Funding the Adventurous Life
From a market perspective, history has always favored the unfazed, the patient, the forgetful. Drastic action in times of great uncertainty is almost always the wrong move. Time and again—just like now—people convinced themselves of imminent disaster. And in nearly all cases, they were wrong. Financial writers and hardened optimists are right to remind us: “This time isn’t different.”
But I’ll be straight with you: This time might be different.
Continue reading “Is This Time Different?”
Recently, I sent a mini-post to my newsletter subscribers about reclaiming financial independence as a tool for deeper engagement—using it to connect, create, and contribute instead of opting out. Today, I’m reflecting on your feedback.
Continue reading ““I Quit” Is the Wrong Legacy (And Here’s a Better Future)”
We chase financial independence and early retirement, believing these achievements will provide a better life. But what if the pursuit of such goals is actually trapping us?
Continue reading “A Midlife Crisis Without the Sports Car”
Australia’s Victoria coast along the Great Ocean Road is advertised as one of the world’s most scenic drives. Instead, we found fierce winds, ship-devouring waves, and a hefty dose of humility.
This is part 2 in a series. Read part 1 here.
Continue reading “Under Gray Skies on a Shipwrecked Coast”
My wife and I spent September in Australia. This essay, the first in a series, recounts our sun-drenched start before things took a turn for the worst.
Continue reading “The Flat White Chronicles”
Our dog, Maggie, died suddenly but not unexpectedly at our home on May 25th, 2024. This is a story of our lives together, and why losing a pet can cut so deeply in today’s world.
Continue reading “Yonder Goes Little Maggie”
David Champion retired early at 53. In his own words, the first five years were “magnificent,” with endless opportunities for climbing and adventure. However, he knows the next five won’t come so easily.
Continue reading “David Champion: The Psychological Challenge Of Early Retirement”
Cory Richards shocked the world when he abruptly ended his climbing career at the foot of Dhaulagiri in 2021. He is ready to tell his story.
Continue reading “Cory Richards: The Color of Everything”
Escaping the grind is wonderful and often needed. But life is long and money scarcity motivates us to do hard things that make life rewarding.
Continue reading “Life Without Money Scarcity Might Just Make You Lazy”
Imagine being faced with the daunting task of predicting the future with nothing but incomplete information and a handful of hunches. Perhaps you’re considering new experiences, like travel or moving to a different town. When I imagined quitting my job, I envisioned a happier world, free from the perceived burden of corporate work. In the following months, however, my expectations were shattered upon realizing that I still largely felt the same despite my newfound freedom. In recent years, this recognition has remained vivid, sparking my curiosity about why predicting outcomes in the face of uncertainty is so difficult.
Whether anticipating a geopolitical event, forecasting stock market trends, or simply contemplating life’s next move, accurate prediction is an ever-present challenge. As I began to journal in earnest some years ago, I uncovered a fascinating trend hidden between the mundane details: my predictions were fraught with overblown concern and startling inaccuracy. Delving into the complexities of prediction and expertise, it becomes clear that many factors—from biases and cognitive distortions to the whims of randomness—shape our perceptions of certainty and accuracy. Despite these hurdles, new research offers a glimmer of hope.
Continue reading “The Illusion of Skill and How to Make Better Predictions”