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Boldin’s Highest Estate Value Roth Conversion Strategy

This article describes the strategy and compares it to the tax bracket strategy

Nancy Gates avatar
Written by Nancy Gates
Updated today

🔹 Highest Estate Value Roth Conversion Strategy

Key Objective:

Maximize the gross estate value at death.

  • Mechanics: The optimizer finds the Roth conversion path that leads to the largest overall account value at the end of life.

Limitation: Because Boldin doesn’t tax-adjust the estate, this can overstate the benefit if a big traditional IRA balance is left behind (heirs will owe taxes).


How does the Highest Estate Value Strategy Compare to the Tax Bracket Strategy?

🔹 Boldin’s Tax Bracket Strategy

  • Objective: Minimize lifetime taxes paid by keeping conversions within a chosen bracket.

  • Mechanics: Each year, it recommends converting just enough to “fill” your bracket.

Strength: More closely tied to your lifetime after-tax spendable wealth, even if estate values aren’t maximized.

🔹 How They Differ

Feature

Highest Estate Value Strategy

Tax Bracket Strategy

Primary Goal

Maximize gross estate value at death

Minimize lifetime taxes by filling a chosen bracket

Tax Adjustment for Estate

❌ Does not reduce estate for future taxes owed by heirs

✅ Taxes considered annually in bracket-based conversions

Conversion Pattern

May recommend large or uneven conversions to grow estate balances

Typically steady annual conversions up to bracket ceiling

Key Assumption

“Bigger number at death = better”

“Keep yearly taxes manageable = better”

Strength

Shows the maximum possible estate growth from Roth conversions

Keeps taxes predictable and avoids bracket creep

Limitation

Can overstate legacy value (heirs still owe taxes on traditional IRA balances)

May not maximize estate size, since it prioritizes tax discipline

🔹 Which is Better?

  • Highest Estate Value strategy will often show the estate growing larger, but it may not reflect reality for heirs because their tax burden isn’t included.

  • Tax Bracket strategy gives a more practical, tax-aware conversion plan, but the estate size it shows won’t necessarily be the “biggest number” on paper.

✅ In practice, most advisors look at both. The “estate value” view gives a ceiling on growth potential, while the “tax bracket” view keeps the plan grounded in real after-tax outcomes.

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