The Philosophical Investor's Blog

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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Freedom is Just Another Word for Everything To Gain

Freedom

“Freedom is just another word for nothin’ left to lose.” 

– Kris Kristofferson “Me and Bobby McGee”

I hope you had a wonderful end of 2025 and start to 2026.

Like most people,

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2025—A Year of Impact, Presence, and Woah

2025 year in review

If there’s one word that keeps returning to me this year, it’s “woah.” Not the “woe” of victimhood, but the woah of awe—the inhale that invites presence, humility, and gratitude. 2025 brought plenty of reasons to pause: service that nourished the soul,

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The Perils of Water Mismanagement

Water drought Iran

In 2018 I was on a cruise that took us to eastern Africa, two stops in India, as well as Myanmar, Malaysia, and Singapore. The cruise departed from Cape Town, South Africa. Upon arriving there we were immediately struck by how dire the water situation was.

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Dual Mandate-->Dueling Tensions

Federal Reserve Dual Mandate Tariffs

Rather than laboriously going through the Fed statement released after it cut rates by 25 basis points last week, along with Jay Powell’s key statements at his press conference, I thought I would turn to one of my A.I. assistants to produce an analysis of what was said and how investors reacted to last week’s move.

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Pendulum Interrupted

Pendulum Interrupted

The U.S. apartment market has gone through a very intense swing from the greatest market in my life in 2021 and early 2022 to a far more challenging one from 2023 through today. The pendulum swung far to the left in the wake of low interest rates,

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Emily Dickinson - Hope Is Not a Strategy

I many times thought Peace had come

When Peace was far away—

As Wrecked Men—deem they sight the Land—

At Centre of the Sea—

And struggle slacker—but to prove

As hopelessly as I—

How many the fictitious Shores—

Before the Harbor be—

-Emily Dickinson 

Every so often I will read poetry to tap into timeless thoughts and wisdom.

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December Is Back in Play

It’s been awhile since I have had a blog post with a lot of charts and graphs. This is largely because my typical source for these, www.thedailyshot, had been off line for a long period of time.

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Talking Rates in Abu Dhabi

interest rate trilemma

When I was in Abu Dhabi, I was on a panel for one of the breakout sessions focusing on global interest rates. And while there was a resource from Oxford Economics brought in to give a presentation, I couldn’t resist making my opinions and beliefs known since interest rates are one of my obsessions.

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