@Alex Del Rio welcome and congrats on Real Estate Professional Status (REPS) this brings with it a lot of tax benefits that you didn't have access to before.

You will always have taxes and insurance and maintenance and capex anyway, so how much better will you sleep because you eliminated one of those expenses?

You would need to file a proof of claim for the monies owed and hope you secured it by a deed of trust.

Documenting erosion severity, prior concerns, and the contractor's assessment could help support a claim. 2.

I haven't heard of any landlords making a claim, so have no idea on how easy the process is.   

Be sure to not invest purely for that tax incentives.

I currently have  1 Business Bank Account that is for Master LLC and stuck on best way to manage cash flow  and flow of funds between account for all master expenses related to my business setup vs and also expenses/ rent related to the properties to ensure that I keep things clean, simple and easy for reporting, taxes.  

That's the key component that is usually missing when I hear other entrepreneurs/investors say they don't like QBO.Something else to keep in mind is your entity structure and how your entities file tax returns.

@Drew SygitTHANK you so much for the feedbakcBased on the information provided, the seller’s reported expenses include annual electric, gas, water, sewer, real estate taxes, and insurance costs.

Considering the high deductible on House B, I am only filing a claim for House A, and coming out of pocket for the cost of repairing or replacing the roof for House B.