Hiring a bookkeeper to watch the income/expenses is like hiring a gardener to tell you how many roof shingles are laying on the ground after a wind storm instead of hiring a roofer to repair the roof.I recommend that you look for a quality property manager who can maintain the properties and help with the bookkeeping.Start by going to www.narpm.org to search their directory of managers.

Assets identified in this study include:Permanent Fixtures: windows, doors, bathroom fixturesStructural Components: Roof construction, drywall, wood framingBuilding systems: water heater, electrical distribution, HVAC, plumbingInterior Construction: Wood flooring, stairs, ceramic tileThis engineering-based cost segregation study included the following methodology:Physical Inspection through a site visitDocumentation review including architectural plans, accounting records and construction documentsA cost analysis which utilizes engineering principles in order to allocate costs to their applicable asset classificationsCalculation of the depreciation schedule using MACRSAs a reminder, bonus depreciation started to phase out in 2023.

I just closed last week on a duplex, new roof, windows, siding, furnaces, HW tanks, all cosmetic for ready,.....70k, Rented for 1800.

I just saw all my insurance policies come down for the first time (renewal last month) and my condo association is expecting a flat or decrease at renewal.  

And unlike HOAs most are not going to flat out ban STRs, but rather try to collect taxes/fees from those that want to run them.

There is roof damage, probable damage to the trusses, and the water line busted.

Also just keep in mind characteristics of the property that carriers wish to avoid such as roofs 10+ years old, old/recalled electrical panels, no impact windows etc. 

With your estimate, you might earn $800/month for 2 years and then incur a vacancy at the same time as you need a roof replacement and for that tax year your cash-flow might be -$1,200/month.

As a San Jose licensed property manager and investor, a 5% flat fee can be reasonable depending on the property. 

Some investors might also offer a flat fee, anywhere from $1,000 to $5,000, if it’s a smaller deal or if the realtor’s involvement was minimal beyond bringing the opportunity to you.You can negotiate based on how much work the realtor did (e.g., facilitating the deal, negotiations, etc.).