You're right, the analysis is oversimplified.
I wanted to find out more about it, because a client of mine happens to be in a similar situation and is reconsidering their cloud strategy. Also, I'm quite familiar with 37signal's services and expected them to have done their homework on this.
Turns out they did. Found a lot more detail on their reasoning in a podcast of theirs in late 2022. I only read the transcript, which unfortunately may have been auto-generated since it seems to contains some errors. Still quite informative, though.
You can find the podcast here, if you're interested:
A second part of this podcast was published yesterday: https://37signals.com/podcast/leaving-the-cloud-part-2/
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Thanks a lot, I'll listen to it ! :)
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