You can obviously bring them to small claims court for the amount of the deductible.

This will allow you separate business income and expenses from personal income and expenses.Since you plan to house hack your bookkeeping and tax return preparation will be more complicated because a percentage of your home expenses will be personal deductions and some will be business deductions.

(This could potentially qualify your distributions as QBI -qualified business income - subject to a 20% deduction under 199A. 

@Greg StrunakA good real estate accountant can save you thousands of dollars by leveraging entity selection and formation, tax deductions, cost segregations, bonus depreciation and tax planning.I recommend finding an accountant who specializes in real estate taxation, business taxation, financial planning and tax planning.You may want to consider working with your accountant remotely to expand your options.I would also recommend looking for a accountant willing to work with you throughout the year.

I would at least recommend you have them shop a policy for you.One thing we did note is that with hail damage to roofs, they seem to be decreasing coverage/increasing deductibles on that if ever needed.

Oh yeah, if you did not record it, you will not deduct it on your taxes.

.✅ Tax benefits – Depreciation, mortgage interest deductions, and write-offs help offset costs.✅ Leverage – Financing lets you acquire assets without tying up all your capital.Is It Worth It?

After they asses what all needs replacing or what they feel needs replacing they'll submit to you what they're willing to cover and deductibles and payments etc. 

Here are some quick stats to consider:Tangible Asset: Real estate is a physical asset you can see and touch, which can provide peace of mind.Cash Flow: About 33% of homeowners rent out their properties, generating consistent income through rent.Appreciation: Real estate appreciates by about 3-5% per year, while the stock market averages around 10% but with more volatility.Tax Benefits: Investors enjoy deductions on mortgage interest, property taxes, and depreciation.Control: You can actively manage and improve your property to increase its value.Just take it step by step, and you might find real estate is less risky than it seems.

You have to make payments on the borrowed funds, which is then deducted from the money you are making on the investment.