Sweet revenge: Become an insurance agent—and sell cash-value policies to all the people you secretly hate.
After accounting for the reduction in Medicare related spending, she has similar spending power. But she had to go back to work to achieve that. This, and the previous examples, reinforce the importance of understanding a couple’s financial details before and after the passing of a spouse. Income will likely be reduced, but expenses may also be reduced. Lower income retirees who depend primarily on both partners SS benefits may see the biggest impact. I also ran a comparison of our tax return for 2026, for both MFJ and if my wife filed single. I assumed our income consisted of my pension, my wife’s SS benefit, and my SS benefit had I claimed it on January 1, 2026. When I die my wife will receive 75% of my pension, and my higher SS benefit. The results were not surprising.
Richard Connor is a semi-retired aerospace engineer with a keen interest in finance. He enjoys a wide variety of other interests, including chasing grandkids, space, sports, travel, winemaking and reading. Follow Rick on Twitter @RConnor609 and check out his earlier articles.From HumbleDollar Founder Jonathan Clements
Adam M. Grossman is the founder of Mayport, a fixed-fee wealth management firm. Sign up for Adam's Daily Ideas email, follow him on X @AdamMGrossman and check out his earlier articles.NO. 77: TO BUY ourselves happiness, often the best strategy is to not buy anything at all. That can leave us with a plump bank account and the sense of financial security it offers.
NO. 53: WE FEAR spoiling our kids, and yet the next generation almost always seems spoiled because rising living standards mean our children typically live better than we did at their age. In fact, we may want to “spoil” our kids by giving them money and then nudging them to use it responsibly. Think of this as a trial run before they receive any inheritance.
EXPLORE EASING into retirement. Could you work fewer hours at your current job or switch to a new career that’ll carry you through your initial retirement years? By phasing into retirement, you can limit your portfolio withdrawals and put off claiming Social Security, while also giving yourself time to figure out what a fulfilling retirement might look like.
NO. 100: THE BIGGEST “death tax” paid by your family will probably be the income taxes still owed on your retirement accounts. One possibility: Pay the tax to convert part of your traditional IRA to a tax-free Roth IRA, and then bequeath that account—an especially smart move if your heirs are likely to be in a higher income-tax bracket than you.
NO. 77: TO BUY ourselves happiness, often the best strategy is to not buy anything at all. That can leave us with a plump bank account and the sense of financial security it offers.
Today I read the following article by the very respected Allan Roth:
https://www.advisorperspectives.com/articles/2026/07/20/how-cfp-board-sold-public-profession
I have always regarded the CFP designation was the gold standard for advisors, and meant I could trust the advisor was looking out for my best interests. It appears this may no longer be the case.
About a year from now I will be looking for a new financial advisor as we analyze our overall financial situation once we both claim Social Security,
There’s a debate ongoing in the UK at the moment around a cash-only tax-advantaged account, and if the benefit should be reduced from a yearly £20,000 deposit allowance to £4,000. This is with the aim of making people favor equity-based, tax-advantaged accounts to enhance returns. Very UK specific, but it got me thinking once again about the general idea of holding cash as a defensive asset in your portfolio for sequence of returns (SOR) risk when in retirement.
Thank you Jonathan for as always, for your willingness to tell your story, the good and the bad.
I have one big mistake to get out there.
About 10 years before my wife and I retired, I started getting interested in money. I educated myself about index versus managed funds, fees, etc. While both of us had sizable 403b accounts that were tied up at work, I put all our after tax money in Vanguard. When we retired,
There was a discussion recently on HD about the costs/benefit of a financial advisor.
I have more questions. Who needs a financial advisor and why? I have looked up the pros and cons and certainly a case can be made for using an advisor, but not always.
I have never used an advisor, but that doesn’t mean I wouldn’t be better off if I did. I asked at Fidelity, but the fee percentage – I think it was 1% a few years ago –
On my way to better things
(No time left for you) I found myself some wings
(No time left for you) Distant roads are callin’ me
(No time left for you)
– The Guess Who
It had been a while since I had been mailed the opportunity to “get guaranteed income that you can’t outlive,” “preserve your capital,” and most importantly “enjoy a complimentary dinner.” I was concerned that there might have been some sort of cosmic shift away from financial planners who charge 1% of assets or even worse that my name had fallen off the free steak mailing list.
“SELL THE SIZZLE, BOYS.” With those words from the sales manager at a big insurance company, the 2003 class of newly minted registered representatives were off to the races, extolling the virtues of the firm’s products to family, friends and anyone else who would listen.
I still vividly remember that moment. Yes, I was there.
To become registered reps, the 2003 class had to pass the necessary exams to get a Series 6 securities license and a license to sell life and health insurance.
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- Her total income would be 68% of our combined pre-death income.
- Her annual tax bill would be $1,250 more than our joint tax bill.
- Her effective tax rate would increase by 4.2%.
- 85% of her SS benefits would be taxable
- Her spendable income after taxes would be about 65% of the joint amount.
- She would lose about 20% of the new Senior Deduction
- She would have no NJ State Tax liability
I then ran an additional scenario with the same assumptions, but also assuming we were 4 years older and would both have to take initial RMDs in 2026. This scenario reflects one of the concerns frequently expressed when discussing this topic – what happens when the surviving spouse is responsible for reporting the income from both RMDs on her Single tax return. The results changed to reflect the scenario.- Her total income would be about 79% of our combined pre-death income.
- Her annual tax would be $708 more than the joint tax filing.
- Her effective tax rate would increase by 3.8%.
- Her spendable income after taxes would be about 80% of the joint amount.
- She would lose all of the new Senior Deduction.
- Her NJ State Income tax would be $540 more than the joint tax filing.
- She would be pushed up one IRMAA bracket in 2028.
These results are a simplified look at our finances today. My pension and my wife’s SS benefit cover our non-discretionary, and a decent portion of our discretionary, expenses. The wild card is travel – how much we spend in any year is our choice and may require additional income. I’m about 11 months from claiming my SS benefit, at which point virtually all of our expenses will be covered in a fairly tax-efficient way. RMDs are still 4 years away. This was a good exercise to get a feel of how my demise would impact my wife’s finances. It would have some financial impacts, but I believe our plan can handle them. I’m considering running some more detailed projections varying the age at death to assess the impacts, but a quick look made me reasonably confident our retirement savings will be adequate, even considering long term care. I will also continue to look at Roth conversions each year.In Retirement
The Security Money Can’t Buy
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From HumbleDollar Founder Jonathan Clements
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Shouldn’t property taxes be a realistic part of retirement planning? Sorry, I think this is a major financial and social issue.
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Taxes
Does the new-for-2026 $1000/$2000 charitable deduction for non-itemizers reduce AGI?
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