What are your plans after grad school? 

No appreciation last two years due to rates.

Here's a simplified and effective approach: Gather Information: Obtain details about the property, including its purchase price, estimated rental income, expenses (such as property taxes, insurance, maintenance costs, and property management fees), vacancy rate, and any financing terms (e.g., interest rate, down payment, loan term).Calculate Gross Rental Income: Determine the total potential rental income the property could generate annually.

Will the rising property insurance rates in the Gulf Coast hinder the economics of fix-flipping properties in your area?

I check the SEC, FINRA, ratings websites for inside information on the principals in the company.

My 250K tax benefit will run out before his lease does on the 2 of 5 rule, so it might be a good time for me to sell - and help him with a lower rate than banks can give while giving me income until he refinances.

If so did they use STR rents or market rate rents for the DSCR?

I's already at a high LTR rate, so I just don't think MTR would bring that much more. 

Mortgage rates make buying a permanent residence painful and costly... 

Most of us saw record occupancy and nightly rates during the pandemic.