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tax pro

Q&A: Advisor may have overlooked tax bill alternatives

May 25, 2026 By Liz Weston Leave a Comment

Dear Readers: The following comment was prompted by my response to the letter from a couple in their 70s asking if they had made a mistake moving their $2-million portfolio, including $340,000 in a taxable account, to a new advisor. The advisor recommended investment sales that resulted in a $50,000 capital gain tax bill, and their accountant disapproved. I wrote that the tax pro might not be in the best position to judge whether the sales were necessary, since accountants are typically focused on reducing tax bills but sometimes diversification is necessary to avoid even bigger financial consequences down the road. Here’s another perspective.

Dear Liz: The comment that the accountant is not in the best position to evaluate is correct, as the accountant is only looking at the taxes. However, as a retired portfolio manager and chartered financial analyst, I really doubt that it was appropriate for the investment manager to take this large of an amount of capital gains. It would only make sense if this taxable portfolio had nothing but speculative issues in it, which I would find doubtful for a couple in their late 70s. If the taxable account was too high in equities or poorly diversified by industry weightings, adjustments can be made in the larger retirement account to bring the combined account into better balance. It may have been appropriate to take some gains, but they can certainly be spread out over several years, as taking them all at once likely puts the couple in a higher tax bracket.

Answer: You’re making a good point that the couple had other options besides “ripping off the Band-Aid” and incurring one big tax bill rather than taking the gains more gradually. Their new advisor, as a fiduciary, should have discussed the options with them and helped them understand the impacts, including the expected tax bills and potential impact on Medicare premiums. If those discussions didn’t happen, that’s all the more reason to seek out a second opinion from another fee-only financial planner.

Filed Under: Q&A, Taxes Tagged With: capital gains, capital gains taxes, fiduciary, fiduciary advice, fiduciary advisor, Investments, tax pro

Q&A: Beware the insurance salesperson in financial planner’s clothing

September 2, 2024 By Liz Weston

Dear Liz: Do you have any general advice for choosing a tax preparer? My financial advisor has recommended switching my 403(b) contributions over to Roth 403(b) with the same investment plan. I am worried that this could put us at risk for a higher tax bracket currently.

Answer: Ideally, a financial advisor wouldn’t recommend switching to a Roth option without knowing a fair amount about your current and future tax situations. Otherwise, the advisor wouldn’t be qualified to determine whether giving up the current tax break is likely to pay off later.

Unfortunately, not all financial advisors are truly qualified to give the advice they do. Some, particularly those advising people about 403(b) investments, are insurance salespeople rather than fiduciary financial planners.

You can get referrals to tax pros from the National Assn. of Enrolled Agents and your state’s chapter of certified public accountants. (The American Institute of CPAs has compiled a list of those at its website.) Both enrolled agents and CPAs are fiduciaries who promise to put your best interests first.

For broader financial advice, consider getting referrals from one of the organizations representing fee-only fiduciary planners such as the Garrett Planning Network, the XY Planning Network, the National Assn. of Personal Financial Advisors and the Alliance of Comprehensive Planners.

Also, teachers should consider spending some time on the nonprofit 403bwise website, which grades school districts’ retirement plans and seeks to educate teachers about the costs of trusting the wrong people.

Filed Under: Financial Advisors, Investing, Q&A, Taxes Tagged With: 403(b), financial advice, Retirement, tax pro

Monday’s need-to-know money news

March 26, 2018 By Liz Weston

Today’s top story: How to turn a tax refund into a fatter paycheck. Also in the news: 3 money lessons we can learn from ‘Roseanne,’ what to do when your tax pro botches your return, and how to set money goals with your spouse.

How to Turn a Tax Refund Into a Fatter Paycheck
Make sure you’re not giving too much upfront to Uncle Sam.

3 Money Lessons We Can Learn From ‘Roseanne’
You don’t have to keep up with the Joneses’

Did a Tax Pro Botch Your Return? Here’s What to Do
Double and triple check.

How to set money goals with your spouse.
Framing the conversation.

Filed Under: Liz's Blog Tagged With: couples and money, money goals, Roseanne, tax pro, tax refund, tax return

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