My problems with Apple Mail are twofold, and both happened in the last five years. 1. They changed the tabular UI in Mail such that the columns were no longer

My problems with Apple Mail are twofold, and both happened in the last five years. 1. They changed the tabular UI in Mail such that the columns were no longer directly manipulable. For a while they had a setting that allowed you to continue to use the old UI, but that switch is now gone. The new UI is decidedly less functional for me. It reeks of "product manager urination syndrome" where a PM makes his mark by pissing on a good product and ruining it. 2. They introduced a bug that caused data loss on the IMAP server. An email client that destroys data on the server is a dealbreaker for me. I get the impression this has since been fixed, but Apple lost my trust with this one. I switched to Thunderbird. As for Outlook, you expressed the issues better than I could.