Outsider Inc.
Podcast Description
Outsider Inc. is dedicated to visionary leaders breaking the mold of tech entrepreneurship. Hosted by Ian Hathaway—co-author of The Startup Community Way: Evolving an Entrepreneurial Ecosystem and co-founder of seed-stage venture capital firm FOVC—each episode delivers exclusive interviews and insider insights from exceptional founders building generation-defining companies. Join us for an in-depth exploration into the real-life stories of entrepreneurs from unexpected places and backgrounds who overcame early setbacks, built resilient teams without following the traditional Silicon Valley playbook, and created thriving ecosystems in overlooked markets. Whether you’re a first-time founder, seasoned innovator, or investor, you’ll gain actionable strategies, unconventional wisdom, and practical takeaways to help you navigate your entrepreneurial journey—no matter where you come from. Join our community today by subscribing on your favorite podcast app and dive even deeper on our newsletter at outsiderinc.substack.com.
Podcast Insights
Content Themes
The podcast centers around themes of entrepreneurship, resilience, and community impact, featuring guests from diverse backgrounds who have built successful companies outside traditional tech hubs. Episodes include discussions on building businesses amid economic challenges, fostering local talent, and creating supportive ecosystems, such as the inaugural episode with Scott Dorsey discussing the founding of ExactTarget and its implications for the Indianapolis tech landscape.

Outsider Inc. is dedicated to visionary leaders breaking the mold of tech entrepreneurship. Hosted by Ian Hathaway—co-author of The Startup Community Way: Evolving an Entrepreneurial Ecosystem and co-founder of seed-stage venture capital firm FOVC—each episode delivers exclusive interviews and insider insights from exceptional founders building generation-defining companies. Join us for an in-depth exploration into the real-life stories of entrepreneurs from unexpected places and backgrounds who overcame early setbacks, built resilient teams without following the traditional Silicon Valley playbook, and created thriving ecosystems in overlooked markets. Whether you’re a first-time founder, seasoned innovator, or investor, you’ll gain actionable strategies, unconventional wisdom, and practical takeaways to help you navigate your entrepreneurial journey—no matter where you come from. Join our community today by subscribing on your favorite podcast app and dive even deeper on our newsletter at outsiderinc.substack.com.

On this episode of Outsider Inc., host Ian Hathaway interviews Linda Rottenberg, co-founder and CEO of Endeavor, the global organization supporting high-impact entrepreneurs in emerging markets. Linda shares her unique insights on the benefits of chaos over stability for entrepreneurship, her journey from an unlikely start in Latin America to creating a global network that has redefined entrepreneurship in over 45 countries, and the impact of fostering local role models and ecosystems. They discuss key success stories, the rise of unicorns from unexpected places, and the vital role of mentorship and reinvestment in sustaining entrepreneurial ecosystems. Linda also opens up about her personal journey, navigating male-dominated industries, and balancing professional and personal life. The episode wraps up with Linda’s bold predictions for the next 30 years of global entrepreneurship and her vision for Endeavor’s future.
Show Notes:
(00:41) Introducing Linda Rottenberg: The Unstoppable Force
(04:25) Linda’s Journey: From Harvard to Latin America
(06:59) The Birth of Endeavor: A Vision for Global Entrepreneurship
(10:04) Early Success Stories: Building Role Models
(21:00) The Multiplier Effect: Creating Sustainable Ecosystems
(27:32) Global Innovations: Outsiders Becoming Pioneers
(36:59) Balancing Personal and Professional Life
(40:18) Advice for Aspiring Entrepreneurs
(44:16) Future Vision for Endeavor
(48:38) Beyond The Bio with Linda Rottenberg
Host: Ian Hathway – Co-Founder & Managing Partner, FOVC
Guest: Linda Rottenberg – Co-Founder & CEO, Endeavor
Produced by Spellbinder Media. Executive Produced by Bridge Five Ventures. Copyright ©️2025, Bridge Five Ventures, LLC, All rights reserved.
Listen & subscribe wherever you get your podcasts or at outsiderinc.substack.com
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