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Dennis writing

Category: Newsletter

Finding the Right Balance

I was prompted by a question from Peter Thiel’s book Zero to One which I am finally getting around to reading. He asks this in every job interview: “What important truth do very few people agree with you on?” The answer reveals a contrarian view that is essentially the seed for a disruptive business or […]

Lessons From Behind the Plate

As pitchers and catchers report for spring training, I am reminded of my career as a third-string catcher and the lessons learned along the way. The call came on a Spring Saturday afternoon when I was 13 years old. I had tried out for my first travel baseball team and the coach of the Harford […]

Is it time for a check up?

This is about wellness, health, and yes, money. Have you ever gone a long time without looking at your account balances? Ever held off on checking in with your advisor because you were afraid your financial plan was off-track? Does anxiety about financial headlines keep you from learning more about money and investing? I have […]

What I Learned in 2023

Dear Reader, Looking forward, I am an optimist. Looking back, I am a historian. It’s what I am in the present that has helped me become a better investor: Unemotional. For investors, the last four years have been historic…and exhausting. We had the fastest recession, fastest recovery, fastest inflation, and the fastest interest rates. Not […]

Tragic Optimism in Times of Change

Dear Reader, The first dramatic pivot of my career happened in the summer before my senior year of college, in the rain, staring at a military tank. I was at Ft. Lewis, WA attending a four-week-long ROTC training with a thousand other cadets. It was branch orientation day, where all the branches of the Army […]

My First Sabbatical

Dear Reader, For over a month, my wife Gina, and our four kids (17, 13, 9, and 7) recently hiked and toured our way through the villages and mountains of Europe. There are surprisingly few options for crews as large as ours so we Airbnb’d our way through Germany, Slovenia, and Italy. This was a […]

Searching for Meaning

Men are struggling. The narrative is everywhere. It includes how it shows up at work (via distraction, withdrawal, etc.), the lack of emotional intimacy in friendships, and the struggle to ask for help. It is hard to remember a time when the words “aggressive balance” were more applicable than over the last few years. It […]

Fumbling the Handoff

I am happy to report we are in the final stages of our patio/yard project at the Morton house! On Monday evening, Gina told me the landscapers had come out to start planting grass seed. My immediate thought was: “Uh oh…I don’t have any sprinklers!” So, I raced to Home Depot at 7:30 pm to […]

Becoming A Visionary

Before I was fired from Wall Street, I wrote a business plan detailing how I would develop client relationships and bring revenue to the brokerage firm looking to hire me. I called it the “Morton Wealth Management Business Plan”. It confused the branch manager who reminded me that I was working for Smith Barney, not […]