Signal to Strategy Session 1 Worksheet Reusable On Any Workflow

Can vs. Should

Twelve jobs product teams actually do, scored on two axes. One tells you where AI works. The other tells you what it costs you to hand it over. They are not the same question, and the gap between them is where teams lose their judgment without noticing.

STEP 01

Claim your jobs

4 min

Check the jobs you personally do, not your team, you. Then put rough hours per month next to each. Rough is fine. Wrong is fine. Directionally right is all this needs.

STEP 02

Score both axes

8 min

Gut-score each job you checked, 1–5 on each axis. Don't agonize. If you're stuck between two numbers, take the lower one.

CAN How well can AI do this today?

Input · Verifiability · Context · Volume

  • 1Confident garbage. You'd redo it from scratch.
  • 2Occasionally useful, mostly cleanup.
  • 3Solid first draft. You do real work on top.
  • 4Better than your first draft. You edit, not rebuild.
  • 5At or above your level. You spot-check.

SHOULD What does handing it over cost you?

Judgment debt · Reversibility · Accountability · Presence

  • 1Never delegate the decision. This is the job.
  • 2Delegate research inputs only. Thinking stays yours.
  • 3Delegate the draft, own the call.
  • 4Delegate the work, review the output.
  • 5Delegate freely. Nobody gains from you doing it by hand.
The job Step 01 Step 02
I do this Hrs / mo CAN 1–5 SHOULD 1–5 Pain 1–5

If a job scores 3 and 3, it's scoped too broadly. Split it. "Prioritization" is fuzzy. "Assembling the inputs for prioritization" and "making the call" score completely differently.

STEP 03

Plot it, then pick one

5 min
Reveal the two-by-two Closed on purpose. If you can see where
the answers land, you score toward them.
Should →
The Queue
Automate
Leave it
The Trap
Can →

Start here: score a few jobs first

Your pick is the highest hours × pain in the Automate quadrant. Not the most interesting job. The biggest one you lose nothing by handing over.

The second blank is the one people skip. It's the one that turns a worksheet into a change.

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STEP 04

Count what you're not taking home

90 sec

You picked one job out of the Automate quadrant and you can go build that on your own. The instruction is build the workflow, and it's enough to act on. Now look at the other one.

0 jobs in your Trap quadrant

    AI is already good enough to do these, and the work is your judgment. The only instruction on this whole worksheet for all of them is one sentence: keep the draft, keep the decision.

    That sentence is right. It's also useless. It doesn't tell you what the checkpoint looks like on prioritization, what AI-assisted-but-not-AI-decided strategy looks like on a Tuesday afternoon, or what to do when your PM scores a job a 4 and you score it a 1.