I'm not really all that surprised. Google, Microsoft, and Yahoo aren't incentived to design for a precise spam detection system, just one accurate enough to prevent spam from being a big issue.
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I had delayed messages, kicked back messages, and messages lost in the ether. I finally gave up and went to a small hosting company that seems ok so far.
In this position I would already be putting warning on the order page to say to explain to Google/Microsoft users that they will receive a confirmation email, but that their email provider may delay the email to up to 12 hours before they can see it in their inbox.
It would be informative to customers, avoid some support calls, and would give credit where credit is due.
Here's another fantastic article related to this. It's about someone who's had to give up on selfhosting.
It's actually far worse than the Igregious article makes it look.
Email is a relict of a bygone era and needs to die. It's not designed for the modern Internet, and no patching like DKIM and DMARC can fix that.