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I love FastMail but I had to stop using it for my business because emails sent to Outlook would regularly bounce. I contacted support but their replies often took a week so I gave up.

Based on the other replies, it seems like i was unlucky so I may give it another try.

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Yeah, based on the other responses, sounds like your case is an outlier... Were you using a custom domain, and do you know if your SPF, DKIM, DMARC were set up correctly?

I was but I was monitoring DMARC and everything seemed properly set up. It's possible that there was something I missed though. Or maybe I just happened to be on a bad IP range. Most emails to Outlook were still getting delivered but a few weren't and that was enough to be annoying.

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