(2026-05-04) I Let Chatgpt Manage My Workweek

Katie Parrott: I Let ChatGPT Manage My Workweek. I may be a great writer, but I am garbage at project management.

For 15 years, I handled this weakness by tiptoeing around it. I didn’t take on managerial roles that would have required more organizational skills. I didn’t take on so much freelance work that I couldn’t keep the deadlines in my head. I passed on ambitious projects—too many moving parts.

This duct-taped approach worked until I decided to join Every full-time in April. If I were going to take on more responsibility as a full member of the team, I needed to get serious about project management

So I built myself a project manager: a ChatGPT agent that holds my OKRs—objectives and key results, the goals that define a successful quarter—watches my calendar, reads my Notion to-do list, and helps me decide what to do next

I’ve set up project management with both my Plus One agent, Margot, and as a ChatGPT agent. I’m featuring the ChatGPT agent here, but you can create your own project manager with any system that gives you a combination of memory, context, and intelligence—more on that below.

several things converged to make more comprehensive project management using ChatGPT possible.

First, memory improved enough that the system could carry context

Integrations meant that ChatGPT could finally do things like open my Notion, check my calendar, and read my Slack. Finally, products like OpenClaw and Every’s Plus One wrapped all this firepower in a package that even I, a technical neophyte, can work with

What I built: A project management agent

AI did most of the work—I just put the right information in places AI could see it, connected the tools and software where my work happens, and described the job I wanted done.

I gave it a link to a Proof document with my OKRs, four objectives, a dozen-ish key results, and a rough sense of a stack-ranking of projects

I asked it to turn “a successful quarter” into concrete phases, milestones, deadlines, and tasks.