AI Chief of Staff — Your Personal AI Executive Assistant

PILOT replaces the $150K/year chief of staff with an AI that knows your business, manages your information, and tells you what matters every morning.

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$150K
average cost of a human Chief of Staff
1.8h
per day executives spend searching for information
24%
of a CEO's week spent on email

The Chief of Staff Problem

Every high-performing executive needs a chief of staff. Someone to filter the noise, prepare the briefing, track the decisions, and make sure nothing falls through the cracks.

The problem is that a good chief of staff costs $150,000 or more per year. For a solo founder, a fractional executive, or a leader running a mid-market company — that's not an option.

So instead, you do it yourself. You scan five email accounts every morning. You try to remember what was decided in last week's meeting. You keep a mental model of 40 open threads and hope nothing slips.

That's not a strategy. That's a coping mechanism.

What an AI Chief of Staff Does Differently

PILOT is not another productivity app. It's a system that learns your business and operates as your personal chief of staff.

Morning Briefing

Every morning, you receive 7 items that matter. Not a list of everything — a curated briefing based on your calendar, email, open tasks, and recent decisions. PILOT knows what's urgent, what's due, and what you're likely to forget.

Voice Capture

Walking between meetings? Driving? On a flight? Talk to PILOT. It transcribes, categorizes, and connects your thoughts to your knowledge graph. No typing, no apps, no friction.

Email Triage

PILOT monitors your email accounts and classifies every message: urgent, actionable, or noise. You see a summary, not a wall of unread messages. When something needs a response, PILOT drafts one.

Decision Log

Every decision you make gets logged with context — who was involved, what the alternatives were, and why you chose what you chose. Six months later, you can ask "why did we go with vendor X?" and get the actual answer.

Knowledge Graph

PILOT connects your people, projects, decisions, and tasks into a living knowledge graph. When you mention a client name, PILOT knows the full history. When you ask about a project, it surfaces every related decision, email, and note.

Why PILOT Exists

PILOT was built by Sebastian Schieke, who runs a consultancy and an AI startup simultaneously. Five email accounts. Three messaging platforms. Back-to-back meetings. The information overload was real — and no existing tool solved it.

The insight was simple: executives don't need more tools. They need a system that knows their business and tells them what matters.

That's what PILOT does. It's not about features. It's about waking up every morning and knowing exactly what to focus on — without spending the first hour figuring it out.

Who PILOT Is For

PILOT is designed for founders, fractional executives, and business leaders who manage multiple streams of information. If you have more than two email accounts, attend more than five meetings a week, and regularly feel like you're forgetting something important — PILOT was built for you.

Currently accepting 10 founding users. Setup takes less than a week, and your first morning briefing arrives on day one.

FAQ

Frequently Asked Questions

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Currently accepting 10 founding users.
You’ll hear from Sebastian directly.

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