Retirement ApproachingBe prepared.
← All planning stories

The full cost of a Roth conversion

A bigger Roth. But was the next conversion worth the cost?

A couple’s questions about healthcare costs and cash reserves brought the whole household back into the calculation.

Robert & Claire · Names changed · Ongoing planning case

For the couple asking whether future tax flexibility justifies the money leaving their accounts today.

The concern was not theoretical

Robert and Claire were reviewing an ongoing conversion strategy when Claire raised healthcare costs and a reported subsidy repayment. She had not understood that consequence and asked whether doing so much in conversions was worthwhile.

Robert watched the bill-paying account closely. A larger Roth balance did not answer either concern. Future possibilities had to be discussed alongside the taxes, healthcare effects and liquidity they experienced now.

The objective still mattered

The strategy sought to reduce reliance on pretax accounts and consider future withdrawals, a surviving spouse and beneficiaries. Those can be important reasons to evaluate conversions. They do not establish that every additional dollar should be converted.

Claire’s next question was the decisive one: was there a point at which doing more stopped making sense? That changed the task from defending a strategy to evaluating its next increment.

Count more than the tax bracket

The review connected conversion income with healthcare considerations and the reserve available to pay costs. A useful comparison includes the applicable income taxes and other income-sensitive effects, rather than using one marginal bracket as the whole answer.

It must also distinguish what was projected, what the household reported and what the return or payment records actually establish. The case does not assign all healthcare expenses to conversions or claim a verified savings result.

The conversion amount is only the first number

  1. Income tax
  2. Healthcare effects
  3. Remaining liquidity

A decision framework, not a calculation of this household’s taxes.

A reserve has a purpose

Robert emphasized that some assets were needed for liquidity. Money earmarked for bills or another commitment cannot simultaneously be treated as freely available conversion-tax funding.

The couple also questioned the retirement-income projection. What did it include? How long was it modeled to last? Would spending use principal? These were useful planning questions, not obstacles to the conversation.

The next step was a better comparison

The meeting surfaced older tax inputs, and the advisor committed to revisiting the analysis. The appropriate response was to check the full cost and assumptions before deciding the next amount.

An ongoing plan has room to adjust. Sometimes the useful lever is a conversion. Sometimes it is a smaller conversion, a different funding source or a pause. The test is whether the next decision supports the household’s needs—not whether the Roth balance keeps rising.

Bring it back to your plan

Three questions worth asking

  1. What is the all-in incremental cost of the next conversion?
  2. Which money pays the tax, and what else is that money meant to do?
  3. What would make us reduce, defer or stop the next conversion?
Save the companion casebook (PDF) ↓

You do not need to predict the market to prepare.

Start by understanding which decisions in your plan belong together.

Get the Future Tax Bill Checklist →

Adapted from actual planning records. Names and identifying details changed; concerns are paraphrased, not direct quotations or endorsements. Selected cases are not representative of every client or a promise of results. Account snapshots show balances, not tax savings or strategy performance. Roth conversions create current taxable income; qualified Roth withdrawals have eligibility requirements. Investment values and income can fall, and spending plans may need adjustment.