I can see a problem if you expect to pay that cost frequently when you bring up the word, and thus avoiding it, but if that's really the case it's worth wondering what other sorts of issues will come up that you don't expect when deciding to take the chance of alienation cost. If I made something as awesome as Stalin I'd put it on my resume, even if it resulted in periodic emails/comments about how insensitive a name it is. Even if some tech readers won't want to work with me because of it, I wouldn't want to work with them, so we're both happy, and we find that out before we actually try working together. I wouldn't put a 'I made Stalin' bumper sticker on my vehicle though. For a name like Kotlin, I really doubt Ukrainian programmers would be upset over it, it seems so absurd, but I can see the possible issue of the general public being sensitive about it in which case it's wise to only have the association in tech contexts.
Pretty sure we're already at that point, for some industries/professions. Anything in tertiary education, certainly.
I'm sure you could find a name that if not met with indifference or a laugh would elicit from me an eyeroll or a statement like "come on, that's dumb" or maybe "that's just asking to derail conversations" but I don't think you could 'trigger' me into a fit. (Of course you're welcome to try via email.) It's just a name.