@Julie Doke: Industry specific software speaks to you and you can easily relate it to your day to day process.

I also use their virtual credit cards which enables me to assign a card to a specific person, like the cleaner for my STR for example, so when she runs a charge, it automatically drops into the right account in terms of categorizing my expenses.

If you have specific questions about property management, I'll be happy to help!

Here in NY if I wrote a cash for keys agreement, it would have to be filed in specific legal places with certain documents and notarized. 

I've specifically learned a lot from Dave and Henry on their podcast, but also appreciate Jesse Vasquez' approach with her mid-term rental investments.

We absolutely love it and are very interested in buying a multifamily investment property in the area specifically a duplex.

This protects against potential claims and liabilities specific to the rental.For tax purposes, maintain clear records of rental-related income and expenses, allowing deductions for insurance, utilities, maintenance, and depreciation proportionate to the rental unit.

While the forums here may be helpful, those forums are private and specifically for LPs of any syndication deal, that niche group may have more expertise for you in this situation. 

Dig into reverse mortgages before pulling the trigger on anything, specifically HECM's (FHA product).

Did you have any specific area in mind?