About a month ago, I traded my Volvo for a Toyota Prius.
The case for doing so was pretty solid:
- I live 5 minutes from my office—and about half the time I bike or walk anyway.
- We already have an SUV for longer trips.
- The Prius is half the purchase price, cheaper to insure, and cheaper to fuel.
- And the Volvo didn't bring me that much joy, give or take a few features (I'll get to that in a minute).
It was still hard to do. Why?
The Volvo was fun to drive. Maybe a little too fun—I got pulled over twice in three years (luckily, got off with warnings). It was also feature rich. It had a heated steering wheel, built-in booster seats for the kids, and a feature that massaged your butt while you drove. And while I rarely used this feature, it was there. And I could use it.
Then, there was the professional angle. At a prior firm, I remember sitting in a sales meeting where one of the executives told the group that if you want to work with wealthy clients, it doesn't hurt to drive a Mercedes. He was probably not wrong — optics do play a role in this business. Would driving a more modest car cost me clients?
Maybe, but I think my biggest hang-up is that nobody likes to go backwards. Try drinking a Miller Light right after a Sam Adams and see if you disagree. Giving something up—even something you don't use—feels like a signal. Your brain starts asking uncomfortable questions: Are things just going to get worse from here? No more butt massage while I drive? What's next, rice and beans every night?
As it turns out, there's some economic theory behind this. In 1979, Daniel Kahneman and Amos Tversky proposed that our sense of well-being is based not on absolute wealth, but on changes relative to a reference point. A $100,000 salary feels great to someone who made $70,000 last year — and disappointing to someone who made $130,000. Kahneman would go on to win the Nobel Prize for this work in 2002 (Tversky died prior to the medal being awarded).
For me, the reference point was the Volvo. The Prius, however sensible, was decidedly below that. I was trading down.
Why "going backwards" hurts more than it should
Kahneman and Tversky went on to theorize that losses hurt about two times more than gains of the same amount. Said differently, for the risk of losing $1, I would need to see upside of at least $2.
For me, I wasn't just getting a “lesser” car. I was losing ground, and that triggers a categorically different emotional response than simply "having less."
I'm not saying any of this to shame anyone for driving a nice car. For some people, cars genuinely bring joy. Longer commutes change the math. I get it.
The larger point is this: when you're facing a decision that raises the cost of maintaining your lifestyle — no matter how small — it's worth considering the cumulative weight of never going back. Because often, you won't.
And for any clients who assume their advisors are financial monks, immune to the same decisions they face: we're not.
The Prius, for what it's worth, is actually pretty fun to drive. I see Christy borrowing it from time to time, which is something that didn't happen with the Volvo. The fill-ups have been cheaper and less frequent, and so far, no speeding tickets!
Here's what you need to know.
Markets
2026 Year-to-Date Asset Class Returns
News & Notes
- Die With Zero [Video]: Author and Investor Bill Perkins sits down with WSJ's Gunjan Banerji to discuss his "Die With Zero" money philosophy, and his life. (WSJ)
- Oil Prices: Oil prices have fallen back below $72 a barrel — roughly where they were before the Iran war started — after peaking at $118 when Iran blocked the Strait of Hormuz. The cease-fire and reopening of the strait have allowed traffic to recover, though volumes are still only about half of pre-war levels. (NYT)
- World Cup: An estimated $50B is expected to be wagered globally on the 2026 World Cup, but it comes at an inflection point for the sports betting industry. (Barron's)
- Homes: Annual homeownership expenses—including mortgage, taxes, and insurance—rose 39% over the last six years, from about $20,000 in 2019 to over $28,500 by 2025, outpacing inflation. (WSJ)
- Leadership: What it takes to be a PE-backed CEO, and what makes it different than a corporate job. (HBR)
- Kiddie Tax: The "kiddie tax" is an often-overlooked rule that taxes children's unearned income (investments, capital gains, inherited IRAs, etc.) at their parents' tax rate rather than their own — potentially turning an expected zero tax bill into a surprise thousands-dollar liability. It applies to children under 24 who are full-time students, above a $2,700 annual threshold. (WSJ)
- Trump Accounts Surpass 6 Million Signups: More than 6 million children have been signed up for Trump Accounts, according to the latest figures from the Treasury Department. About 1.4 million of those children are eligible for the Treasury’s $1,000 pilot contribution. Accounts unlock July 5th. (CNBC)
Plus: Your child/grandchild may also be eligible for a $250 Dell Family contribution. Check here to check. - Travel & Spend:
36 Hours: Catskills, N.Y. (NYT)
36 Hours: Athens (NYT)
36 Hours: Isle of Skye, Scotland (NYT)
How to file a travel insurance claim (NYT)
(Pie)Chart of the Month
What's Driving the Market in 2026
Despite a pullback at the end of the month, chip stocks are responsible for 70% of the market's move up this year.
Firm News
We're open in DC...Come visit us in Capitol Hill!
Roadshow
We hit the road in June; visiting clients in Colorado, Virginia, Maryland and North Carolina. We also hosted events in St. Michaels, MD and a Durham Bulls game for friends of the firm back home.
On an unrelated note, we have zero marketing dollars left for the year. I'm kidding. But seriously, we don't.
Bank Field Trip
I took Cate, Ben and Jack on a field trip to the bank to setup their new Greenlight bank accounts and learn about how banks make money.
Jack was skeptical about handing over his savings, but was reassured of the bank's solvency when he saw the candy selection in the lobby.
Pitch Perfect
Our client Beth and her daughter stopped through North Carolina on a choir tour in Pittsboro, and we had a front row seat!