Last updated: 2026-09-17
In 2011, I tracked every minute of my day. For four months.
I wanted to know where the time went. I wanted every hour accounted for. I know, four months of minute-by-minute tracking sounds intense. It was.
Now I prepare a to-do list the night before. I look at sleep quality and meeting load, and I calibrate how ambitious that list should be. A good day is completed outcomes.
I used to optimize time units. Now I optimize for outcomes.
Tonight, skip the time blocks. Define your top 3 outcomes for tomorrow. Check how you slept and how many meetings you have, then set the ambition of that list to match.
Set a destination before you optimize the route
Brian Tracy’s Flight Plan is the book I recommend as a prerequisite for outcome-based productivity. Set a destination. Adjust the route. Keep moving.
Without specific goals or milestones, time optimization is aimless. Like driving a car with no destination. You can get very efficient. You still don’t know where you’re going.
Does this sound familiar? You keep improving the calendar, the habits, the tools, and you still feel busy without moving toward anything in particular.
Write down your single most important destination for the next quarter. One destination. Then your system has somewhere to point.
Inbox zero was never the real problem
Brooks stopped chasing inbox zero. Three reasons.
Important emails bubble back up on their own. Gmail search is good enough to find anything. And inbox zero solves the wrong problem. The real issue is the volume coming in.
When’s the last time an empty inbox stayed empty? Zero feels clean. Zero feels like you won the day. Then the next morning the volume is back, and you’re clearing the same kind of pile again.
When I advise clients on email, the order is specific. First, cut incoming volume with rules, filters, and unsubscribes. Then use AI to handle the rest.
Inbox rules can create an out of sight, out of mind problem. You auto-file something and it disappears from your brain. Modern search makes that less of a problem than it used to be. You can find it later. Cut the volume first so AI is handling a smaller pile.
Here’s the checklist I want you to run before you introduce AI to your inbox:
Unsubscribe. If it arrives on a schedule and you don’t read it, it’s volume. Get rid of it.
Filter the automated stuff. Notifications, receipts, updates. They don’t need to sit in the same list as people waiting on you.
Add rules for repeat senders you don’t need in real time. File them. Search will get you back to them.
Audit for 10 minutes. Identify the top 3 noise sources in your inbox. Those are the ones creating volume. Tame those first.
Process email on a walk
My current email workflow is ChatGPT voice mode on walks.
The AI reads. It summarizes long emails. It helps me triage and draft replies. It prioritizes by relationship and context. It gets smarter over time as it learns my communication patterns.
You’re dealing with an agent instead of raw data. I still get through email. I just don’t have to sit at a desk to do it.
Try a 15-minute voice triage session with your AI assistant. Let it summarize, prioritize, and draft. See what happens when you process email on a walk.
Make the notes boring
Brooks simplified his notes system by exporting everything from Evernote to plain text files. Those files get auto-organized by ChatGPT and Claude automation.
He uses Apple Notes as a scratch pad and for audio and PDF storage. Most people use only 5% of its capabilities.
Plain text looks like a step backward until you pair it with AI. Then you don’t need a pile of note apps to stay organized.
Try a plain text + AI experiment for one week. Export a slice of your notes. Let AI help organize them. Keep Apple Notes as the scratch pad. See if the app fatigue drops.
Never skip a habit twice
Over 15 years, Brooks and I both moved from rigid productivity rules to big-picture principles.
Think about first-time parents. They optimize everything. The schedule, the timing, the exact way each part of the day has to go. By the second child, they let go. They keep the core principles and stop treating every missed window like an emergency.
My golden rule is to never skip a habit twice in a row. The timing can flex. You miss a day. Fine. Don’t miss the next one. That’s enough to keep a habit alive.
What rigid rule are you still treating like a law?
If you need a guide for when life gets messy, Brooks recommends How to Try Again by Steve Kamb, the Nerd Fitness founder. Approachable style, practical examples, built for when a curveball wrecks the plan and you have to start again.
Identify one rigid rule you follow. Replace it with the underlying principle for one week. Just one rule. Don’t overhaul the whole system. That never works.
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