What 18 Years of Annual Reviews Taught Me: A Live Q&A
I went live to answer your questions about my new book, Life in Perspective. Here are my best answers in writing, plus the full replay.
Goals
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My 2025 Annual Review
At the start of 2025, I dubbed this “The Year of Profitability,” and now that it’s come to a close, I can say we successfully fulfilled that intention. We ended the year with 2.15M in gross revenue, and $650,000 in net profit, for a 30% gross margin. That’s our second-best year ever as a business!…
The Book I’ve Been Waiting to Write for 15 Years
I’m incredibly proud to share news that’s been two years in the making: my next book is coming on November 3, 2026! It’s called Life in Perspective, and it represents the culmination of a reflective practice I’ve been refining since 2008: the annual review. If you’ve read Building a Second Brain or The PARA Method,…
What I’ve Learned From 20 Years of Goal-Setting
In the summer of 2005, when I was 20 years old, I sat down and wrote one of my first personal goals: “Hold a position in the Associated Student Government of Saddleback College at start of Fall semester (August 22, 2005).” I had just dropped out of college on the East Coast after burning through…
Beyond Acceptance: The Transformational Journey of Applying to Grad School (or Anything Else)
My wife Lauren and I met at a co-working space in San Francisco in our mid-twenties. I was working an entry-level position at a creative consulting agency, at the bottom of the pyramid. Lauren was making $15/hour at an arts nonprofit, living rent-free with her aunt. We both saw no pathway to climb in our…
The Voice-Only Mid-Year Review: Testing the Limits of ChatGPT Voice Mode
I recently set aside some time to do my mid-year review, a ritual I complete around July each year, and noticed that I felt some resistance to it. In fact, I realized that I’ve always somewhat resisted it. Since I’m currently writing a book on the subject, I decided to explore why. My first guess…
A Brief History of the Annual Review
When I began writing my next book more than a year ago, on the topic of “annual life reviews,” I assumed that the practice was a fairly recent invention. Maybe it came from the self-help movement of the 1970s. Or from corporate performance reviews. At most, I figured it might trace back to Ben Franklin…
Finding Perspective at the Edge of the World: 10 Days in Antarctica
I lifted my eyes from the journal I was writing in on the balcony of my hotel room, just in time to witness a towering block of ice split in half, splintering along its length with a thundering crack. The iceberg it was part of shuddered, throwing off a shimmering coat of frost from its…
My 4-Stage System for Learning Anything New
You discover something fascinating—maybe it’s vibe coding, sustainable investing, or sourdough baking. Your excitement builds as you imagine mastering this new skill. But then reality hits: Where do you even start? The internet offers endless tutorials, courses, and “ultimate guides.” Your bookmarks folder grows heavy with resources you’ll “definitely check out later.” Weeks pass, and…
The Death of Goals
I’ve suspected for years that the traditional concept of “goal-setting” was on its last legs. Every time I bring up “SMART goals,” I can see the light go out in my students’ eyes. An unmistakable feeling of dread and aversion fills the room, and the decline in energy and enthusiasm is palpable. They know they…
My 2024 Annual Review
As I write these words, I am crossing the Drake Passage, one of the most remote places on Earth. We are crossing from Ushuaia at the southern tip of South America to the spit of land known as the Antarctic Peninsula. It is a barren, featureless expanse that isn’t part of any continent or ocean….
The Road to 300,000 Subscribers: A YouTube Retrospective
17 years ago, at the age of 22, I uploaded my first YouTube video. My high school friend Derick and I had set up a digital camcorder, faced the camera with our backs to his bedroom wall, hit record, and just started talking about 3D printing, which was to be the first episode in a…