Monday, November 03, 2025 1:24:18 PM
Thank you for understanding how standard and Roth IRA's work from a tax perspective and understanding my tax strategy as some of these people don't even understand how IRA and Roth IRA's work (a bit surprising, but maybe not)
If I have 60K shares today in a standard IRA (value approx $650K) and I convert it today to Roth then $650K gets added to my 2024 earned income and I get whacked on that. But if the relist/IPO happens and stocks price goes to, say, $30, then I have $1.9M in a Roth and distributions are tax free. No income tax, no cap gains. Otherwise I'm paying income tax on distributions from the $1.9M in the standard IRA. So the calculus, assuming this goes along as planned, is pay income tax now and at a high rate (37% federal) on $X or pay income tax at a lower rate on distributions from the $3-4X over time.
If I have 60K shares today in a standard IRA (value approx $650K) and I convert it today to Roth then $650K gets added to my 2024 earned income and I get whacked on that. But if the relist/IPO happens and stocks price goes to, say, $30, then I have $1.9M in a Roth and distributions are tax free. No income tax, no cap gains. Otherwise I'm paying income tax on distributions from the $1.9M in the standard IRA. So the calculus, assuming this goes along as planned, is pay income tax now and at a high rate (37% federal) on $X or pay income tax at a lower rate on distributions from the $3-4X over time.
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