I’ll add some details to the mountain houses which will shed some light.The houses are aging and I’m doing a lot of wood, siding and deck component repairs plus they need staining quite often.

Quote from @Muhammad Zaheer: Set Up a Simple Spreadsheet or Use Property Management SoftwareA spreadsheet (like Excel or Google Sheets) is straightforward for beginners and lets you customize categories for income and expenses.Alternatively, property management software (like Stessa, Buildium, or AppFolio) automates tracking and provides detailed reports, which can be helpful as your portfolio grows.2.

There a quite a few options here, and the details will determine what's available to you.

Verifying last 2 years of rental history and income extremely important to find the “best of the worst”.Make sure you understand the Class of properties you are looking at and the corresponding results to expect.The City of Detroit has 183 Neighborhoods we’ve analyzed.PM us if you’d like to discuss this logical approach in greater detail!

For the most current ownership info and sales history in Cumberland County, try the Recorder of Deeds Office—this is where you’ll find detailed property transaction records, accessible online through a service called Landex on their website.

Can you provide more details on what the property is like?

I'm looking to see what others ask in terms of programs the tenant is on, details of voucher, waiting/inspection periods or any other pertinent questions?

I’m already doing all of that, which is why I didn’t want to get into more detail and everyone get side tracked from my specific question with the facts given.  

In terms of what I needed to know before going into my first house hack, having more detailed rules probably would have been helpful.

An additional benefit of a detailed engineering-based Cost Segregation Study is that it can increase potential insurance premium savings as well as provide support for the property tax appeals process.