- Physical, emotional, and mental health
- Wisdom, knowledge, and information
- Value chains
- Becoming a writer
- Confidence
- Creating, editing, and ownership
- Thinking more, talking less and more purposefully
- Using early morning for creative work instead of task work
- Companies as primary mechanism by which humans organize to solve problems
- The oil deposits of knowledge waiting to be refined into gasoline
- Extrinsic motivations vs. intrinsic motivations
- Defining "modern work"
I’ve journaled for something like ten years. I average something like 70-120 entries at around 1,000 words an entry. Some directed writing, some stream of consciousness. I write to think in the moment. It’s extraordinarily clarifying to see my thoughts.
One thing I love doing is looking back at what I’ve written on the one, two, three year anniversary of whatever day it is I’m writing. It’s interesting to observe the plurality of the self across time. I’m also a big end-of-year ritual person. I cherish the time around the holidays because I slow down and think deeply about what I’m happy with and what I’d like to change. This year I tried something new with my end-of-year ritual. I decided to go back and read every single journal entry from 2018.
I opened a note as I read and created headings for each month. As I read, I took notes on themes and anything that generally or specifically struck me. I planned on reviewing all the notes at the end in some kind of meta review. After getting through January, I knew this was an awesome decision. I was pretty amazed at how much I forgot. I had some good ideas. I had some wrong ideas. I thought I was doing a good job as CEO in Jan 2018. In December that made me more than chuckle.
The whole exercise took me a week or so of hour long sessions. At the end, I found I consistently write about ~15 themes:
- Confidence
- Identity
- Relationship with my business partner
- The value of the past
- The plurality of the self
- Growth as a leader & CEO
- My tendency to numb
- Loneliness
- New friends
- "The barely awake"
- Taking things too seriously
- Systems for navigating life
- Health
- Gratitude
- The state of the world
- Announced Holloway (Feb. 8, 2018); link
- R2
- Released first Holloway product, The Holloway Guide to Equity Compensation (Aug. 8, 2018); link
- Finished the first full draft of The Holloway Guide to Raising Venture Capital, my first book-length piece of writing.
- Created a working document to reflect on my identity.
- Made the Forbes 30 Under 30 in media list.
A new section this year.
- Working out
- Reading at lunch
- Keeping away from alcohol during the week
- Benchmarking health by resting heart rate
- The Post-Productive Economy (2013)
- Better Than Free (2008)
- Two Kinds of Generativity (2010)
- The Turpentine Effect, John Backus
- Career strategy applied through the lens of risk., Erik Torenberg
- be on a RELENTLESS pursuit of data and knowledge., Arlan Hamilton
- How to Actually Manage Attention Without Smashing Your Phone and Retreating to a Log Cabin, Venkatesh Rao
- Whenever there's a large contentious issue between a large tech company and the outside world - journalists, analysts, etc - I'm reminded of this story of Daniel Ellsberg meeting Kissinger., Sriram Krishnan
- Distribution Everywhere
- New Jumpshot 2018 Data: Where Searches Happen on the Web (Google, Amazon, Facebook, & Beyond)
- Four Fits For $100M+ Growth
- The Hierarchy of Engagement, expanded
- Wait But Why’s Tim Urban on Parsing and Transmitting Complex Ideas
- The Epic Saga of The Well
- [Jeff Bezos' Annual Shareholder Letter — 2018]
- Brrrr. The Secret History of Frozen Food
- Tomorrow's Advance Man
- Take our playbook: NPR’s guide to building immersive storytelling projects
- Communities Can Grow Too Quickly
- Using GitHub for Collaborative Journalism
- A Visual Vocabulary for Product Building
- Yan Lianke’s Forbidden Satires of China
Completed
- 🔥 WTF: What's the Future and Why it's Up to Us
- 🔥 Draft No. 4
- 🔥 The Courage to Be Disliked
- 🔥 Zen and the Art of Motorcycle Maintenance
- The 22 Immutable Laws of Marketing
- Designing Your Life
- Grid Systems
- If This Isn't Nice, What Is?
- The Future (MIT Press Essential Knowledge)
- The Decision Book
- On Being Nice
- A Guide to the Good Life
Started
- 🔥 The Righteous Mind: Why Good People Are Divided by Politics and Religion
- 🔥 The Great CEO Within
- Book: A Futurist's Manifesto
- What Editors Do
- Developmental Editing
- Interaction of Color
- High Growth Handbook
- When Coffee and Kale Compete
- HBR's 10 Must Reads on Strategy
- How to Find Love
- Frames of Mind
- The Genius of Opposites
- Experience and Education
- The Outsiders: Eight Unconventional CEOs and Their Radically Rational Blueprint for Success
- Disciplined Entrepreneurship: 24 Steps to a Successful Startup
- Measure What Matters: How Google, Bono, and the Gates Foundation Rock the World with OKRs
- The Dip: A Little Book That Teaches You When to Quit (and When to Stick)
- The Elements of Eloquence: Secrets of the Perfect Turn of Phrase
- The Moral Animal
- Seeking Wisdom
- Sapiens
- The World as It Is
- Measure What Matters
Completed
Started
- Nils Frahm
- The Punch Brothers
- Nathaniel Rateliff & the Night Sweats
- Lake Street Dive
- Russ
- Marshmello
- RÜFÜS DU SOL
- Elizabeth Moen
- Leon Bridges
Quarterly playlists
Created this year
- Upbeat Focus
- Classical Enough, For music that wasn't necessarily composed in the classical era, but you know...it sounds like it was.
Discovered this year
- Delirium —2013, Tobias van Schneider
- The Monster is Me, Tobias van Schneider
- DIAMOND VEINS, Tobias van Schneider
- Situation Normal, Everything Must Change Simon Wardley
- Transcending Time | Interstellar's Hidden Meaning Behind Love and Time
- Kurt Vonnegut delivers college commencement address (1999)
- Learning From Seymour Papert (Panelists: Mitch Resnick, Marvin Minsky, Alan Kay, and Nicholas Negroponte.
- AutoSleep
- HeartWatch
- Waking Up
- PowerThesarus
- Dictionary (Webster's)