I'm guessing without watching that these interviews reinforce the 37s mantra that building businesses you want to do for the rest of your life rather than building for the liquidity event is the "right" way to go. I can't help but agree in this case.
Now with Heroku, CloudFoundry, et al it's difficult to remember how hard Rails hosting was back then. The combination of Slicehost, Litespeed, and Pickled Onion's tutorials were a godsend for me. I could finally just build stuff and not worry about infrastructure.
Edit: Doing an HTTP HEAD on the submitted URL—37signals.com/founderstories/—gave me an HTTP 302 "Found" (with Location 37signals.com/founderstories/slicehost). According to the HTTP spec, with an HTTP 302 you're indicating that "the client SHOULD continue to use the Request-URI for future requests"—strictly, shouldn't this be an HTTP 303 "See Other"—"the new URI is not a substitute reference for the originally requested resource"?
I'm still on Slicehost for a few servers and it's still good, but it feels like it's frozen in time (which it is AFAICT). Can't blame them for cashing out and they didn't really leave us hanging - things are still running fine.
The downside will be if Rackspace proceeds with their plan to move SH accounts over.
In the Kevin O'Connor interview he even came right out and asked to hear about the times he was crying in the shower! 
Call it beginner's luck I guess?
Total coincidence, I'm sure :-P
This actually started as an email conversation with the Slicehost guys about some of these dilemmas. About living mojito island and so forth. And I really like the debate and thought that others would too.
It seemed like the guys in the interview tried to talk over each other at times which was annoying, but overall the interview was great.
The production quality is excellent however.
We want to get stories out there that we don't think are covered well elsewhere. We've been sharing our own story, technique, and tools for more than a decade. This is just a continuation of that.
Build an audience.
Keep doing it, please. It's a heck of a breath of fresh air for those of us that are right now building the brands and businesses that we want to own for the rest of our lives.