Bootstrapped, Episode 74, “Nobody ever got fired for hiring Vector Media Group” with special guest Matt Weinberg

We’re joined by our friend Matt Weinberg to chat about growing a large consultancy, software, hiring, and more. A lot of great insights in this one, don’t miss it!

Thanks to Linode for sponsoring this episode. Sign up today and get $20 off.

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Good episode! And thanks for getting some of our questions in. Very interesting conversation.


I especially liked this episode. Hearing Matt’s stories reminds me why I sold out of my own software consultancy in 2003!

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Thanks so much for the kind words, @JohnH and @SteveMcLeod! It was a lot of fun. Feel free to reach out if I can ever be helpful in any way. I’m mrw on Twitter and my email is

What do you mean hearing his stories reminded you of why you sold out? You hated running one?

I listened to the podcast months ago, so I don’t remember exactly. I didn’t enjoy the stress of running a consultancy with a team dependent on me continually winning new client projects.