Jacob Baranski on Learning From Entrepreneurship Podcasts
By Jacob Baranski Founder of Hartman Projects
Jacob Baranski — It can be incredibly difficult to keep up with the world of entrepreneurship. Considering how vast and varied ‘business’ is, what many consider to be entrepreneurship can be completely different based on size, sector, industry, and purpose.

There is no specific, useful definition to entrepreneurship, outside of the ambition to create and develop a business, run it well, employ people, and make some money. This can apply to vast, global businesses, or the craftsperson running a shop out of their garage. Entrepreneurship applies to Etsy shops, and it applies to franchised restaurant chains that take in millions a day.
So in my experience, the best way to keep up with the world of entrepreneurship is not to try. No, really. I’ve long since admitted to myself that ‘keeping up’ with the world of business is a full-time job. Getting a global view is important sometimes, but it’s best to keep your attention on subjects and matters that interest you. Try not to get caught up in the endless cycle of breaking business news and constant updates. One of the best ways to do this is through entrepreneurship podcasts.
Planet Money: For the Big Picture, and the Smallest Details
The first choice may seem obvious, but NPR’s Planet Money is a perennial favorite of mine. The venerable business news show has remained popular for ages, both in its broadcast form and as a subscribable podcast.
While it is generally considered a show about general business news and not specifically entrepreneurship, it is more than worth listening to, as it runs the gamut from the big picture to hyper-specific in what it covers, and it always covers its topics well, digging into the complex nuances of many different subjects.
The thing to remember is that Planet Money (the show) isn’t just Planet Money (the podcast). The show also runs The Indicator, a quick but often fascinating hit of business news on a very specific example. Taking in both of these topics, along with their newsletter, can often provide an excellent summary of just what is happening in the world of business.
On the topic of entrepreneurship, Planet Money recently covered the entrepreneurial boom occurring in the U.S., as many of the people unemployed or underemployed due to the COVID-19 pandemic have started new businesses. This, along with stories about the changing nature of remote work, the dangers of the boom in tequila, and many other subjects, make this podcast more than worth your time. Just don’t get lost in the show’s archive, it’s deep.
How I Built This, and Monocle’s The Entrepreneurs: Entrepreneurship on a Personal Level
How I Built This, hosted by Guy Raz, is a sort-of sister podcast to Planet Money. While it bills itself as “a narrative journey about innovators, entrepreneurs and idealists”, it is focused strongly on people who build businesses, typically profiling one person or business per episode, telling their story from conception to struggle to success.
How I Built This covers entrepreneurs large and small (and ones that started small and became very, very large). For example, a recent episode focused on Mailchimp’s Ben Chestnut, who co-founded the email newsletter service in 2007, a full seven years before it became famous from its sponsorship of the podcast Serial in 2014.
And on the large side, another recent episode interviewed the founder of JetBlue Airways, David Neeleman. The episode addresses the history of the company, and how it dealt with the 2007 public relations disaster stemming from passengers being stuck in their planes for hours due to ice storms. It’s fascinating to hear Neeleman, and many other entrepreneurs discuss how they dealt with moments of crisis.

