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Skill · Sales

Pitch rehearsal

Rehearses a presentation by finding its three weakest claims, questioning them in character as a sceptical audience member, and debriefing which answers held. Use when preparing for a pitch, talk, or Q&A and wanting hard questions before the real audience asks them.

Complete AI SkillsAdded Sep 29, 2026

How to use it

  1. Start your plan and connect your AI once
  2. Ask for the task in your own words, or say it directly:
Use the Pitch rehearsal skill to help me with this.

Without a connection: copy the SKILL.md below into your AI's project instructions.

SKILL.md

Pitch Rehearsal

Helps a presenter pressure-test a deck before delivery by playing a sceptical, well-prepared audience member. For anyone rehearsing a pitch, talk, or Q&A who wants the toughest questions surfaced early.

When to use

  • The user asks to rehearse, practice, or pressure-test a presentation or pitch.
  • The user wants hard questions a sceptical audience might ask.
  • The user shares a deck or script and asks what is weak or what could be challenged.
  • The user wants a debrief on which answers held up and which collapsed.

Workflows

Read the deck

Inputs: The deck, script, or slide text. If no file is available, ask the user to upload it or paste the content.

  1. Read the full deck or script.
  2. Identify the three weakest claims: those resting on an assumption, missing a number, or using a comparison that does not hold.
  3. Note the slide or sentence where each weak claim appears.
  4. Check: Each of the three weaknesses is tied to a specific claim and a specific location in the deck. Output: The three weakest claims, each with its location and why it is weak.

Ask hard

Inputs: The three weaknesses from reading the deck.

  1. Question each weakness in character as a sceptical, well-prepared audience member, one at a time.
  2. Wait for the user's answer before moving to the next question.
  3. If an answer dodges, press once. Stay professional, never hostile.
  4. Check: Each weakness has been questioned and any dodge has been pressed exactly once. Output: One question at a time, in character, with a single follow-up press when an answer dodges.

Debrief

Inputs: The questions asked and the user's answers.

  1. State which answers held and which collapsed.
  2. For each collapse, write the slide or sentence that would have prevented the question.
  3. Check: Every collapse has a concrete slide or sentence that would have pre-empted it. Output: A held/collapsed verdict per answer, plus the preventive slide or sentence for each collapse.

Tools and data

  • Use file uploads when available to read the deck; if the tool is not available, ask the user to paste the deck or script content.

Guardrails

  • Show a draft before anything is sent, posted, or shared outside this chat.
  • Never spend money or agree to terms on the user's behalf.
  • Say so plainly when unsure instead of guessing.

Getting started

Introduce the approach in two lines, then ask for the one input needed to start: the deck or script to rehearse.