It's relatively easy to look at comparable properties on airbnb with the same bed/bath, general condition, and location and click around their calendar to get a sense of what they're making in bookings each month.

While its true that mortgage rates don't correspond directly to the fed rate, I think its still somewhat related. 

I really want to be successful, but whenever I try to do anything related to my career—like investing or researching, especially in wholesaling—I get hit with a wave of anxiety.

I noticed Padsplit has a preferred lenders page with several companies listed. https://www.padsplit.com/host/get-on-board/vendor-network-re...

If you want to proceed, please gather these few documents, and email them over to me.Photo ID: Please provide a clear copy of your valid photo identification.Proof of Social Security Number: Documentation confirming your Social Security Number.Homeowner Insurance Declaration Page: Is the cover letter with your policy number and coverage amounts.

If you're wondering where to start without much experience, here are a few ideas:Hit the Books (and the Web): There’s a wealth of knowledge out there.

You're right but $40-65k is still relatively cheap when you're just looking to buy something out right in cash without having to use a loan at all when that amount is probably your average downpayment for something around $200k for a duplex in other neighborhoods. 

Also, we can be relatively sure that they won't overstay without permission, as we tend to be fully rented for a year or more out, sequentially to 3-4 separate individuals.

Although it's relatively simple to track my expenses using Google sheets with only a couple properties, I can only imagine how difficult this will get as I scale.

This is great, just fill out one page and the government pays their full security deposit.