Pro Tip - If you are prepping Exchange 2003 for a cutover migration to Offce365 and your Migration Exchange Outlook Connectivity Test fails ignore it and try anyway.
After days of trying every trink I could garner from the internet to correct HTTPS over RCP while prepping a client's Exchange 2003 email servers for a cutover migration to Offce365 I threw in the towl and decided to go ahead and attempt a migration. At that point what's to lose right?
Well you guessed it... the migration proceeded flawlesssly. So yeah sometimes you gotta just get on with it.
Hope this helps someone out.