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Financial AI: Benefit or Danger? I Don’t Know

Mark Crothers  |  Jul 10, 2025

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.

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Extra Innings

Jonathan Clements  |  Jul 10, 2025

More than 13 months ago, I was given 12 months to live.
I like to think I took my diagnosis in stride. I moved quickly to simplify my financial affairs, toss unwanted possessions, get new estate-planning documents and change HumbleDollar’s direction so the site could live on after my death.
I also focused on getting the most out of each day. Partly, that meant taking some special trips and spending more time with family.

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A Quick Question about Retirement Vacations

Mark Crothers  |  Jul 9, 2025

I’ve been at my holiday home for 10 days now, feeling relaxed and enjoying myself. It’s the first ‘holiday’ since retirement. What piqued my interest, though, is a subtle but distinct difference: this break feels less intense, is probably the word, than vacations I took while still working. It’s not the same kind of escape. Has anyone else noticed this after retirement?

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Roth conversion opportunities extended

John Yeigh  |  Jul 9, 2025

The new U.S. tax legislation extends today’s relatively low tax-rates that were implemented in 2017. While this tax legislation includes some new nuances that may impact retirees, the main tax-rate impact for Roth conversions has been extended for 2026 and beyond. Here are four reminders of the benefits and challenges with Roth conversions. “Roth on.”
Who should Roth:
https://humbledollar.com/2020/05/to-roth-or-not/
How Roth conversions can impact Medicare premiums:
https://humbledollar.com/2023/04/that-28000000-tax/
Rothing can lower future taxes especially when considering the widow’s tax after the first spouse passes and estate tax impacts:
https://humbledollar.com/2023/01/securing-lower-taxes/
Rothing may not gain ground on future RMD tax obligations due to growth in tax deferred accounts:
https://www.theretirementmanifesto.com/my-biggest-surprise-in-retirement/

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Here is my favorite word. What is your favorite word? Perhaps frugal, Roth, spreadsheet, planning, Monte Carlo, dividends? 

R Quinn  |  Jul 9, 2025

My favorite word is “aware.”
I believe that missed opportunities, stress, poor decisions of all types, just many of the things we complain about result from not being aware of what is happening around us. 
Being aware means having knowledge or perception of something. It involves noticing, recognizing, or being conscious of what’s happening either around you or within you.
In essence, being aware is about being connected to what is happening, both internally and externally,

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Coast FIRE! Who would have thought that FIRE could have so many flavors?

Scott Dichter  |  Jul 9, 2025

Coast Fire by Jason Kitces
Coast Fire sounds like a logical evolution of the FIRE (financial independence-retire early) idea. Not everyone thinks ending work is the greatest idea, but a lot of people might prefer less demanding jobs, such that they can both work and enjoy a lower stress life.
When I look at the technology and tools available to help people organize their personal finance and take over their lives I’m truly envious.

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My Favourite Day: Retirement Payday Wednesday

Mark Crothers  |  Jul 9, 2025

I like Wednesday now; it’s my favorite day of the week. When I was organizing everything before selling my business and retiring, I was so uptight and stressed about sorting out a cash flow stream for our everyday spending. I decided to pay ourselves weekly, reasoning it would make things easier to track what we spent this way. If you think about it, it’s a silly thing to do. It’s not like it was a surprise to me what we spent;

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The High Cost of Financial Advice: A Tale of Two Portfolios

Mark Crothers  |  Jul 8, 2025

Suzie and I present a microcosm of the debate around financial advisors. I choose to use Vanguard and keep my costs low, whereas Suzie uses a former long-time colleague from her days in the banking sector who happens to be an independent wealth manager to operate her portfolio. To me, the portfolio seems unnecessarily complicated with an average fund fee of slightly over 1.5% in addition to a 0.5% advisor fee. This seems exorbitant in my eyes.

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Quinn rants about taxes-but maybe not what you think. 

R Quinn  |  Jul 8, 2025

Like most Americans I pay taxes, income taxes both federal and state, sales taxes, property taxes and for fifty years, payroll taxes and I’m still, at age 81, paying income, sales and property taxes – plus assorted other miner taxes and fees on goods and services.
Like any normal person, I think it would be nice not to pay taxes and keep all my money. But unlike too many of the uninformed people ranting on social media these days,

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ETFs versus Assets Under Management

Enrique Romo  |  Jul 7, 2025

Hired a  financial advisor who has claimed to be fee-only for a plan as we are 2-5 years away from retirement.  Wanted help with projections but especially with two areas:  amount and timing of conversion to Roths and 2.  real estate as we contemplate a new or second place.   Worried I received an annuity salesperson/asset manager in disguise as the first recommendation is to “simplify” our 401ks (almost all in Schwab target ETFs) with the creation of two funds—one actively managed (presumably by them) because they “can do better”

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Building a Secure Retirement, 10 Years at a Time.

Mark Crothers  |  Jul 7, 2025

In an earlier article, I described my unexpected decision to use fixed-term immediate annuities (FTIA) to form a floor for my expenses over the next ten years. I thought you might find it of interest if I expand on this, relating to the balance of our income needs and how this might play out over the longer term. To be clear and upfront this strategy is “Prioritizing Income Generation Over Capital Preservation” but not in a reckless way and could change over each 10 year block.

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Got Momentum?

Humble Reader  |  Jul 7, 2025

While I am satisfied with my current investments and have not made any significant changes in several years I do occasionally evaluate alternatives.  I recently read a Morningstar article titled “Top-Performing Stock ETFs of the Quarter”.  Most had higher expenses than I would be comfortable with.  But several were low-cost, including Invesco S&P 500 Momentum ETF SPMO at 0.13% expense.  This ETF tracks the S&P 500 Momentum Index.  This got me looking into what “momentum” investing was all about. 

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Bankruptcies in continuing care

Joe Kiefer  |  Jul 7, 2025

From the Wall Street Journal this morning: More than 1,000 families have lost a total of at least $190 million in 16 bankruptcies at continuing-care retirement communities since March 2020, according to a Wall Street Journal analysis. Chapter 11 filings rose during the pandemic period primarily because these facilities didn’t have enough new move-ins. And because of the way bankruptcy proceedings work, secured creditors get paid before residents.
I ended my online subscription to the WSJ a few months ago,

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Quinn is intrigued by the Lamborghini-style of managing money

R Quinn  |  Jul 7, 2025

A recent Kiplinger article lists ten questions to ask your financial advisor. This one caught my eye.
“6. Check out what car the adviser drives.
Hope that Lamborghini in the parking lot belongs to the doctor next door, not your adviser. A car can indicate how the adviser deals with his or her own money, and that will influence how they will approach managing your investments. “Clients don’t want to see you driving sports cars,” says Richard Rosso,

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Bond Conundrum

David Lancaster  |  Jul 7, 2025

With passage of the most recent Federal legislation the Congressional Budget Office projects another 3.5 trillion dollars added to the US debt over the next 10 years. The inevitable result of this will be the Federal Reserve having to increase interest rates.
In 2022 this scenario resulted in a bloodbath in my intermediate bond fund. I don’t remember in my copious reading any advanced warnings of prices dropping precipitously as interest rates increased (in fairness I had read about the inverse relationship between prices and yields,

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