Besides, for something truly important, the people or organisations who need to reach me know how to do so other than via email (phone, chat, postal mail...).
It depends whether you think of "the user" as the sender or the re cover -- as a (human) sender I'd rather get a bounce than be silently ignored in a spam folder, but as a receiver I prefer the grey-area emails to be accept-but-spamfolder, not bounced...
My mail provider (university) at the time complained to me because those bounces themselves bounced.
As it happens, I noticed my mails have gone through just fine in the last months, at least to companies using Microsoft services without me doing anything specific, after I threw the towel with Outlook. I did switch VPS providers almost a year ago, though to a provider that I expect to be more filtered (ovh).