
I finished my work for the day and 161 tasks were still sitting in my task management app. I had done what the day asked of me. The number on the screen told me otherwise.
Today is day 2122 of my daily barefoot-style running streak. I have covered 16,311.95 km so far, which leaves 23,763.05 km of the 40,075km lap of the world. I run every day and I raise money for children's causes along the way, with a target of £1M. Today's episode is about a different part of my life, because to-do list overwhelm is something I have felt, and the fix was not what I expected.
I built my own task management system in Airtable. I have tried ClickUp, Monday and most of the others. In my opinion mine is better than nearly all of them, and my team enjoys using it. I even built in auto-scheduling, so I only see a select chunk of work each day.
The gap was simple. The system showed me today's work, but the other 161 tasks stayed in view, waiting. Every time I closed out a day, I looked at the backlog. This was demoralising. Overwhelm, anxiety and stress followed, and my productivity dropped.
I looked at the 161 differently. If those tasks were truly important, I would have done them by now. A list does not grow to 161 when the work matters. Most of those tasks sat there because nothing bad happened when I left them alone.
This is the 80/20 rule, Pareto's principle, applied to my own list. Around 80% of my progress comes from 20% of the work. I knew the principle. I had not applied the principle to what I allowed myself to see.
I now use Kanban cards for key milestones. Each card links to a quarterly target. I break the work into weekly columns, so each week holds a short list of what moves me towards the quarter. Everything else, I do not see.
Each day an AI agent acts as my daily organiser. The agent reads my list and asks me a couple of clarifying questions. Then the agent schedules my work in time blocks in my calendar. The schedule accounts for existing appointments, getting ready and travel time. The day I get is realistic, and every block holds high priority work.
The 161 tasks have not come back to trouble me. If something critical were missed, I would be notified in some way. So far, nothing has needed me. I have clarity and headspace. I no longer finish a day feeling behind, because I planned a realistic amount and I did the right work.
I want to be accurate here. The other tasks do not disappear. Some will need dealing with at some point. The answer is systems, processes, people and AI agents, structured so the lower priority work never gets in the way of the most important work. That is a topic for another episode.
I do not complete 40,075km by looking at 40,075km. I complete today's run, and then tomorrow's. The total is too large to hold in my head, and trying to hold the total would make me quit. The streak works because I focus on one day at a time. I am planning for a streak of around 16.5 years, so consistency matters far more than intensity.
My task list had the same problem. I was looking at everything at once. Once I cut the view down to this week's priorities, the work became something I could finish, the same way a daily run is something I finish.
Here is what I would try:
1. Choose the most important things for the next 90 days. 2. Break each one into weekly chunks. 3. Focus on those chunks and leave everything else alone. 4. If something is truly important, it will come back to you, and you will then have a choice about how to deal with it. 5. Estimate how long each task will take, then time-block your calendar with realistic chunks. 6. Add buffers for travel, getting ready, eating and lunch breaks. An AI assistant can build this schedule for you.
You may be surprised how much on your list is not important. Not looking at those tasks gives you a productivity gain, because you only do the most important work.
This vlog is a diary of my life, and the diary includes the parts of work that went wrong before they went right. The vlog is also part of a fundraiser for children's causes. Every person who watches, follows or shares helps us reach more people, and more people means more money raised for children. That is why I show up every day, on the road and at my desk.
If this helped, leave a comment or ask a question. I reply to anything relevant. If you believe in the mission, please like, subscribe and share.
Watch the full episode: https://youtu.be/gkyISqN6rLo





