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Updated over 7 years ago on . Most recent reply
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Rent discount for maintenance Pros/Cons?
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from day you own and rent you can start taking any maintenance, insurance, utilities, supplies, property taxes, tax prep work, legal fees, off as a deduction on your taxes. You also claim the income,, so for this property 50% is rental, 50% is used by you.. so you can deduct 50% of the above listed on the property,, unless you specifically keep track of separate receipts for just the rental upkeep, supplies.. then you expense that, but utilities, ins, prop tax, is 50%.
I would not continue with the rent concession, I would pay the guy direct for his work, and give him a 1099 at year end for that. or whom ever you have work for you that's not billing you as a contractor.
Tell him your tax advisor has said you can't continue as before but you still want his help.
You are liable for any accident he might have while working on your property, I personally don't hire anyone that doesn't have workmens comp insurance.. so you either add that to your policy or risk an injury he can sue you over and will more than likely take you to the cleaners. He slips falls, doing snow shoveling, breaks a hip, what ya gonna do.. he falls off a ladder, cracks his back... what ya gonna do..
So either do it yourself or hire Insured workers, or get workmens comp insurance added to your homeowners policy. I have it and would suggest you get the same, it lets me occasionally hire the friend of family to do work. It also covers the owner if you would get injured working on your rental property.