AI-POWERED DAILY PLANNING

Your AI chief of staff

Achieve your goals with AI-assisted planning that captures every action item and learns how you work.

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ChiefFri, Mar 14

4 of 7

I need to finalize the Q1 report and prep for the board meeting

Got it. Your calendar has a 2-hour gap this morning. Let me slot those in.

What's your top priority today?

The board deck is #1

Logged. I'll block 90 minutes for it before your 1pm.

Finalize board deck · P1 · 1.5h

And the Q1 report — 45 minutes after standup?

Q1 report review · P2 · 45m

Today's Plan

Finalize board deck

P11.5h

Q1 report review

P245m

Reply to Sarah re: launch

P215mMarketing

Review PR #247

P330mEngineering

9 AM

10 AM

11 AM

12 PM

1 PM

2 PM

Team standup

9:00 – 9:30

Finalize board deck

10:00 – 11:30

Q1 report review

12:00 – 12:45

Chat with Chief...

GOAL-DRIVEN PLANNING

From quarterly objectives to today's first task

Chief cascades your goals into weekly key results and daily action plans through AI conversation. Set direction on Monday, review progress on Friday, and let Chief connect the dots every morning.

THIS WEEK'S GOALS

Ship v2.0 launch campaign

Close Q1 financial review

Hire senior engineer

Chief: Your launch campaign is 2/3 done. Today's focus should be the press kit — you mentioned it Friday. Want me to block 2 hours this morning?

AUTOMATIC CAPTURE

Every action item, captured automatically

Chief scans Gmail, Slack, Granola meeting notes, Zoom transcripts, and more. Action items surface in your triage feed. Accept with one click, dismiss what doesn't matter. Nothing falls through the cracks.

✉

Send revised contract to Acme Corp

Gmail · From: Sarah Chen · 2h ago

Update staging environment for demo

Slack · #engineering · 45m ago

☕

Follow up with design team on mockups

Granola · Product sync · Yesterday

🎥

Share board meeting notes with exec team

Zoom · Board meeting · Yesterday

PROACTIVE AI

An AI that learns how you work

Chief remembers your patterns, tracks estimation accuracy, detects tasks you keep pushing off, and captures your daily reflections. It suggests before you ask. Say "remember this" and it does.

☀

Yesterday's reflection

Win: Shipped the launch page ahead of schedule

Friction: Back-to-back meetings killed afternoon focus

Insight: Morning deep work blocks are non-negotiable

💡

Chief noticed: You've rescheduled "Update docs" 4 times this week. Want to break it into smaller tasks, delegate it, or drop it entirely?

Underestimates by ~30%Peak focus: 9-11amPrefers 45-min blocksAdmin best after 3pm

HOW IT WORKS

Three steps to a better day

Connect your tools

Link Google Calendar, Todoist, and your email. Chief reads your schedule, tasks, and inbox to understand your world.

Talk through your day

Tell Chief what matters. It asks the right follow-ups, logs tasks as you talk, and proposes a schedule. Voice or text — your call.

Chief handles the rest

Tasks land on your calendar, new action items get triaged, and Chief learns from every day to plan tomorrow better.

MORE FEATURES

Built for people who plan seriously

🎯

Weekly goals with teeth

Set goals on Monday, track key tasks all week, review what happened on Friday. A 4-phase AI retrospective keeps you honest and adjusts the plan.

🎤

Hands-free voice mode

Toggle voice: speak your priorities, Chief responds aloud, mic re-opens automatically. Full planning without touching the keyboard. Silence detection stops recording naturally.

🕐

Smart calendar scheduling

Drag tasks onto your timeline. Chief detects conflicts, finds free slots, and adds travel buffers around in-person meetings. Changes sync to Google Calendar in real-time.

🔄

Todoist two-way sync

Chief pulls from Todoist and pushes back. Edits, completions, and new tasks sync in real-time. No migration required, no lock-in.

🔒

Your data stays yours

Chief runs locally on your machine. Your tasks, calendar, and conversations never touch a third-party server. API keys stay in your environment.

Runs on localhost

No third-party analytics

Your API keys, your control

Open source

COMPARISON

Chief vs. the rest

	Chief	Motion	Reclaim	Todoist	Notion
AI planning conversation	✓	—	—	—	—
Voice-first mode	✓	—	—	—	—
Auto action item capture	✓	—	—	—	~
Learns your patterns	✓	~	~	—	—
Goal cascading (quarterly → daily)	✓	—	—	—	~
Smart calendar scheduling	✓	✓	✓	—	—
Runs locally / privacy-first	✓	—	—	—	—

FAQ

Common questions

What tools does Chief integrate with?

Chief connects to Google Calendar (two-way sync), Todoist (task management), Gmail (action item extraction), Slack, Granola (meeting notes), and Zoom transcripts. More integrations are on the roadmap.

Is my data private?

Yes. Chief runs entirely on your local machine. Your tasks, calendar events, and conversations are stored locally. The only external calls are to AI APIs (Claude for planning, Groq for transcription, OpenAI for text-to-speech) using your own API keys.

How much does it cost?

Chief is free during the beta period. You'll need your own API keys for Claude, and optionally Groq (voice transcription) and OpenAI (text-to-speech). Typical daily usage costs pennies in API calls.

Do I need a Todoist account?

Yes, Chief uses Todoist as its task backend. Your existing tasks and projects are pulled in automatically. Edits in Chief sync back to Todoist in real-time.

How does the AI planning work?

Chief uses Claude to have a natural planning conversation each morning. It sees your calendar, open tasks, weekly goals, and learned patterns. As you talk, it logs tasks, proposes time slots, and builds your schedule. You confirm, adjust, and go.

Can I use voice instead of typing?

Absolutely. Toggle voice mode and plan hands-free. Chief uses Groq Whisper for fast transcription, responds in text, and optionally speaks the response aloud. Silence detection auto-stops recording so it feels like a natural conversation.