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Josie owns 100 % of Josie Inc. On December 31, 2019 Josie Inc decares the following bonuses. Please Feb $ 50,000 to Josie $ 3
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Answer #1

For this first you need to understand tax law which allows the deduction of the expense during that year if it is paid with in the period of 2 and 1/2 month from the end of tax year in this case December 31 2019,but for this law related parties are not included

In this case Josie Inc declare bonus on December 31 2019 this is followed by most of the companies to have the benefits of tax deductible for that year, that is they would expense the bonus in the tax year 2019, but as per the rule they can expense the bonus for the tax year 2019 if they pay that bonus to Bruce and Miles with in 2 and ½ month from December 31 2019

Whereas in this case they have paid Bruce with in the 2 and half month from the December 31 2019 and They paid Miles after that window period hence they can expense bonus for the tax year ending December 31, 2019 for the Bruce only

And they paid bonus to Miles in May 1st, 2020 which does not falls under window period they could expense that for the tax year 2020

For related party Like Josie the rules is bit different they would be expensed as per accrual hence they would expense it for the year 2020 tax year

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