The Best Podcasts for Aspiring Entrepreneurs

If you are growing your business, you might feel like you’re back in school again. “There’s gotta be a better way to do this,” you might think to yourself. Well, here are the five best podcasts, according to lead gen expert Tom Cutshall, that you can add to list for inspiration.


What do they actually do at a venture capital firm, anyway? Andreessen Horowitz (Marc Andreessen and Ben Horowitz) together churn out multiple podcast episodes per week. They’re typically made up of interviews with startup founders and various associates at the firm, speaking about tech talent, market intelligence, business development, policy and regulatory affairs.

The #AskGaryVee Show

Gary Vaynerchuk might be the king of the social media hustle. He is equally a family man and a powerful investor; something many people aspire to become. On the #AskGaryVee show he delves into questions concerning entrepreneurship, startups, social media, and family businesses. With a  lifetime of experience gained from building successful, multi-million dollar companies, Gary hopes in inspire a sense of confidence and self-awareness within his audience. He’s also just great to listen to.

Check him out chatting about Kobe Bryant.

Expect questions like, What’s important in a pitch to investors? What does an investor need to see to invest in a startup, beyond the ideas? How does a startup know when to add staff? What positions are most critical to line up first? He’s charismatic and brings in a wide array of interesting folks to speak on this topics.


The producers at Gimlet Media brought the world the ridiculous yet mesmerizing “How tall is Jake Gyllenhaal?” affair. In this series, prepare to get hooked on the story of one business’s journey in the startup world. Alex Blumberg told their own story of launching Gimlet Media into the podcast universe in the first season. Season two focuses on the Y Combinator matchmaking startup Dating Ring. This season highlights the very real struggle of  creating a business model around  the complicated social phenomena of hooking people up. The latest season they follow stories about a multiple companies; whether prisoners, tailors, smugglers, or tech geeks, they’re all working toward one thing – a big change.

 Zen Founder

The work/life balance has to be a balance of more than just work and home life. There are many factors that feed into personal “wellness,” as husband and wife duo Rob and Sherry Walling discuss. Topics include the importance of protecting your time and focus, how exercise helps, and the value of simplicity.


Foundr Mag Podcast with Nathan Chan

Foundr Magazine hosts voices from the brightest young entrepreneurs; it started in digital form, written for young entrepreneurs by young entrepreneurs. Nathan Chan is a perfect representative of this community, he likes to chat, is well-networked, and brilliant. On the podcast, he invites a wealth of industry leaders to his show, including Gary Vaynerchuk and Tony Robbins.




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