VMware is a highly complicated piece of software relying on a lot of internals of how macOS works. I think it's reasonable to expect that it won't "just work"
I don't say you have to update, but in time security updates will no longer come for your version of macOS and in addition to that you will won't even get new features, like in the new macOS Version the openssh version is newer and now almost fully supports yubikey ssh keys stuff like that.
Monterey's got Universal Control (the last OS feature I actually wanted) and the last security update was 8 days ago.
I imagine this laptop will be retired before it needs an OS upgrade but who knows, maybe I'll hit a piece of software that won't run on Monterey before then.
I just checked and everything at least as far back as Yosemite gets three years support. Seems I've got a year before I need to seriously worry about Monterey.
I don't say you have to update, but in time security updates will no longer come for your version of macOS and in addition to that you will won't even get new features, like in the new macOS Version the openssh version is newer and now almost fully supports yubikey ssh keys stuff like that.
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