Investors & landlords

Although what Regina said is correct, I am leaning towards that is a 2019 expense, even for a cash basis taxpayer.

 

Without knowing the specifics about the arrangement with your association, it may be similar to charging an expense to a credit card (a third party in the transaction).  So if the plumber was actually paid in 2019, and if you are legally obligated to pay the association (a third party) for that fee, I think it would be similar to charging it to a credit card, in which case it would be deductible in 2019.  But as I said before, it would depend on the specifics of the arrangement with the association.

 

However, in the event it was an in-house plumber (an employee of the association, rather than an independent contractor), then there is no "third" party, and your payment would not be deductible until 2020.