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When I was just in Dubai, where I met with Stray Reflections members, I was hit with this thought again: even when you’re sure of something, the world can surprise you. And when it does, the way forward is to stay open—to others, to events, to what still lies ahead. So, in that

In a note to self, I wrote that I don’t need a massive audience. I just need a few people who know me, like me and trust me—the kind of people who carry my name in the backs of their minds. They don’t owe me anything, but they believe in me. They want to see me win, and I feel

When I got the chance to sit down with the celebrated therapist Terry Real recently, we talked about a lot of good stuff, including: 👨‍👨‍👧‍👦 what high-achieving men often get wrong about love how self-esteem quietly shapes your relationships why “normal marital hatred” is real and

“With every morning, we ritually engage in perpetuating complaints—‘I didn’t get enough sleep,’ ‘The weather is horrible,’ ‘I hate doing the same thing over and over,’ or ‘I’m bored.’ Once evening sets, we make our way to the social abode of choice and talk obsessively about how

Clarity doesn’t come from waiting. It comes from moving. You keep stalling, thinking you need more time, more certainty, more signs. But as Rumi wisely said, as you start to walk on the way, the way appears. The truth is, clarity is the reward, not the starting point. It reveals

For good ideas about boundaries and the language of respect, I often look to Philippa Perry, whose work “The Book You Wish Your Parents Had Read” left me moved. She reminds us that it can take time for children to put what they are feeling into words, and when they’re upset,

When it comes to individualism versus collective responsibility, citizens of the US tend to be more proud of one than the other. And so, observed the Chinese scholar and later senior Chinese Communist Party politician Wang Huning in his book “America Against America,” which he

Anyone who’s watched markets long enough knows that mass participation isn’t the opening act—it’s the climax. Especially when it’s underwritten by the government and delivered with populist flair. George W. Bush’s “ownership society” encouraged everyone to buy homes, and that

One type of question I like to put to the leadership guru and author Diana Chapman, whether at the Stray Reflections retreat or at our recent sit-down, is about assumptions. We lead with a lot of assumptions about what the market is doing, and so I asked Diana, “What about just

“My taste for books developed late. But I soon discovered it to be an ideal means to arrive easily at what others have labored quite hard for. For those willing to take the journey, books lead to an adventure of the mind. As a frequent traveler, however, I can’t help but wonder

Markets move really fast, but at Stray Reflections we’re not chasing the next big thing. We’re actually here to slow down, think deeply, and ask better questions. 📉🧍🏽 What if investing didn’t have to feel so lonely? What if financial success wasn’t in conflict with a sense of

When it’s working the way it’s supposed to, the brain represents the highest form of “instinctual wisdom,” Alan Watts once said. But just thinking rigorously or applying more knowledge isn’t what he meant. The brain can only assume its proper behavior, says Watts, when the mind

Absent fresh data on bonds, the next directional clue on their prices will come from price action itself. A decisive move above 4.7 percent would likely push yields toward new highs, potentially approaching 5.5 percent. A break below 4.1 percent could bring us all the way down to

Clarity doesn’t come from waiting. It comes from moving. You keep stalling, thinking you need more time, more certainty, more signs. But as Rumi said, as you start to walk on the way, the way appears. The truth is that clarity is the reward, not the starting point. It reveals

In the face of market signals that aren’t being particularly clear, there’s reason to ask yourself this: where will you be one year from now if you keep doing what you’re doing? Like many investors, you’re prone to being overwhelmed by too much information and following this

A common bond belonging to Stray Reflections, our investment community, is that we weren’t meant to do this alone. And that means I meet a lot of people. I feel a little uneasy with the question “How are you?” Not because I don’t have an answer, but because the script expects

“The volume of the work we must do divided by the time we have equals velocity. If our work keeps growing, but our time available stays the same or decreases, it increases the speed at which we have to work. Our culture pulls us into this orbit of speed. Speed gets noticed. Speed

The market isn’t offering us a sense of conviction at the moment. There’s no crash and no breakout—just a kind of exhausted levitation. Bonds are stuck in a range. The dollar may have bottomed. Stocks look toppy. Crypto feels frothy. Commodities are quietly leading. It’s not

More than a few investors have subscribed to financial newsletters before, but that left some of them feeling overwhelmed by market information. The insights were adding noise when they should have introduced clarity. And newsletters pop up on LinkedIn a lot, but there’s a

The combination of higher yields and a rising dollar has rarely been good for equities. Nearly everything we wrote in “Dead Cat Party” has played out (except the Fed rate cut), including the continued AI capex boom and a Trump–Xi call. So here we are, asking again: what if the