Software Engineering

AI-driven daily focus and accountability using goals and weekly check-ins

Uses an AI assistant with persistent memory of initiatives/targets plus a weekly check-in to recommend what to focus on beyond just calendar-based scheduling.

Why the human is still essential here

The human sets the objectives and ultimately chooses priorities; AI provides decision support and reminders aligned to stated goals.

How people use this

Weekly OKR check-in coach

Run a weekly prompt that reviews stated OKRs, recent wins/blockers, and upcoming deadlines to propose the next week’s top priorities.

Claude / Notion

Daily focus plan from work systems

Create a daily plan that pulls urgent Linear issues, calendar commitments, and inbox load to recommend a realistic 3-item focus list.

ChatGPT / Linear / Google Calendar

Accountability nudges and follow-ups

Send end-of-day messages asking what shipped, what slipped, and what needs escalation, then roll learnings into the next day’s plan.

Todoist / Slack / OpenAI API

Community stories (1)

LinkedIn

Most people use AI coding tools to write code.

Most people use AI coding tools to write code. I'm using Claude Code to help build a personal operating system as a CEO.

I've hooked it up to many different tools that are important to us: Todoist, Slack, Linear, Notion, Salesforce, Gong, email, and so on. I've found it to be far more useful and sticky than the vanilla ChatGPT approach.


I now think of it as a mini coach+chief of staff. Some particularly valuable ways I'm using it right now or things I'm experimenting with:


🧠 Distillation of knowledge

I have a knowledge base that auto-syncs meeting transcripts from Granola, documents from Notion, indexes them by type (1:1s, customer calls, leadership), and makes them queryable across any conversation. It syncs to my Mac hourly. This means I can go see someone at their desk, Granola the conversation, and the context is now available for any future work I want to do with Claude.


🧘‍♂️ Removing distractions

A small but useful skill I've built is the slack-cleanup skill. It scans my 170+ channels, checks 6 months of activity, cross-references Salesforce and many other tools before deciding what to leave. Keeps me focused.


💭 Self-reflection and persistent memory

It knows our yearly initiatives, quarterly targets, and I write a weekly check-in before the week starts. So when I ask "what should I focus on today?", it doesn't just read my calendar. It checks whether my week is tracking against what actually matters. It's a gentle and useful accountability system.


🧐 Thinking quality

I'm experimenting with a /frame skill that takes messy context and distils it into a one-sentence problem, the binding constraint, and the eigenquestion — the question whose answer determines the answers to all the other questions. I use it to force forward progress on hard problems.


🔎 "Cheap", one-off analyses

For example, a competitive deep-dive into win rates, backed by specific customer quotes on gaps, with Gong snippets. That was a multi-day project compressed into minutes, backed by hard evidence, so I can sense check correctness.


Ultimately, I think the most benefit comes from work that would never have happened in the first place because it was far too expensive to do, vs. making me faster at what I already do. I recommend!

SW
Stephen WhitworthCEO at incident.io
Feb 25, 2026