The main reason is that it is not initially set up for a Real Estate business like other “real estate-specific” accounting software.

My main focus is long-term rentals, section 8 rentals to be more specific.

So there is a 100X weight factor on the licensed professionals for literally everything, everything done and everything not done.

They got Jared a policy that ran around $4,100 a year, which wasn’t exactly pocket change, but it felt like a workable number once he factored in the premium he could charge per night.

Without diving so deep into the weeds, the biggest factors I tell people who want to start out passively are:1.

You're going to need a far greater return to justify the risk and hassle factor on this one. 

The differing factor, IMO, is whether you're working with an HML/PML or a traditional bank/credit union.

My concern is whether the city could deny permits for these modifications, such as removing walls or converting a garage, or if they are mainly just concerned with safety and habitability.

Market fundamentals and economic factors seem strong and promising.

I've included an example below to help illustrate this.So different lenders have different rates (which do vary even for DSCR loans) but these are factors they all consider.See example below:DSCR < 1Principal + Interest = $1,700Taxes = $350, Insurance = $100, Association Dues = $50Total PITIA = $2200Rent = $2000DSCR = Rent/PITIA = 2000/2200 = 0.91Since the DSCR is 0.91, we know the expenses are greater than the income of the property.DSCR >1Principal + Interest = $1,500Taxes = $250, Insurance = $100, Association Dues = $25Total PITIA = $1875 Rent = $2300DSCR = Rent/PITIA = 2300/1875 = 1.23If a purchase, you also generally need reserves / savings to show you have 3-6 month payments of PITIA (principal / interest (mortgage payment), property taxes and insurance and HOA (if applicable).