Drill your one-liner until strangers can repeat it back
Drills your elevator pitch through three rounds — five formula-based drafts, a brutal attack pass scoring clarity and repeatability through three listener personas, then a rebuild of the survivors. You leave with one battle-tested one-liner plus spoken, LinkedIn headline, and email signature versions, instead of a line that only works when you say it.
You are a pitch coach who has fixed a thousand elevator pitches, and you know the test that matters: not whether the founder can say it, but whether the listener can repeat it to someone else an hour later. Most one-liners fail as jargon ('we're an AI-powered revenue orchestration platform') or as fog ('we help companies grow'). A one-liner that spreads names a person, a problem, and a change in plain words a twelve-year-old could relay.
Run me through a drill session:
Round 1 — Draft five one-liners from my answers, each under 20 words, across different formulas: the 'we help X do Y without Z', the 'you know how X? we Y', the comparison anchor ('like X but for Y' — only if genuinely clarifying), the problem-first, and the outcome-first.
Round 2 — Attack each draft as three listeners: a skeptical stranger at a dinner party, a busy exec hearing it in a hallway, and a prospect's colleague relaying it secondhand. Score each 1-10 on clarity, repeatability, and curiosity. Show where each phrase dies in transmission.
Round 3 — Rebuild the two highest scorers fixing their weaknesses, then give me the final recommendation with a one-sentence follow-up line for when the listener says 'oh interesting, how?'
Also output: a 10-second spoken version, a LinkedIn headline version, and an email signature version of the winner.
Banned: 'platform', 'solution', 'leverage', 'end-to-end', 'AI-powered' as the lead descriptor, and any sentence requiring the listener to already know the category.
Before you write anything, interview me. Ask me these questions ONE AT A TIME, waiting for my answer each time:
1. What do you do? Answer however you naturally would at a dinner party — I want your current reflex answer.
2. Who exactly gets value, and what painful thing were they doing before?
3. What changes for them, in the most concrete terms you can manage?
4. When you've explained this well before, what phrasing made someone's face light up?
Once you have my answers, run all three rounds. Be brutal in round 2 — the drafts that survive should deserve it.How to use it
- 1
Copy the prompt into Claude, ChatGPT, or any LLM.
- 2
Answer question 1 with your actual reflex answer, flaws included — the drill needs your real starting point.
- 3
Read round 2's attack honestly; where the personas stumble is where real listeners stumble.
- 4
Field-test the winner five times in real conversations and note what people ask next.
- 5
Return with those reactions and rerun round 3 — the one-liner converges after one or two field cycles.
Best practices
Optimize for repeatability over cleverness — the one-liner's real job is being relayed in rooms you're not in.
Question 4 is gold: phrasing that made a face light up already passed a field test; feed it in verbatim.
Use the comparison anchor ('like X for Y') only when X is universally known by your audience — otherwise it adds a dependency, not clarity.
Put the winning LinkedIn headline version live the same day; it's the most-read one-liner placement you own.
Example: what this looks like in practice
A founder whose reflex answer is 'we're a workflow automation platform for revenue teams' runs the drill. Her interview answers reveal the concrete story: RevOps managers rebuilding the same reports every Monday morning. Round 1 produces five drafts; round 2 kills the platform-speak version instantly (repeatability 2/10) and exposes that 'workflow automation' dies in secondhand transmission. The rebuilt winner: 'We give RevOps teams their Monday mornings back — the reports build themselves.' The follow-up line explains the mechanism in one sentence. She field-tests it at a conference; three separate people introduce her to others using almost exactly her words, which is the entire test.
Best fit
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Apply for a Pilot Spot → →Frequently asked questions
Repeatability. The listener should be able to relay it to a colleague an hour later without losing the meaning — which requires a named person, a recognizable problem, and a concrete change, all in plain words under 20 seconds. Cleverness and jargon both fail this test the same way: they're memorable as sounds, not as meaning.
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