I don't think that context is relevant to my comment. I didn't say "in hindsight, those technologies are great!", I pointed out that "boring" is meaningless, and any meaning you attribute to it like "defined as the tech you know the sharp edges of" is better substituted in.
That is, if someone said two sentences, I would only care about the second one:
1. "We should use this because it is boring"
2. "We should use this because we understand the sharp edges"
I wouldn't care at all about (1) and I'd have a real conversation based on (2).
Any productive conversation that starts with (1) immediately has to follow "can you clarify what that means", so the term is useless at best and thought terminating at worst.
It's not just thought terminating. It's hypocritical
why are you even doing in tech? your users should just use boring technology, pen and paper is great and boring, no need for a computer, much less a saas.
Isn't this somewhat semantical? Boring implies a lot of the things you said, especially if it means your team's experience is largely pooled in a particular dev environment. Assuming most boring tech is ubiquitous, it's probably rare that your team, statistically, is deeply literate in some obscure tech - they most likely are experts in some definition of "boring".
TLDR; #1 and #2 are essentially implying the same thing.