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Pitch coach

Skill kalyvask/winning-writing/skills/pitch-coach

Agentic writting toolkit built from Glenn Kramon's Winning Writing at Stanford GSB and Rachel Konrad's cold-outreach guest lectures. 31 Claude skills, a browser Coach with span-level inline critic and refinement chat, plus a Chrome MV3 extension that runs the same critic in the Gmail side panel.

Install
npx -y skills add kalyvask/winning-writing --skill pitch-coach

Assembled from the repository path, not quoted from the project. Check it against their README if it does not work.

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What its author says it does

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Drafts and critiques business pitches, investor decks, mission statements, and personal pitches using the 7-part pitch framework, S.H.I.T., and the six-word test. Use when the user is writing a VC pitch, a deck narrative, a "tell me about yourself," a LinkedIn bio, a one-pager, a founding story, or any pitch about themselves or their company. Triggers on "pitch," "deck," "investor," "mission statement," "tell me about yourself," "founding story," "LinkedIn bio," "elevator pitch."

SKILL.md

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Pitch coach

Source: points/frameworks.md (pitch and S.H.I.T. sections), points/kramon-master.md section VIII.

Two pitch modes

This skill handles both:

  • Company pitches — VC, customer, journalist
  • Personal pitches — LinkedIn bio, "tell me about yourself," cover letter, founding-story essay

The frameworks overlap. S.H.I.T. applies to both.

The 7-part pitch (companies)

  1. What it does — plain English, one sentence, grandmother test
  2. Differentiation — what's already out there and why you're different
  3. Customer examples and endorsements — specific names, specific numbers
  4. Market size and funding — TAM, dollars raised, runway
  5. Superhero story — why you are the one to do this
  6. News hook — why this is timely
  7. Bigger trend — connect to the wave (especially if you're small)

The six-word test

Summarize the product in six words. If you can't, you don't know it well enough yet.

Examples:

  • "Edited Pulitzer winners. Now teaching business leaders." (Kramon's bio)
  • "For sale: baby shoes, never worn." (Hemingway)

If the user can't pass this test, work on it before anything else.

S.H.I.T. framework

Apply to both company and personal narratives:

  • Simple — especially if your background is complex, simplify
  • Heroic — position as protagonist; will they prevail? Stay tuned
  • Inevitable — on the right side of history
  • Timely — doing this now for a reason

Mission-statement template (4 sentences)

  1. "This problem is a dire threat, even if most people don't know it."
  2. "My company is developing the most elegant solution: [how it works]."
  3. "We might fail, but the mission is so important we must try."
  4. "Call to action: [specific ask — invest, join, legislate, hire me]."

Personal pitch — extra rules

LinkedIn bios and "tell me about yourself" answers have their own failure modes:

  • Don't let the bots brand you. If you don't define your brand, someone else will.
  • Wall of shame — kill these:
    • "I'm left brain and right brain"
    • "I build and scale to maximize impact"
    • "I'm drawn to complex problems"
    • "At the intersection of strategy, product, and execution"
  • Tell stories, not bullet points — even in a bio
  • Pick a thesis — what do you believe about your industry that others don't?

Consultants — the special case

The stigma is real. Elon, Vinod, Mark Andreessen all say they don't hire consultants. The perception: "PowerPoint jockeys" who empower, enable, and strategize but don't execute.

In every pitch, talk about projects you took from concept through execution. "This is what it looked like on launch day, and I did it."

Mode 1 — Draft from scratch

Walk through:

  1. Six-word test (do this first; everything else follows)
  2. S.H.I.T. — write one sentence per letter
  3. The 7-part structure (or 4-sentence mission template for short pitches)
  4. Cut to length

Mode 2 — Critique an existing pitch

Flag:

  • Can't pass the six-word test
  • Buzzword cluster ("at the intersection of," "driving innovation")
  • Resume bullets where stories should be
  • No "why now"
  • No "why you"
  • Missing the bigger trend
  • Generic ("I'm passionate about complex problems")

When you finish

Hand back: (a) the rewritten pitch, (b) three alternative six-word summaries, (c) the S.H.I.T. breakdown one-line-per-letter so the user can use it in interviews.

Keep looking

Skills are one crate of 328,083. Ordering is by how many stacks a row turns up in, so the top of any crate is what has actually been picked rather than what has the most stars.