(There’s no way to transfer title that can legally prohibit enforcement of due on sale, except transfer to the owners REVOCABLE trust or transfer to children upon death).  

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

Anyone else having issues?

And when you do a lease for MTR, you'll need to put that in the lease in case they stay through high season, spelling out exact prices for each calendar month, so there is no confusion and it is legally enforceable. 

Unfortuantely, things happen that are out of your control.The insurance issue is such an important takeaway.

Be sure to review the legal documents, oral representations won't stand up in court.

With the income issue, there are screening systems available that verify income by having applicants securely log in to their payroll provider, which then shares their gross and net income with you.

Purchasing in your name might be simpler and cheaper upfront, but you’d be personally liable for any legal issues.

As everyone should see from the above posts, investing in real estate, especially foreclosure and tax sales, REQUIRES a working knowledge of legal aspects that can possibly affect the purchase.  

My portfolio is nowhere near what is needed to replace my current income so I would have to quit and become a full time realtor to make up the difference, but that sounds better than being stuck in my cubicle.Was there any issue with being at 21 properties and thinking you were close enough, why not quit then?