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Use Boldin AI to explore withdrawal and tax strategies

Written by Nancy Gates

Use Boldin AI to explore withdrawal and tax strategies

Copy a prompt, fill in your numbers, and see how a Roth conversion or withdrawal strategy could change your taxes, your plan, and what you leave behind.

When and how you take money out of your accounts can change your lifetime taxes by thousands of dollars. Boldin AI can model three common strategies in your plan. Each prompt shows a year-by-year table, how your plan results change, and what each heir could inherit after taxes.

How do the strategies differ?

Strategy

What it does

Consider it if

Roth conversion

Moves money from tax-deferred accounts to Roth up to a limit you choose. You pay tax now so future withdrawals are tax-free.

You have large tax-deferred balances and lower-income years before RMDs or Social Security start.

Withdrawal

Takes money from tax-deferred accounts up to a limit you choose to pay living expenses. Roth and HSA accounts go last.

You need income from savings and want to use your lower tax brackets before RMDs start.

Both

Withdraws for expenses first, then converts any room left under the limit to Roth.

You are retired, spending from savings, and haven't reached your RMD age yet.

How the prompts work

Each prompt has fill-ins in [brackets]. Replace them with your own numbers before you send the prompt.

Fill-in

What to enter

[start age] and [end age]

The years the strategy runs. Many people stop before their RMD age or Social Security claiming age.

Limits

One or more income limits. Boldin AI stops at the first one you reach each year.

How the tax is paid

Taxable accounts, cash, or tax-deferred withdrawals.

Choosing your limits

You can pick one limit or stack several. For example, pick "Top of the 24% bracket" and "Below IRMAA tier 3." Boldin AI then stops at whichever limit is lower each year.

Limit

What it protects

Federal tax bracket

Keeps your income from moving into a higher bracket.

IRMAA tier

Keeps your Medicare Part B and D premiums from going up. IRMAA looks at your income from 2 years earlier, so income from age 63 on counts.

ACA % of the Federal Poverty Level

Protects your ACA premium tax credit. Only matters before you start Medicare.

Capital gains rate

Keeps more of your long-term gains in the 0% or 15% rate.

Roth conversion strategy

Use this prompt to convert part of your tax-deferred savings to Roth each year, up to the limits you choose.

Model systematic Roth conversions from my tax-deferred accounts (Traditional IRA/401(k)) to my Roth accounts from age [start age] to age [end age] (for example, until my RMD start age or my Social Security claiming age).

Each year, stop converting at the first of these limits I reach, after counting my other expected taxable income:

[Pick one or more]

- Top of the [12% / 22% / 24%] federal tax bracket

- Below Medicare Part B/D IRMAA tier [1 / 2 / 3] (use the 2-year lookback, so income from age 63 on counts)

- ACA premium tax credit limit of [ACA %]% of the Federal Poverty Level (only for years before Medicare)

- Top of the [0% / 15%] long-term capital gains rate

Pay living expenses in this order: recurring income first, then taxable brokerage accounts, then tax-deferred accounts. Use Roth and HSA accounts last.

Pay the conversion tax from [taxable accounts / cash / tax-deferred withdrawals]. If tax-deferred withdrawals pay the tax, count those withdrawals against the limit too.

Show a year-by-year table with:

- Age and year

- Conversion amount

- Source account and destination account

- Total taxable income

- Total federal income tax

- Federal income tax caused by the conversion

- How the conversion tax was paid (account and amount)

Then show my Chance of Success, portfolio value at my longevity age, and lifetime effective tax rate. Compare each one to my plan with no conversions.

See our article: Use Boldin AI to create an estate report to further asses your strategy.

Withdrawal strategy

Use this prompt to pay living expenses from your tax-deferred accounts in a tax-smart way.

Model a withdrawal strategy from age [start age] to age [end age]. Each year, withdraw from my tax-deferred accounts until I reach the first of these limits, after counting my other expected taxable income:

[Pick one or more]

- Top of the [12% / 22% / 24%] federal tax bracket

- Below Medicare Part B/D IRMAA tier [1 / 2 / 3] (use the 2-year lookback, so income from age 63 on counts)

- ACA premium tax credit limit of [ACA %]% of the Federal Poverty Level (only for years before Medicare)

- Top of the [0% / 15%] long-term capital gains rate

Use those withdrawals for living expenses. Cover anything left with recurring income, then taxable accounts. Use Roth and HSA accounts last.

Other rules: [for example, keep $X in cash, or no withdrawals from a certain account before a certain age]

Show a year-by-year table with:

- Age and year

- Withdrawal amount and source account

- How much of my expenses each source covered (income, taxable, tax-deferred, Roth/HSA)

- Total taxable income

- Total federal income tax

- Highest tax bracket reached

Then show my Chance of Success, portfolio value at my longevity age, and lifetime effective tax rate. Compare each one to my current plan.

See our article: Use Boldin AI to create an estate report to further asses your strategy.

Roth conversion and withdrawal strategy

Use this prompt to do both. Boldin AI pays your expenses first, then converts any room left under your limit.

From age [start age] to age [end age], before my RMDs start, fill my tax room each year up to the first of these limits I reach, after counting my other expected taxable income:

[Pick one or more]

- Top of the [12% / 22% / 24%] federal tax bracket

- Below Medicare Part B/D IRMAA tier [1 / 2 / 3] (use the 2-year lookback, so income from age 63 on counts)

- ACA premium tax credit limit of [ACA %]% of the Federal Poverty Level (only for years before Medicare)

- Top of the [0% / 15%] long-term capital gains rate

Each year:

1. Withdraw from tax-deferred accounts to pay living expenses, up to the limit.

2. If room is left under the limit, convert that amount to Roth.

3. If expenses still aren't covered, use taxable accounts, then more tax-deferred withdrawals, then Roth and HSA last.

Pay the conversion tax from [taxable accounts / cash / tax-deferred withdrawals].

Show a year-by-year table with:

- Age and year

- Withdrawal amount and source account

- Conversion amount, source account, and destination account

- Total taxable income

- Total federal income tax

- Federal income tax caused by the conversion

- How the conversion tax was paid

Then show my Chance of Success, portfolio value at my longevity age, lifetime effective tax rate, and total amount converted. Compare each one to my current plan.

See our article: Use Boldin AI to create an estate report to further asses your strategy.

Tip

Run more than one prompt and compare the results. For example, try the 22% bracket and the 24% bracket, or compare a Roth conversion strategy with the combined strategy.

Next steps

Once you have your results, ask Boldin AI a follow-up question. For example:

  • "Which year saves me the most tax?"

  • "What happens if I stop conversions at age 70 instead?"

  • "How much more do my heirs keep with this strategy?"

  • See our article: Use Boldin AI to create an estate report to further asses your strategy.

Limitations

- Results are estimates based on your plan's assumptions. Actual results will differ.

- Tax laws, brackets, and IRMAA tiers can change.

- The results show federal income tax. State taxes may also apply.

- Boldin AI's results aren't tax or legal advice. Review big decisions with a tax professional.

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