30 Years of Business Knowledge in 2hrs 26mins

Simon Squibb · 2026-05-22 ·▶ Watch on YouTube ·via captions

Simon Squibb distills 30+ years of building 19 companies and investing in 78 startups into a free, end-to-end business curriculum. The core argument: start with passion and purpose, delay gratification, build a brand not a business, and structure equity correctly from day one. ---

Key Concepts

ConceptDefinition
Delayed gratificationWithholding monetization to build brand value and user loyalty first
Mind mapA non-linear, evolving alternative to a business plan — starts with your hobby, branches into business model, revenue, team, partnerships, and products
PurposeA mission bigger than profit that manages people on your behalf
Sell the sizzleLead with outcomes and emotion, not features or specs
Hack luckLuck is not random — it is manufactured through persistence, knowing your destination, and taking risk
7 and 8 ruleEmployees who are "almost good enough" are the hardest to manage and the most damaging to keep
Reference model vs. Leadership modelTwo strategies for scaling brand — sponsoring external talent vs. having a founder/leader embody brand values
SAFE (Simple Agreement for Future Equity)A tool to raise investment without needing to value the company at the early stage
Equity ≠ controlOperational/shareholder agreements determine control, not percentage ownership alone
Bootstrap biasRunning without investor capital is almost always healthier and gives full ownership

Notes

How to Start a Business

  • Start with a **feeling or instinct**, not an original idea — original ideas are not required
  • Write down what you love doing and what you hate doing
  • Get obsessed with what you love; outsource what you don't
  • Find a co-founder or partner to cover skill gaps rather than trying to do everything alone
  • **Step 1 – First execution**: Identify the simplest possible first action (blog, podcast, social handle, service offering)
  • Keep it cheap and low-friction; improve quality iteratively
  • **Step 2 – Revenue model**: Experiment rather than fix a model upfront
  • Example: charge by outcome, not by the hour
  • **Step 3 – Purpose**: Define how your business makes a difference beyond profit
  • Purpose removes the need to manage people — you manage the mission instead
  • Even capital-intensive ideas (e.g., apps) should start as a service business to generate early revenue

How to Win in Business

  • **Delay gratification**: Do work for free early on; over-deliver; build loyalty before charging
  • **Install culture**: Culture eats strategy — make the business client/user-centric from day one
  • **Hack luck**:

How to Lose (Embrace Failure)

  • Failure is the primary teacher; learning to lose is what makes eventual success possible
  • Don't let possessions or ego define you — being underestimated by competitors is an advantage
  • "A students" work for "D students" because A students are too afraid to fail
  • Separate external ego (image, cars, status) from internal ego (private conviction that you know where you're going)

How to Do a Mind Map

  • Replace the business plan entirely
  • Structure:
  • **Centre**: your hobby / passion
  • **Branch 1**: the business concept
  • **Branch 2+**: revenue streams, team needs, partnerships, products, platforms, scaling ideas
  • No template required; no fixed endpoint — add bubbles as the business evolves
  • Items on the map that are years away still guide who you hire and who you keep in your network today

How to Find Purpose

  • The school system asks "what will you do?" — the right question is **"what problem will you solve?"**
  • Steps:
  • You can express purpose by joining someone already solving the problem — but always negotiate for equity
  • Once purpose is found, seek out others who share it: 1 + 1 = 11

How to Find a Co-founder

  • Primary benefit: **accountability** (gym-buddy effect)
  • Counter-argument to "why give up 50%?" — 50% of a successful business beats 100% of a failure
  • Process:
  • Equity note: default to **50/50** — giving 52/48 for "credit" poisons the relationship

How to Sell

  • Three-step system:
  • The top 1% of salespeople contact prospects **every single month** indefinitely — not 5 times and quit
  • Build a monthly contact system: holiday cards, relevant research, industry updates
  • Never sell hours — sell outcomes
  • Bring your authentic personality; the best salespeople occasionally tell you *not* to buy from them

How to Market

  • 50% of marketing spend is often wasted — experiment constantly
  • **Know your customer niche first**, then expand (Facebook started only in universities)
  • **Build a feature or story that markets itself** — the best marketing is something people talk about without you asking
  • "Staircase" principle: find a bold, story-worthy act → get PR → evolve it → bring in a brand partner to fund the next step
  • **Systems matter**: better to do one platform well than all platforms badly; use a single source video edited per platform
  • Marketing should be **fun** — if you hate doing it, it won't be sustainable
  • Internal staff experience *is* marketing (Starbucks early model: treat staff as partners → they become brand ambassadors)

How to Get PR

  • Target precisely — broad coverage that doesn't reach your actual customer is vanity
  • **Journalists are lazy** — write the press release as the finished article, include high-res photos, give them a headline that serves their readers, not you
  • Build direct journalist relationships via Twitter/X: follow them, comment on their posts, become a useful source
  • Your own social media behaviour is your first PR asset — one inappropriate post can kill a deal
  • Paid PR agencies are optional; direct relationships often outperform them for small businesses

How to Get an Investor

  • Ask yourself first: **do you actually need one?** Many businesses need a better sales system, not capital
  • Six routes:

How to Get a Sponsor

  • Two reasons brands sponsor: **ROI** (trackable value return) and **emotional fit** (personal connection of the decision-maker)
  • Three pre-requisites:
  • Routes to a deal:
  • Go direct to the brand's **media buyer** (holds the allocated budget)
  • Approach the brand's **creative agency** (they embed your product in campaigns)
  • Simply **use the product genuinely** in your content — brands notice organic advocacy and approach you

How to Build a Brand

  • A brand is the purpose and essence of the business, not the logo
  • Start by defining your own **personal brand** (non-negotiables, values, personality) — company brand follows from it
  • Two scaling strategies:
  • **Reference model**: sponsor external talent/athletes/creators who embody your values (Canon, Nike)
  • **Leadership model**: a founder or internal figurehead *is* the brand (Apple/Jobs)
  • Each has risks: reference model = reputational exposure to the talent; leadership model = fragility if the leader leaves
  • **Learn to say no** — the wrong client or partner can undo years of brand equity
  • Build a brand, not a business — acquirers buy the brand

How to Hire, Grow, and Build

  • **Hire around purpose** — check candidate's social media and references; don't just take their word for it
  • Give employees **equity** — aligns incentives, reduces turnover, reduces management overhead
  • Replace generalists with specialists as you scale; build systems to enable specialisation
  • Know **why** you are growing — ego, income, freedom, or impact? The answer shapes every decision
  • Build **MVPs** — never stay stagnant; disrupt yourself before the market does (Kodak lesson)
  • Replace yourself when a better CEO exists — this is a smart move, not a failure

How to Fire Someone

  • **7 and 8 rule**:
  • 9s and 10s: keep, reward, give equity
  • 1s and 2s: obvious exits, happen naturally
  • **7s and 8s**: the dangerous middle — hardest to fire, most damaging to keep
  • 9s and 10s leave if 7s and 8s are tolerated
  • Signs someone is a 7/8: they come up in conversation more than once or twice a week
  • Approach: ask "how can I help you perform?" before "you're not performing"
  • Help them find a better-fit role elsewhere — this often produces lasting goodwill
  • Fear of not replacing them is the main reason employers keep poor performers too long

How to Go Global

  • Going global **reduces risk** — multiple markets act as a hedge against any one market downturn
  • Steps:
  • Running a big business is easier than running a small one — don't trap yourself in one market or in a business only you can operate

How to Get a Mentor

  • What you actually need is not a mentor — it's answers to specific questions
  • Reframe: ask a specific question first; define exactly what "mentorship" means (e.g., 10 minutes a week)
  • Better alternatives to "mentor":
  • Co-founder (accountability)
  • Hired specialist (specific skill)
  • **Advisor / Advisory Board member** (equity-based, structured, specific knowledge)
  • Getting a referral to the mentor is far more effective than a cold ask
  • **Give value first** — redesign their website, share useful research, help them unprompted; don't just extract

How Equity Works

  • Equity ownership ≠ control — the **shareholder/operational agreement** determines who makes decisions
  • Don't sell too much equity early; model how much you'll need for all future funding rounds
  • **50/50 co-founder split is recommended** — 52/48 psychologically signals unequal contribution
  • Solve 50/50 deadlock via a trusted third-party board, not by unequal ownership
  • Giving staff equity reduces turnover and management stress — the benefits outweigh the risks
  • **Share options** (stock market-linked) ≠ **actual equity** — know the difference before accepting or issuing either
  • **SAFE notes**: let investors back you before the company is valued; removes the "what's it worth?" conversation; avoids early tax implications
  • Reverse-engineer your equity structure from your intended exit (IPO, acquisition, MBO) from day one

How to Sell Your Business

  • The strongest negotiating position is **genuinely not wanting to sell**
  • Five exit routes:
  • Never pitch to investors that you are building to sell — build something you never want to sell; that is what buyers want to buy

Actionable Takeaways

  1. Write two lists today: what you love doing and what you hate doing — use them to define your business idea and your ideal co-founder
  2. Replace your business plan with a mind map; start with your passion in the centre and branch outward with no fixed endpoint
  3. Define your purpose as the problem you want to solve, not the job you want to do
  4. Build a monthly contact system for your top 50 target clients — reach out every month, forever
  5. Ask for advice from potential investors, not money — create FOMO, not desperation
  6. Before hiring anyone, check their social media to verify they actually care about what they claim to care about
  7. Give early employees equity — even a small stake removes the need to manage them
  8. Apply the 7/8 rule: identify underperformers, help them find better-fit roles, and act before your best people leave
  9. Research the journalist before pitching — write the press release as the finished story, include photos, make it effortless for them to say yes
  10. Reverse-engineer your equity structure from your intended exit before you take a single investor's money
  11. Look into SAFE notes as an early-stage funding mechanism to avoid premature company valuation
  12. Don't build a business to sell it — build one you love, and the right exit will find you

Quotes Worth Keeping

Everyone's got a plan till they get punched in the face.
Culture will eat strategy for breakfast every single time.
The harder you work the luckier you get — that is not true. That is a lie designed to make you work hard. What equals success is taking risk.
A big company is much easier to run than a small company.
You can spend 30 years building a reputation — it only takes 5 seconds for it to go.
Build a brand not a business — and I promise you that brand will live forever.
Do not build a business to sell it. Build a business you never want to sell — people want to buy a business like that.
1 + 1 = 11.
It's not give and take — it's give without take.