Arts

Worth it if you're interested in venture capital dynamics, founder psychology, or how overlooked markets create investment opportunities—especially relevant for entrepreneurs, investors, or anyone curious about how capital allocation shapes innovation.

Based on the episode description. AI-generated; it can be wrong.

Show notes

Laura has spent her career looking at entrepreneurship from almost every angle. Before launching Ascendo, she founded Endeavor Miami, the first U.S. affiliate of the global entrepreneurship organization, where the portfolio grew to 23 companies generating more than $250 million in revenue. Earlier in her career, Laura held leadership positions at Visa and developed deep experience across fintech, payments, M&A, and private equity. Today, she brings all of those perspectives together as an investor. In this conversation, Anna and Laura explore what makes an exceptional founder, why overlooked markets can create extraordinary investment opportunities, where venture capital may be looking in the wrong places, and how AI is changing the investment landscape. They also talk about Laura’s own evolution from corporate executive to ecosystem builder to venture capitalist and what years of working across countries, industries, and boardrooms have taught her about leadership, reinvention, and success. Because sometimes the greatest opportunities aren't where everyone is already looking. They're where very few people have thought to look yet. 👠 Key Moments What connects the many chapters of Laura’s career as an executive, founder, operator, investor, and board member What Laura saw in Miami’s entrepreneurial ecosystem before the city became a major startup and technology hub The qualities she looks for when deciding whether a founder is truly exceptional What investors can learn about a founder that will never appear in a pitch deck Why Laura sees inclusive innovation as an investment advantage, not simply a social objective How overlooked founders, consumers, and markets can create asymmetric investment opportunities Why investment capital still hasn't caught up with the enormous economic influence of women How Laura evaluates AI companies in a market where almost every startup has an AI story Where she believes AI opportunities may still be underestimated What venture capital may be overfunding—and overlooking Why Laura’s experience as an operator changes the way she works with founders What working at Visa taught her about building companies that can truly scale Lessons about leadership from working across the U.S., Mexico, Latin America, global corporations, startups, and venture capital How to recognize when it's time to leave a successful chapter and reinvent yourself This episode is ultimately about seeing possibility before it becomes obvious. Great founders don't all look the same. Great ideas don't come from one demographic, one geography, or one network. And some of the most compelling investment opportunities may exist precisely because everyone else is looking somewhere else. Laura’s own career is also a reminder that reinvention doesn't mean leaving your experience behind. Every chapter can become part of the toolkit you bring into the next one. 🎧 Listen now for a conversation about venture capital, AI, entrepreneurship, Miami, women and wealth, leadership, reinvention—and what it really takes to recognize an opportunity before the rest of the world does. Adding a chic twist to each episode, the 'I Want Her Shoes Podcast' is recorded in Anna’s stunning personal closet, strategically located near the vibrant Miami Design District. This unique setting not only provides a visually captivating backdrop but also embodies the spirit of fashion and innovation that the area is known for. 📺 Watch the episodes on YouTube to get a glimpse of this one-of-a-kind Miami closet—it’s definitely worth the view! https://www.youtube.com/@IWantHerShoesPodcast Follow us for more updates: IWHS Pod Instagram: https://www.instagram.com/iwanthershoespodcast/ IWHS Pod Website: https://iwanthershoes.com/ Laura’s LI: https://www.linkedin.com/in/laura-i-mayd%C3%B3n-22018a/ Ascendo VC: https://ascendo.vc/ EPISODE CREDITS: Writer and Host: Anna Anisin Produced, edited, and mixed by the Formulatedby Team Follow us on IG Watch on Youtube

Episode page

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