@Alexander Gonzalez it’s an excellent point on knowing the regulations around zoning laws and rules that the city will allow with STRs.  

Examine the post-rehab value (ARV) of the property to determine whether you can refinance and extract most or all of your original investment.

Househacking is an excellent option to get your foot in the door of investing, especially since you have a willing roommate that you get along with and that is fine paying half of your mortgage.

.- I have excellent credit and over $100k in non retirement investment accounts intended for buying my first home.- No kids, just a significant other.- Zero debt.If you were me, what would be your next step?

Good to excellent credit scores are preferred for optimal vacation rental mortgage rates and minimizing down payments. 

They just see the 13% and think--excellent--- lock it in.

My boyfriend is currently in a bit of a quagmire, and I’m hoping we can get some excellent advice here.He has found a property that he absolutely wants to purchase.

Who do you think will excell in REI quicker?

Luckily the mom of one of the buyers has excellent income, low debt, and great credit and signed on.  

It should be easy enough to track with excel and 4 manila folders.