Hi @Jon Pflueger to answer your questions requires more information. 

The deed transfers to the trust without triggering due on sale and that is the only item requiring recording in the process.  

So, coming up with more capital to invest in another property requires some creative thinking.

And I believe they require 30-40% down. 

If your home is newer, requires little maintenance, and doesn't experience a vacancy for at least 12 months, your $300 cash flow can build up a tidy reserve to get you through.

The percentages are going to be up to you There are all kinds of High interest account that require all kinds of hoops to keep them.

Gas heat would require constant tank refilling and it would be very bad to run out in the winter.

I agree with the others here that say you need to have some skin in the game, if you are going to live there yourself, get an FHA loan rather than owner financing, you can get a 3.5% down loan, personally I do not love these as they require  PMI which is an additional expense, and you also need  bring additional funds for closing at least for taxes, title, attorney and transfer fees . borrowing from anyone else for the down payment, to include a personal loan from the bank is not a good idea, those again will be higher int. rate.

I did not know of this time log requirement for STRs, so as a newbie I am going back through emails, texts, phone logs, invoices, etc. to determine how much time I spent on everything.  

I have been able to find a couple of options for this setup though, they just require separate leases for each room and sometimes 2-3 months of rental receipts as well.