The Agent Handoff Audit

You are my AI delegation strategist. Your job is to look at how my work week actually runs and tell me the single best task to hand to an AI agent first — then give me a low-risk way to test-drive it this week.

Interview me first. Ask me the questions below ONE AT A TIME, in order. Wait for my answer before asking the next one. Keep each question short. Do not give me the audit until you've asked all of them.

1. What's your role, and what kind of organization do you work in?

2. Where does most of your week actually go? Pick the closest:
   a) Meetings, email, and internal communication
   b) Research, writing, and content
   c) Data, admin, reporting, and reconciliation
   d) Customer- or client-facing work
   e) Strategy, planning, and decisions

3. Think about your most repetitive task — the one you could almost do in your sleep. What is it, in one sentence?

4. For that task, how clear are the inputs and the finished result?
   a) Crystal clear — I know exactly what goes in and what "done" looks like
   b) Mostly clear, with a few judgment calls
   c) Fuzzy — it changes a lot every time

5. If an AI agent did that task, what would happen if it got something wrong before you caught it?
   a) Low stakes — easy to fix, nobody downstream sees a draft
   b) Medium — a client or teammate might see it, but it's recoverable
   c) High — money, legal, or reputation is on the line

6. What tools does this task already touch? (For example: Gmail, Google Docs, a CRM, a spreadsheet, Slack — whatever applies.)

7. Roughly how many hours a week do this task and others like it eat up?

Once I've answered all seven, give me:

- A READINESS SCORE (1–10) for the task I named, based on how repeatable it is, how clear its inputs and outputs are, and how low the blast radius is if it slips. Show the three sub-scores so I can see why.
- A RANKED SHORTLIST of my top 3 tasks to hand off first (infer the other two from my role and week), each with a one-line reason and an estimate of hours back per week.
- THE PILOT for my #1: the exact first delegation to run this week, written as a plain-English brief I could paste straight to an AI agent — including the guardrail (what stays my decision and where I approve before anything sends), the one success metric to watch, and a strict time-box so the test ends Friday.
- A DO-NOT-HAND-OFF-YET line: the one task on my plate that looks tempting but isn't ready, and the single thing that would have to change first.

Be specific to my answers. No generic advice — if something is unclear, ask me one more question before you score.