In the past, RentingFamilyMember has filed Schedule E and apportioned expenses by rental percentage, including mortgage interest and real estate taxes between Schedule E and Schedule A.

Someone with a great deal of tax experience has answered your question, I'd suggest you arrange a "paid" phone engagement if you don't have anybody locally.

Here are the projections for 2024 to give an idea of expected returns:2024 IncomeLong-term Income$8,400Gross STR Income$45,500 (based on AirDNA projections)Additional STR Income$5,915 (mostly cleaning fees)Total Projected Income$59,8152024 ExpensesSTR Expenses$16,453 (32% ratio)Mortgage$34,476Insurance$707CapEx$3,600Taxes$2,729Total Expenses$57,965Projected Cash Flow$1,850CoC Return2.79%2024 Additional ReturnsPrincipal Paydown$2,930Equity Appreciation$16,200Mortgage Interest Deduction$7,571Total$26,701Total Projected Returns$28,551Projected Return on Investment43.1%Projected Return on Equity21.4%The CoC numbers are not impressive, and the property only cash flows as an STR, which carries some risk.

She paid the first month’s rent on time.

Treat it like an investment, not just where your FIL lives, and keep the expenses separate.

She has faithfully paid me since I've owned the place.

We chose HELOC instead of refi because we didn't want the rates to change (we got the first property during those golden days of 3% interest).I just recommend making sure the HELOC payment makes sense from a numbers perspective—consider the interest as another "expense" when you're calculating cash flow.

I am looking for a mentor that can work with me one on one, but everyone wants to get paid up front that I have talked to, the best I can do is equity in deals-to-be.

Any paid employees of the complex (for Workers Comp)If you can get copies of the current policies that may be helpful as well

Is it a trustworthy resource since it is a paid software?