421: Why You Should Never Start a Software Business

The brutal truth about SaaS nobody tells you. Here’s the thing: I’m about to share all the reasons why you should never, ever start a software business. And yes, I’m fully aware that I’m talking to an audience of software founders. This is somewhat sarcastic, somewhat ironic twist on the great things about entrepreneurship. And the problems you'll face. This episode of The Bootstraped Founder is sponsored by Paddle.com You'll find the Black Friday Guide here: The blog post: The podcast episode: Check out Podscan, the Podcast database that transcribes every podcast episode out there minutes after it gets released: Send me a voicemail on Podline: You'll find my weekly article on my blog: Podcast: Newsletter: My book Zero to Sold: My book The Embedded Entrepreneur: My course Find Your Following: Here are a few tools I use. Using my affiliate links will support my work at no additional cost to you. - Notion (which I use to organize, write, coordinate, and archive my podcast + newsletter): - Riverside.fm (that's what I recorded this episode with): - TweetHunter (for speedy scheduling and writing Tweets): - HypeFury (for massive Twitter analytics and scheduling): - AudioPen (for taking voice notes and getting amazing summaries): - Descript (for word-based video editing, subtitles, and clips): - ConvertKit (for email lists, newsletters, even finding sponsors):

You can listen to 421: Why You Should Never Start a Software Business online on Radio and Podcast. Open the player on this page to stream the available audio.

421: Why You Should Never Start a Software Business is an episode from The Bootstrapped Founder by Arvid Kahl.

This episode is 21:59 long.

This episode was published on Oct 31, 2025.

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