Ask HN: Is anyone able to get transactional emails through to MSN and AOL?

We use mailgun for a transactional emails. Essentially just password resets and the occasional receipt. We have basically a 0% success rate for AOL or MSN emails. Does everyone have this same problem? We are just constantly dealing with password reset problems and every single time it is an AOL or MSN email address. They don't even go to spam, just silently discarded.

We are using a shared IP plan with Mailgun, but I assumed the whole point of their service is reputation management.