I have a new 30 year old client who has never filed a tax return, ever! He has never been contacted by the IRS or any State, but wants to get things straightened out before they do. Here's the situation from 2011 forward:
He was a student in college for 2011, 2012, and 2013. Was not claimed by parents as a dependent, no one claimed the AOC. He was employed as well, no more $10,000 in any year. For 2014 through 2020 he had significant income, but was misled by people who claimed he didn't need to file or pay taxes, so withholding was short in every year. He owes money for all years 2014 - 2019. Only saving grace for 2020 is the stimulus checks he didn't receive, which the IRS might hold as things work through the system.
Here's the question: I've heard of a strategy used in this situation to file all returns together, but separated, hoping the IRS will process them in order. For each tax year with a refund, since the IRS won't pay the old refunds, mark the refund to apply toward each following tax year. With the missed AOC and lower income in the early years, that strategy, if it is allowed and works, would negate the balances due in 2014, 2015, 2016, 2017 and part of 2018. This would reduce the penalties he can expect as well? He still would be on the hook for some taxes, but not as much.
Does anyone have experience or advice with this tactic, or do you foresee problems?
Thanks
He was a student in college for 2011, 2012, and 2013. Was not claimed by parents as a dependent, no one claimed the AOC. He was employed as well, no more $10,000 in any year. For 2014 through 2020 he had significant income, but was misled by people who claimed he didn't need to file or pay taxes, so withholding was short in every year. He owes money for all years 2014 - 2019. Only saving grace for 2020 is the stimulus checks he didn't receive, which the IRS might hold as things work through the system.
Here's the question: I've heard of a strategy used in this situation to file all returns together, but separated, hoping the IRS will process them in order. For each tax year with a refund, since the IRS won't pay the old refunds, mark the refund to apply toward each following tax year. With the missed AOC and lower income in the early years, that strategy, if it is allowed and works, would negate the balances due in 2014, 2015, 2016, 2017 and part of 2018. This would reduce the penalties he can expect as well? He still would be on the hook for some taxes, but not as much.
Does anyone have experience or advice with this tactic, or do you foresee problems?
Thanks
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