Using Classic Outlook on Windows for personal email, calendar, and contact management
Same issue here too. Just started happening at the same time as posted above. It does seem to be mostly with yahoo.com email addresses, but we have had a few other domains bounce back too.
98% of our emails are going through, but some are not, especially to Yahoo.
Until Microsoft fixes this issue, I recommend to my team that they assume no emails are getting through and text or call our clients if they do not reply to the email.