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Brrrr, Househacking, and taxes Oh my
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@David Roberts - great question!
The date you are concerned with is "the date the property is placed in service". Repairs done before that date are considered capital expenditures. Repairs done after that date are considered an operating expense of the business.
Capital expenditures prior to the unit being placed in service are added to the depreciable basis of the property - meaning you have to deduct the expenses over 27.5 years.
Operating expenses can be deducted entirely in the year they occur.
You do not need to have a tenant in place for the property to be "placed in service". It just needs to be 'available' and 'ready'. to be used in your business. When you hold it out for rent, it is placed in service. (Use some reasonable judgment. You can't realistically make a unit 'available' if it is uninhabitable because there is no roof.
Side note: certain items (such as replacing an HVAC) are considered capital expenditures even after the unit is placed in service.
Good Luck and Go Buckeyes!