[Kwpolska]

Setting up a mail server isn't hard. Making it trustworthy enough for Gmail, Yahoo, or Outlook.com to accept your messages and not put them in the spam folder is the hard part. Especially if whoever had your IP address previously was sending spam.

[bhaney]

In my experience, every large provider except Microsoft will default to delivering your emails to the destination inbox unless your mails actually look like spam, you incorrectly set up a verification mechanism like SPF or DKIM, or your IP has a bad reputation (which usually only comes with sketchy hosting providers, as good ones will quickly cut off spam coming from their network). Microsoft was well known at the time for having the extremely annoying policy of just automatically blackhole-ing any new mail server until you contacted them and got yourself whitelisted. I did that when I first set up my mail server and got a response the next day saying I was whitelisted. No idea if they still have that policy, and I've never had to do it for any other host.

But like I said, I've put very little effort into this and have no problem getting into my recipients' inboxes with all major mail providers.

[Imustaskforhelp]

This!