My AI taskmaster

Winkletter • 5 Aug 2026 •
I’m starting a new project – more like three projects under one umbrella where I’m building my perfect writing process with the help of an AI taskmaster.
- Taskmaster: A system where AI proposes writing tasks for me to complete based on projects I’m working on. I do the tasks and review them. The system learns and adapts to what works, and what didn’t.
- The App: An app where I write in 15-minute sprints, and each paragraph I write becomes part of an uneditable permanent record. This is based on what worked for me in 2021 and 2022. Assessing the app will be part of the taskmaster’s job.
- Novel: Editing the novel draft I finished in 2022 as a way to kickstart the project.
I’m starting with the editing project because I actually have a lot of data about the manuscript and how I wrote it. I originally planned and wrote it while I was writing timed sprints. So I was able to parse a lot of data.
According to the stats, it took me 120 hours to write about 60k words of the draft plus another 30k words of planning.
| month | sessions | sprints | words |
|---|---|---|---|
| 2021-05 | 4 | 48 | 10,257 |
| 2021-09 | 13 | 49 | 7,033 |
| 2021-10 | 17 | 114 | 19,600 |
| 2021-11 | 6 | 29 | 5,842 |
| 2022-01 | 39 | 285 | 49,149 |
| TOTAL | 79 | 525 | 91,881 |
With the writing sprints I was able to capture a lot of info about my process, but I never really had a way to resurface that data and learn from it. Now with AI as my boss, I might finally figure out how my writing brain works.