Navigating the Bootstrapping Landscape

In Episode 588, Rob Walling chats with Courtland Allen about a wide range of bootstrapper and indie hacker topics including the struggles with motivation/depression, bootstrapping today, fighting the urge to quit, and frameworks for getting your first dollar.

The topics we cover

[3:43] Hiring a podcast producer

[6:21] Letting go in business

[7:09] Invite-only experiment on Indie Hackers

[16:03] Thinking about the future

[20:47] Financial freedom and starting a business

[25:05] Depression as a founder and rediscovering purpose

[37:10] Fighting the urge to quit

[41:10] Getting your first dollar

[52:35] The bootstrapper scene in 2010 and the relevance of bootstrapping

Links from the show

• Rob Walling on Twitter
• The Time Paradox: The New Psychology of Time That Will Change Your Life
• Courtland Allen (@csallen) | Twitter

If you have questions about starting or scaling a software business that you'd like for us to cover, please submit your question for an upcoming episode. We'd love to hear from you!

Also, if you haven't seen, applications are open for TinySeed's Spring 2022 programs. TinySeed is a year-long remote accelerator program is designed to help founders with a revenue-generating SaaS optimize product-market fit and grow faster. Read about the program and how to apply here.

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