Bootstrapped Web
Brian Casel (@casjam) and Jordan Gal (@jordangal) share their raw and real behind-the-scenes of their entrepreneur journeys. From bootstrapping software startups to raising money to selling and exiting businesses, to growing teams and the emotional rollercoaster that is startup life. It's all here in Brian and Jordan's weekly(ish) updates.

Episoder(171)

Another Year

Another Year

We look back on the ups and downs in 2022 and look ahead to 2023. The emotional rollercoaster rolls on… Thanks for listening and for sticking with us another year on Bootstrapped Web. “Everythi...

3 Jan 202346min

Hey ChatGPT, what should we talk about?

Hey ChatGPT, what should we talk about?

We asked ChatGPT to suggest some topics for today’s episode but it came up short. So you’ll have to settle for the boring human versions of Brian and Jordan, talking about what’s happening in ZipMessa...

13 Des 202256min

Twitter Takes (and Some Business Talk)

Twitter Takes (and Some Business Talk)

Our obligatory take on Twitter in the Elon era.  Also: SEO, board meetings, and growth targets.  What are your thoughts on Twitter in the time of Elon? How do you run your board meetings? When it c...

9 Nov 202253min

Q4 Energy

Q4 Energy

Jordan talks defining their category and stepping back into the sales demo seat. Brian launched a community strategy while big product plans are underway in Q4. If you have any questions, comments,...

17 Okt 202250min

Tools & People

Tools & People

What tools do you use for sales and support? Which tools work best for project management? How do you know who to hire first if you’re a bootstrapped company? Brian and Jordan asked for your questi...

28 Sep 202247min

What We'd Build (If Not This)

What We'd Build (If Not This)

Brian and Jordan are back behind the mic and are powered by the chilly fall weather and some pretty strong cold brew. Are you ready for the most random Bootstrapped Web episode yet?  How do you nav...

20 Sep 202256min

Work-Life (Hour-by-Hour), Explained

Work-Life (Hour-by-Hour), Explained

What are the rocks in your life right now? How do you balance work and life? What are some good compartmentalizing tactics, so you can leave work at work? What are routines and habits that work for yo...

8 Sep 202244min

Research, Roadmaps, People, and Product

Research, Roadmaps, People, and Product

How do you figure out the next iteration of your business? What keeps you unemployable? Does your environment change your outlook on personal and professional goals? After a short but busy couple o...

31 Aug 202249min

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