@Natan Gutt Guessing what you're referring to is either:1) Voucher is @ $1550, but once you deduct utilities (never include in rent!)

Insurance would cover it, I would pay the deductible, and no assets would be lost.If you are in an area like San Diego where people are more likely to sue, a judge is more likely to find you guilty, and the payout is expected to be higher, you may consider an umbrella insurance policy.

My husband and I are in the same boat with a VA loan, and being told that since we itemized and deducted so many repairs, etc last year from our new rental that we can not count any of the 3k in rent towards our income, and so the 2850 mortgage payment doesn’t offset and therefore ruins our chances of getting a mortgage :( 

Insurance would cover it, I would pay the deductible, and no assets would be lost.If you are in an area like San Diego where people are more likely to sue, a judge is more likely to find you guilty, and the payout is expected to be higher, you may consider an umbrella insurance policy.

And the government will recapture 25% of those tax deductions I took over 18 years which is way more than if I cash out my stocks or accept dividens.

This could invalidate your LLC and allow it to be pierced in a lawsuit.Also possibly paying yourself from the LLC so you can pay the mortggage could argueably make the payment non deductible. 

I want all my rent and deductions for maintenance etc. to be drawn from this account.

I know this is tax deductible, but I'm wondering if I would claim the entire deduction on my 2022 taxes or is this something I spread out over a few years?

And the "norm" is not even close to what it used to be ... with many carriers going up to 1.5-2% Deductables for storm claims; or not writing policies for roofs older than 15yrs (some 8yrs!)

I wonder if I could deduct mortgage interest based on the basement's proportion to the entire house (1,600/(1,600+2,000)).