Wall Street feeds the fantasy that we can beat the market, because the fantasy is a great moneymaker—for Wall Street.
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.
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.NO. 3: WE SHOULD focus relentlessly on what we want from our financial life. That’ll motivate us to save, drive our investment strategy—and help ensure we pursue the goals we care about most.
NO. 116: AVOIDING probate is a big cost savings in some states—but not others. A local attorney can tell you how things stand in your state. If probate is costly, you might place assets in a revocable living trust. That can also be a smart move if you own a house in another state—and face the prospect of your estate passing through probate in two states.
ILLUSION OF CONTROL. If we shake the dice vigorously, we feel we’re more likely to get the roll we want. Similarly, if we follow the stock market closely and trade often, we feel more control over our returns. But in truth, this can hurt results, as we act impulsively and rack up costs. A better strategy: Focus on things we can control, like risk, taxes and expenses.
SEARCH FOR UNCLAIMED property. Every state has a program for returning lost and forgotten assets to their rightful owners. Those assets include stocks, uncashed dividends, bank accounts, traveler’s checks, the contents of safe deposit boxes and utility company security deposits. You can find further details and links to state websites at Unclaimed.org.
NO. 3: WE SHOULD focus relentlessly on what we want from our financial life. That’ll motivate us to save, drive our investment strategy—and help ensure we pursue the goals we care about most.
DEEP DOWN INSIDE, I want to be the richest person in the graveyard.
I retired at age 62, confident in our financial plan to survive market fluctuations. We saved over 25% of our income for nearly three decades. Perhaps a bit too much, but we lived well and always had sufficient funds to raise a family, maintain our household, and put our children through postgraduate education.
If anything, our retirement spending level is conservative,
AT FIRST GLANCE, Social Security appears straightforward. During our working years, we pay into it, and in retirement, it sends us a monthly check, guaranteed for life. Unfortunately, it isn’t always so simple. Below are five aspects of the system that are frequently misunderstood.
Benefits estimates. Look at a Social Security statement, and an easy-to-read chart provides estimates of the benefits available at various ages. The heading above the chart reads, “Personalized Monthly Retirement Benefit Estimates Depending on the Age You Start.” That seems clear.
Adam Grossman wrote this in an e-mail today. I didn’t know this did you?
“The spousal benefit is terrific, but a commonly misunderstood limitation is that—unlike a worker’s own benefit—it doesn’t continue to increase each year until age 70. It hits a maximum at the spouse’s FRA. For that reason, it’s important for a spouse to not delay beyond that point.”
On the other hand if the worker delayed beyond FRA those extra benefits pass on to survivors benefits.
While many retirees know that waiting until age 70 can maximize their own retirement check, applying that same logic to Spousal Benefits is a costly mistake. If you are eligible for a spousal claim, waiting too long could mean losing three years of benefits for no gain.
Why Age 70 doesn’t work A worker’s personal retirement benefit increases by roughly 8% per year for every year they delay filing past their Full Retirement Age (FRA)> However spousal benefits stop increasing once you hit your own FRA.
I WAS SCROLLING through social media recently and saw somebody dismiss retirement accounts as “paper wealth.” The argument was familiar: Your money is locked away and you’re waiting for permission to access it.
There’s a grain of truth here. Retirement accounts do come with rules. But much of the discussion online ignores how flexible these accounts actually are. More important, it ignores the enormous tax advantages.
Most people today will likely live well beyond age 59½.
I used AI as an editorial assistant to help organize and refine my thoughts; the underlying ideas and personal experiences remain my own.
Like a lot of engineers, I spent my career solving problems the same way: build a model, gather the data, run the simulations, optimize the result. So when retirement came into view, I did what came naturally. I built spreadsheets—and got back a mountain of output and almost no peace of mind.
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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
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