Roth Conversion Concerns With The OBBB

On July 4, 2025, President Trump signed the One Big Beautiful Bill (OBBB) into law. Now that we are about half-way through our annual client tax reviews, it has become obvious that some of the changes in the OBBB have made Roth conversions unwieldy at best and impractical at worst. Here are three things couples should consider before executing a Roth conversion under the new tax laws in 2025:

Social Security Becomes Taxable at Just $32,000, Including ½ of the Social Security Income: 

It is logical to believe that during years of low taxable income you should consider completing a Roth conversion. The expectation is that your income could be higher in the future. However, for retirees, Social Security can throw a wrench on those plans. At just $32,000, including one-half of your Social Security benefit, up to 50% of your benefits become taxable. Once you reach $44,000, 85% of your benefits become taxable. So, while you could be firmly in the 12% tax bracket, a good place to be for a conversion, if the additional income causes your Social Security to be more taxable, your effective rate for the conversion could double to 20% or more.

Capital Gains Become Taxable at $96,700: 

The married filing jointly tax brackets are 10% ($0-$23,850), 12% ($23,850-96,950), and 22% ($96,950-$206,700). However, it is common to overlook the other income impacting your taxes: capital gains. In the 10% and 12% brackets, capital gains are not taxable at all (0.0% rate). This makes it very important to keep the marginal rates lower when capital gains are part of your income so you may be able to capture those gains with no tax liability. However, if a Roth conversion pushes your income above $96,700, your capital gains start to be taxed at ordinary income tax rates for short-term gains and 15% for long-term gains. Like the dynamic with Social Security, at this level every dollar you convert from an IRA may result in adding taxable capital gains. Although slightly less expensive, it could still result in almost double the effective rate for the Roth conversion.

The “Senior Enhanced Deduction” of $12,000 Starts The Phase-Out at $150,000: 

The OBBB adds the “Enhanced Senior Deduction” tax deduction of $6,000 for individuals 65 and older for tax years 2025-2028 but it phases out when modified adjusted gross income exceeds $150,000 for a couple. At this level of income, a couple will be firmly in the 22% bracket, will have to pay taxes on 85% of their Social Security benefits, and will pay 15% on their long-term capital gains. Roth conversions at this level are harder to justify due to the effective rate but almost completely impractical when you cross $150,000. At this level, you lose 6% of every deductible dollar for every dollar of conversion. The impact is not quite double but as you approach the full phaseout at $250,000, the effective rates of the conversion go from 22% to above 25%.

Roth conversions remain a valuable planning tool, but the new OBBB thresholds create considerations that may affect your retirement income and long-term tax strategy. As part of our True Planning Cycle, we review these and other changes that could influence your financial plan and help you make informed decisions throughout the year. We also encourage you to coordinate with your tax professional to help you capture available benefits while avoiding costly surprises. If you would like to explore how these rules fit into your broader goals, please contact us for personalized guidance. We’re happy to help.

“One Big Beautiful Bill Act” 2025 Key Provisions

On July 4, 2025, President Trump signed the One Big Beautiful Bill (OBBB) into law. There were changes from the original bill that was presented by the Senate Finance Committee on June 16th, but the essence of the bill, continuing the tax benefits of the 2017 Tax Cuts and Jobs Act (TCJA), remains the same. The Tax Foundation summarizes the provisions of the OBBB1 and here are some that could directly impact you and your tax planning:

OBBB Makes Some TCJA Changes Permanent

  • Bracket changes for the 10, 12, and 22 percent brackets
  • The higher standard deduction ($31,500 for joint filers, $23,625 for head of household, and $15,750 for all other files in 2025)
  • The elimination of the personal exemption 
  • The child tax credit ($2,200 in 2026)
  • $750,000 limit for home mortgage interest deduction
  • Limitations on other itemized deductions, property casualty losses, the termination of the miscellaneous itemized deductions (except educator expenses), Pease limitation on itemized deductions and certain moving expenses
  • The increase in the AMT exemption ($500k for single and $1MM for joint returns)
  • Increases the estate and lifetime gift exemption to $15 million for single and $30 million for joint filers beginning in 2026.
  • For businesses, restores the 100% bonus depreciation for short-lived investments.

OBBB Makes Some New Tax Law Changes: 

  • Limits the value of itemized deductions to 35 cents on the dollar for taxpayers in the top bracket 
  • Creates a new 0.5% floor on charitable contributions
  • Creates a permanent $1,000/$2,000 (single/joint) above-the-line deduction for charitable contributions
  • Repeals green energy tax credits that include electric vehicle and energy efficiency credits after 2025 or within a year of the law’s enactment

OBBB Makes Some Temporary Tax Law Changes: 

  • Adds a senior deduction of $6,000 for each qualifying individual for 2025-2028 but it phases out when modified adjusted gross income exceeds $75,000
  • Increases the cap for state and local tax deductions (SALT) to $40,000 for 2025-2029, increasing by 1% each year through 2029, subject to phaseout for incomes above $500,000 
  • Makes up to $25,000 of tip income and $12,500 ($25,000 for joint filers) of the premium for overtime compensation deductible for tax years 2025-2028, phasing out for incomes of $150,000 for individuals and $300,000 for joint filers
  • Makes up to $10,000 of loan interest on new cars assembled in the U.S. deductible for 2025-2028, phasing out at $100k for single and $200k for joint filers.

This landmark legislation creates planning opportunities and considerations, which could affect your personal and business finances for years to come. As part of our ongoing True Planning Cycle, we actively monitor these and other changes that could impact your finances to help inform your decisions and adjust as necessary. We encourage you to also discuss the changes with your tax professional to help ensure you’re capturing available benefits while avoiding costly mistakes. If you’d like to learn more about aligning these changes with your long-term strategy, please contact us for personalized guidance; we’re happy to help.