★ Worksheet · 90-Second Story ★

The founder origin story
that makes them lean in.

Seven prompts. One button. A draft 90-second origin story you can actually tell out loud — the kind that anchors every sales call, every podcast intro, every "so what do you do?" at a conference. Stop describing your business. Start telling its story.

7 Prompts ~10 Min to Fill Stitched Output
Start the worksheet →

A good origin story is worth more than a good landing page.

Customers don't buy products — they buy stories that include products. The owners with a clear, specific origin story close more deals, get better referrals, attract better press, and command better prices. The ones without it sound like every other vendor in their category, no matter how good their work is.

The catch: most founders can't tell their own story. They know they have one, they fumble through it at every networking event, and they leave money on the table every time someone asks "so how did you get into this?"

The fix isn't writing skill. It's structure. Answer seven prompts in the right order and the story assembles itself — specific, with stakes, with the line that makes someone lean in.

★ The 7 prompts

  1. The Before — your life before this
  2. The Itch — the moment something shifted
  3. The Fight — what you had to give up
  4. The Insight — what you saw that others didn't
  5. The Mission — who specifically you're here for
  6. The Stake — what would be lost without you
  7. The Now — one real recent moment
★ The Worksheet ★

Answer the seven prompts.

Each one has a weak example and a strong example so you know what good looks like. Aim for one or two sentences per answer — specific, not polished. When you're done, hit "Build my story" at the bottom.

★ Prompt 01 · The Before
What was your life or situation before this business existed?

Why this matters: context makes the rest of the story mean something. Skip it and the story has no contrast — and contrast is what makes anyone lean in.

Weak

"I was working a corporate job."

Strong

"I was three years into a marketing job I was supposed to love, watching my dad's small business get squeezed out by big-box stores he couldn't compete with online."

Aim: 1–2 sentences0 chars
★ Prompt 02 · The Itch
What specific moment made you think "someone should do this differently"?

Why this matters: the itch is the story's inciting incident. Without it, you didn't really start anything — you just drifted into it, and stories without an inciting incident are boring.

Weak

"I realized there was a gap in the market."

Strong

"It was a Thursday afternoon at a client meeting where I watched a $400K agency contract get burned on a logo no one asked for. I left and never came back."

Aim: 1–2 sentences. Name a specific moment.0 chars
★ Prompt 03 · The Fight
What did you have to give up, risk, or push past to start?

Why this matters: stakes make the story real. Stories without stakes sound like brochures — and brochures don't get retold.

Weak

"I decided to take the leap."

Strong

"I quit a job that paid 2x what I now make, with two kids under three at home, and my wife working part-time. The first six months I borrowed against the truck."

Aim: 1–2 sentences. Real stakes only — no humblebrags.0 chars
★ Prompt 04 · The Insight
What's the one thing you understood that most people in your space don't?

Why this matters: insight is what makes you not just "another one of them." Without an insight you're a vendor — with one you're a specialist with a point of view.

Weak

"I knew there was a better way."

Strong

"Most contractors compete on price because they don't know how to price their hours. I figured out that pricing by outcome instead of hour cuts both my client's anxiety and mine in half."

Aim: 1–2 sentences. State it as a contrast.0 chars
★ Prompt 05 · The Mission
Who specifically are you here for, and what do you want for them?

Why this matters: a vague "I help small businesses" is invisible. A specific who plus a specific what you want for them makes the right person self-identify and lean in. The wrong people opt out — that's a feature, not a bug.

Weak

"I want to help small business owners grow."

Strong

"I'm here for the second-generation family-business owner who took it over from their dad and is terrified of running it into the ground. I want them to feel like they actually know what they're doing within 12 months."

Aim: 1–2 sentences. Name them like a friend would.0 chars
★ Prompt 06 · The Stake
What would the world miss if you stopped doing this?

Why this matters: this is the line that makes the audience root for you instead of just listening. Without stakes it's a job — with them it's a calling people remember.

Weak

"I think we make a difference."

Strong

"The small contractor who's built houses his whole career, who knows every joist by name, doesn't get the same shot at growing as the guy who can hire a marketing agency. If I'm not in this, that gap gets wider."

Aim: 1–2 sentences. Be honest, not grandiose.0 chars
★ Prompt 07 · The Now
Tell me about one specific recent moment in the work — a client, a win, a hard day.

Why this matters: recency proves the story is still alive. Old origin stories without current proof feel staged — like a founder who hasn't actually done the work in years.

Weak

"We help clients every day."

Strong

"Last Tuesday, a salon owner I've been working with for 8 weeks called crying because she just had her first $20K week. She'd been at $4K for two years. That's what this is."

Aim: 1–2 sentences. Specific & recent — the realer the better.0 chars
0 of 7 answered

Your draft.

~90 seconds spoken
★ Anatomy of a story that makes people lean in

Five things every great founder story does.

Different founders, same five rules. If your story is missing one, listeners will nod politely and forget. Hit all five and they'll repeat it back to people you'll never meet.

★ Where to use it · 5 contexts

One story, five compressions.

Your 90-second story is the master version. For every other context, you'll compress it — but you can only compress what already exists. Build the long version first; the short ones extract from it.

~90 secHomepage About / sales page

The full assembled version, lightly polished into prose. Lives on your About page and at the bottom of your homepage. The single most-read longer-form thing on your site after the headline.

~60 secSales call opener

Trim Prompt 6 (the stake) and shorten Prompt 1 (the before). Keep the itch, the fight, the insight, the mission, and the now. The version you use when a prospect asks "tell me a little about how you got into this."

~30 secPodcast guest intro

Itch + insight + mission + one current proof. The version the host reads while introducing you, or the version you give when they ask "tell us your story." Punchy enough to set up the rest of the conversation.

~15 secNetworking opener

One sentence with the fight + one sentence with the mission. Skip the rest — it's bait, not a recital. "I left a corporate marketing gig because I watched my dad's small business get crushed by Amazon — now I help second-generation owners modernize without losing what made them work."

~20 secPartner / referral intro

The mission and the insight, framed for the partner's audience. "She works with X kind of person, and her thing is Y. That's why I think you two should talk." The shortest version, but the one with the highest conversion rate, because it comes with a trusted introduction.

★ RuleDon't ad-lib it. Tell it the same way.

The discipline of telling your story the same way every time is what makes it memorable to others — even if you're tired of it. Different versions for different lengths, but the words inside each version stay consistent. Repetition is what builds reputation.

Tweaks by who you are.

The seven prompts are universal. What "lean in" looks like isn't — here's how to read your draft through three audience lenses.

Coaches

For coaches & consultants

  • Lean hard on Prompt 04 (the insight). Coaches differentiate on point of view, not credentials. Your contrast statement IS your positioning — write it like the headline of the website you wish existed.
  • Prompt 07 (the now) is your proof — use a client. A coach without a recent client moment sounds theoretical. Lead with the specific person who just had the breakthrough, with permission to name a detail.
  • Skip "I help people find their best selves." That language is invisible. Use the exact words your client used to describe their problem before you worked together. Their language is your positioning.
Service Pros

For trades, home services, contractors

  • Prompt 03 (the fight) is your trust earner. Service customers buy people, not companies. The story of what you risked to do this work properly is what separates you from the lowest bid.
  • Prompt 06 (the stake) should name a real customer type. "The retired homeowner who's been quoted the moon for a job that's actually small" is more powerful than "ordinary people." Specific stakes beat general ones every time.
  • Prompt 07 (the now) should be a real recent job. Don't sanitize. "Last week, we walked into a botched bathroom another contractor abandoned" earns more trust than any sales line.
Brick & Mortar

For shops, restaurants, storefronts

  • Prompt 01 (the before) is your origin. Brick & mortar lives on connection. "I grew up cooking with my grandmother in this same kitchen" or "I'd been a regular at the old shop for ten years before it closed" — the local connection is the lead.
  • Prompt 05 (the mission) should name the neighborhood. "The families on this block" or "the lunch crowd from the offices around the corner" makes the story feel like the place. Generic missions kill local businesses.
  • Print the short version on the wall. A framed 60-second version of your story near the register or on the menu does more for repeat-customer retention than a loyalty program. People come back to places that have stories.

6 mistakes that make your story forgettable.

Even with the worksheet done, founders drift into the same handful of traps. Catch yourself on these.

Mistake 01

Starting with the "I"

"I started my company in 2018…" is the most forgettable opening line in business. Stories don't start with you — they start with the world before you. Start with the before, the itch, the moment. The "I" arrives in paragraph two.

Mistake 02

Skipping the stakes

"I left my job and started this." Cool — what did you risk? What did your spouse say? Were you scared? Stories without stakes are LinkedIn updates. Stakes are what make people root for you, and rooting is what makes people refer.

Mistake 03

Generic mission, generic story

"I help small businesses succeed" is the equivalent of saying nothing. Name the actual person you're here for — by role, by life-stage, by problem — or be invisible. Specific is the entire game.

Mistake 04

Telling it different every time

Founders who ad-lib their story sound made-up. Founders who tell the same crafted version every time sound true. Discipline is what makes a story memorable to other people — not freshness for the founder telling it.

Mistake 05

An origin story from 2018

Your origin story has to have a paragraph from this quarter. The world has changed, you've changed, your customers have changed. A founder story without a recent proof point sounds like a museum tour — interesting, but over.

Mistake 06 · Bonus

Polishing it to death

Don't sand off the rough edges. The "I borrowed against the truck" line is the line that lands — not the carefully phrased version of it. Specific imperfect language beats smooth professional language in story-form every time. Your draft is closer to right than the version a copywriter would clean up.

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