Tyler Gardner
speaker
5,337 appearances
12 recordings
1 series
first heard Jun 2026
last heard 21 Sep
Tyler Gardner’s voice in public audio — every appearance, attributed to the second.
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recordings per month · last 12 monthsRecordings per month over the last 12 months — 12 in all, peaking in Aug 2026 with 5.
Appearances
Your Money Guide on the Side · The $250,000 Mistake Most Retirees Never Know They Made · 3 Aug 2026
podcast
End rant for now.
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Step one, call your custodian directly.
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If your IRA is at Fidelity, Vanguard, or Schwab, log in and search Roth conversion.
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There's literally a button.
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The custodian moves the money internally from your traditional IRA to your Roth IRA.
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No IRS form, no third party, done in one to three business days.
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Step two, if it were me, I would have both accounts in the same custodian first.
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If your traditional IRA is at Vanguard and your Roth is at Schwab, you'll be coordinating a cross-institution transfer that could take weeks.
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But if it's same roof, it's the same week.
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So for me, I would consolidate before I started converting.
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And I would consolidate before I retired in the first place.
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Step three.
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And again, this is not advice, but you really should look into this.
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Do not have taxes withheld from the conversion.
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This is the single biggest mechanical mistake I see many people make.
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Any dollar withheld goes to the IRS and never makes it into the Roth.
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So if you can, pay the tax separately out of your taxable account or savings so you can keep the full conversion amount inside the Roth.
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why is this so important because remember there are annual limits throughout your life to roth contributions but there are not annual limits to roth conversions so you want to fund that baby with every additional dollar you can
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Step four, the tax bill arrives in April, plan for it.
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The custodian will then issue a 1099-R at year end.
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Showing 3281–3300 of 5,337 · page 165 of 267
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