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You could try driving for dollars.In general, the easier you make this person's life, the more valuable you'll be to them.

Be prepared to answer a lot of tough questions about the risks and the process in general.On the plus side, having to pay cash and be at the auction in person usually roots out the "know nothing" buyers that drive prices up.

Personally, we spent about a year and a half listening to podcasts, reading a bunch of REI books, and talking to experienced investors before we felt the time is right.

Not necessarily but I felt as though I didn’t need to spend more time there personally.

I'm looking at condos that are part of hotels/resorts, for occasional personal use (I travel a lot and need a place to come back to), and to have STR income when I'm away.

It's about being a person great mentors want to help!

Biggest thing is to make sure the agent and title company are competent in Seller Financing, I personally close my Seller Financing deals with a title company who has a real estate attorney on staff.   

The person does pay her back and she did report the interest income. 

If you are worried about being over leveraged first look at your personal debts that are not producing income for you.Remember that when you are increasing equity in a property you are only reducing the risk of the lender.