The Philosophical Investor's Blog

Beyond the Baseline

Gary & Heather Carmell BNP Paribas Open 2026

Heather and I had the great pleasure of seeing some incredible tennis at Indian Wells We saw 12 matches, including the best match of all, Djokovic versus Draper, which had what the announcers categorized as one of the best points they have ever seen It was an epic 26 shot rally with incredible,

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China Syndrome

China Syndrome

How Energy, Geopolitics, and Inflation Are Triggering a Global Market Chain Reaction

Financial markets have a long history of overreacting to geopolitical headlines and then quietly moving on. This time feels different. The recent surge in energy prices following events in Iran—coming on the heels of U.S.

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From Tennis Courts to Ticker Tapes: A Micro Story Inside the AI Software Selloff

SaaSpocalypse

The last few weeks have been brutal for software stocks. Words like carnage, panic, and even “SaaSpocalypse” have crept into investor vocabulary as shares of companies long viewed as durable compounders—Salesforce,

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The Great Recalibration: Navigating the Economic Tug-of-War

Economic Recalibration

The financial narrative has evolved from a simple “cooling economy” story into a complex tug-of-war between recessionary signals and surprising pockets of resilience. While markets continue to price in future rate cuts, recent data highlights significant cross-currents that make the Federal Reserve’s path forward increasingly uncertain.

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The Power of Momentum

The Power of Momentum
Five Years, One Heart, and the Quiet Power of Momentum

February 9th marked the fifth anniversary of my heart surgery to repair a damaged mitral valve. It’s a date I don’t celebrate with fanfare, but I do honor it with reflection.

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Be Free in Your Head: What Roger Federer Taught Me During the Australian Open

Be Free Roger Federer

While watching the Australian Open, a commercial featuring Roger Federer flashed across the screen. In it, he said something that stopped me mid‑scroll:

“Be free in your head, be free in your shots, go for it.
The brave will be rewarded here.”

It was classic Federer — elegant,

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Lessons from NMHC and Melbourne

Lessons from NMHC and Melbourne
Five‑Set Tennis, Five‑Set Markets: Lessons from NMHC and Melbourne

For more than 25 years, the National Multi-Housing Council meeting has been one of my annual rituals—a place to take the pulse of the apartment market by listening to smart people, absorbing the mood of owners,

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Bob Weir and Reflections on Mortality

Bob Weir Mortality
Living Well, Dying Well: Lessons from Bob Weir and the Numbers We Leave Behind

When Bob Weir passed away at 78, I found myself doing something that has become a ritual whenever someone central to my life leaves us: I looked at the numbers.

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A Tribute to Bob Weir: A Life That Bent American Culture Toward Wonder

R.I.P. Bob Weir

I wasn’t in the most elevated of moods when I learned Bob Weir had passed away. I had just come off the tennis court after losing a mixed doubles tournament match — one of those aggravating defeats where the mind lingers on a few points you should have put away and how,

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A Flourishing-Centered Purpose

Flourishing

I ended last week’s blog stating that I would focus on discussing purpose from a personal standpoint. Over the last few months, I have been interacting with Copilot about this topic and other personal and philosophical queries. One of the key concepts that has emerged from those interactions is how central human flourishing is to how I live my life.

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