The seller is not very tech savvy and is going through some life issues so he isn't being very helpful in this.

There's a good chance the issue(s) you face has already been discussed and answered.Ask questions in the appropriate forum.

Address 73 Truman Street Laundry.

Anyone else having issues?

Some may give you owners address if different from the property, some may integrate with post card and yellow letter mailings. 

It does not seem as important when you get started with one or two, but the issue keeps getting bigger

My tenant is constantly late, which is a clear sign of financial issues.

@William Causey depends on the transaction and the parties involved.Agree with @Dennis McNeely on some of the transaction costs.A different issue though is with an Assignment, the buyer gets to see what you paid for the property.

I've been looking in deal finder for properties and noticed to multi families aren't showing up in map view, but when I search them by address the listing appears.

Maybe they are bad communicators.Assuming you still want the place, I would do anything you want to reach out via the renal address or professional websites, but home addresses and personal social media is going too far.