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Alistair Croll (author, advisor, entrepreneur)03 November 2024

Just evil enough: Subversive marketing strategies for startups

5Frameworks
15Insights

Frameworks in this episode

Insights & moments

The myth-busts, hot takes, explainers, and tools worth keeping.

Hot Take· 3

Hot Take26:00

Product-Market Fit Is Overrated — It's Product-Medium-Market Fit

Croll's hot take: marketing textbooks were written when media was one-way, one-to-many paid broadcast, but today it's any-to-any. Two companies with the same product sold to the same market often win or lose on their medium strategy — the platforms they use and those platforms' norms. It's now perfectly valid to build an audience first, then decide what to sell.

  • Marketing theory assumes one-to-many broadcast media that no longer exists
  • Same product, same market — the winner is often decided by medium strategy
  • Medium = both the platforms you're on and the norms of those platforms
  • You can build an audience first, then figure out what to sell, then make the product

that's another hot take of mine is I think that product Market fits overrated you have to actually think about product medium Market fit

Alistair Croll · 26:00

it's perfectly valid to build an audience first then figure out what to sell it then make the product

Alistair Croll · 26:30
#product-market-fit#medium#distribution#contrarian
Hot Take32:00

Liquid Death's North Star: 50% of People Must Hate It

Croll shares that Liquid Death reportedly won't run a campaign or ad unless it gets 50% disapproval — deliberate polarization is their guiding metric. He offers it as a rough heuristic for testing whether your own marketing is subversive enough.

  • Liquid Death allegedly requires 50% disapproval before greenlighting a campaign
  • Polarization is treated as a North Star metric, not a risk to avoid
  • Serves as a gut-check for whether marketing is bold enough to cut through

they do not go ahead with a um with a campaign or an ad unless it gets 50% disapproval that's like their Northstar metric 50%…

Alistair Croll · 32:00
#liquid-death#polarization#marketing#contrarian
Hot Take46:30

'A Hedge Fund Is Formed to Do Something That Will Be Illegal'

In discussing arbitrage — knowing something others don't — Croll quotes a line from Rob Pasarella that a hedge fund is an organization formed to discover something that will eventually be illegal and do it until it is. It captures the fleeting nature of subversive edges: they work until they become marketing or become banned.

  • Arbitrage means acting on information or access before others can
  • Examples span the optical telegraph, inferring social-app growth from API counts, and Farmville's early timeline access
  • Subversive edges are temporary — they either become standard marketing or become illegal

a hedge fund is an organization formed to discover something that will be illegal and do it until it is

Alistair Croll · 46:30
#arbitrage#hedge-funds#advantage#contrarian

Explainer· 2

Explainer25:00

The Wine List Is a System Designed to Make You Order Wine

Croll relays Rory Sutherland's example of the restaurant wine list as a system you're beholden to. You can't be sold a $50 gin and tonic because you know its cost, but wine can be sold at any price because you can't judge it. The ritual — handing the list to the most powerful person at the table who asks 'red or white' — means everyone has already consented to ordering wine.

  • You resist a $50 gin and tonic because you know its cost; wine escapes that anchor
  • The wine-list ritual manufactures group consent to buy wine before anyone decides not to
  • Sutherland is praised for seeing everyday situations as manipulable systems

when someone shows up at the table with a wine list and hands it to the most powerful looking person at the table who opens…

Alistair Croll · 25:00
#rory-sutherland#pricing#systems-thinking#psychology
Explainer1:05:00

The 'Don't Actually Be Evil' Guardrails (and the PT Cruiser)

Croll stresses the book devotes a whole chapter to not being evil: don't assume consent, don't act without approval, don't lie or use dark patterns, don't break the law or its intent, don't punch down, and don't ruin your reputation. He illustrates the acceptable gray zone with the Chrysler PT Cruiser — legally classified as a truck so it could pull Chrysler's truck-line fuel-economy average under federal limits.

  • Hard 'don'ts': assuming consent, acting without approval, lying, dark patterns, breaking the law or its intent, punching down
  • An afterlife company that crawled obituaries and extorted businesses was criminally charged — clearly over the line
  • The PT Cruiser was engineered to count as a truck so it could lower Chrysler's truck-fleet fuel-consumption average
  • The test: subversive-but-clever versus genuinely harmful — use Occam's-razor guardrails

there are certain things like abuse like assuming consent and acting without approval uh lying or using dark patterns breaking the law or even the…

Alistair Croll · 1:05:00

it brought the average fuel consumption of Chrysler's truck line below the federal guidelines so that it could continue to sell bad trucks

Alistair Croll · 1:06:30
#ethics#regulation#guardrails#case-study

Story· 8

Story06:30

How Netflix Turned the US Postal Service Into a Broadband Network

Croll explains that Netflix's subversive early move wasn't streaming — Blockbuster actually had streaming first. Broadband penetration was too low, so Netflix used the postal service as a high-bandwidth, high-latency delivery network by mailing DVDs. The real question was never 'can I stream video' but 'can I get all of North America a video in two days.'

  • Blockbuster had streaming before Netflix, but US broadband penetration was too limited for it to work
  • Netflix repurposed the US Postal Service as a high-bandwidth, high-latency delivery network via DVDs in envelopes
  • The winning insight was reframing the problem from streaming to two-day nationwide physical delivery plus web reordering

they misappropriated the US Postal Service and turned it into an on demand very high bandwidth but very very high latency Broadband Network by sticking…

Alistair Croll · 06:30
#netflix#distribution#misappropriation#startups
Story07:00

The Bumble 'Top Shelf' Poster Trick on University Walls

When launching Bumble, Whitney Hess used what Croll calls the 'top shelf' tactic — posters on university walls styled as if made by the university, reading 'no Facebook no Instagram no Snapchat no Bumble.' It exploited an unregulated medium while subtly positioning Bumble as one of the four apps the university didn't approve of. Nobody gave her permission to do it.

  • Posters mimicked official university messaging on an unregulated medium (campus walls)
  • The copy listed Bumble alongside Facebook, Instagram and Snapchat as apps to avoid
  • It planted Bumble as a peer of the top social apps without any authorization

she's also sending this subversive reminder to people that she's one of the four top applications that the university doesn't approve of nobody told her…

Alistair Croll · 07:30
#bumble#guerrilla-marketing#positioning#startups
Story15:30

The $5 Challenge: How Stanford Students Really Won

Stanford professor Tina Seelig gave teams $5, five days to plan, two hours to execute, and three minutes to present how they maximized revenue. Weaker teams bought lemonade ingredients; smarter ones did bike-pump testing ($200) or sold restaurant line spots ($250). The winning team ignored the $5 entirely and sold their three-minute class presentation slot as an ad to a recruiter for ~$650.

  • Constraints: $5 seed capital, five days to plan, two hours to execute, three-minute presentation
  • Bike-pump teams made ~$200; restaurant-line-selling teams made ~$250
  • The winning team recognized the real asset was their presentation time and sold it to a company recruiting Stanford grads for ~$650
  • Illustrates 'system awareness' — stepping back to see what you actually have

the winning class sold its three minutes to a company that wanted to recruit Stanford grads it's brilliant right they made an ad

Alistair Croll · 17:00
#system-awareness#creativity#case-study#startups
Story23:00

Why Business School Never Teaches You to Bluff

Croll argues business ignores disagreeable, subversive thinking. In poker you don't win on card strength — you win by bluffing and reading tells, yet that's never taught in business school. He pairs this with a 1600s story of Julia du Martins, who, low on food during a siege, baked all her flour into bread and threw it to the enemy army saying 'let us know if you need more' — and the army left.

  • Poker's real skill is bluffing, subterfuge and reading opponents, not card statistics — but business school skips it
  • There's a difference between people playing the game well and people questioning whether it's the right game
  • Julia du Martins broke a siege by convincing the enemy she had a food surplus, throwing her last bread over the walls
  • Croll wants to normalize this kind of disagreeable strategic thinking in startups

you win by bluffing you win by uh subterfuge you win by looking for your opponent's tells but we never talk about that in business…

Alistair Croll · 23:00

she goes up to the parapets and she throws it over into the awaiting Army and says you look hungry let us know if need…

Alistair Croll · 24:00
#disagreeability#strategy#poker#history
Story27:00

Burger King's Medium Mastery: Whopper Detour and Liking Old Posts

Croll holds up Burger King as the master of understanding a platform's mechanics. The Whopper Detour gave a free Whopper only if you ordered from the app inside a McDonald's parking lot — driving installs and geolocation opt-ins. Later, Burger King quietly liked influencers' decade-old posts (which the platform surfaces prominently), unnerving them, before revealing it was to announce that funnel cake fries were back — earning millions of free impressions.

  • Whopper Detour: free Whopper only via the app from a McDonald's parking lot — maximizing installs and geolocation opt-ins
  • Burger King edited the Whopper's Wikipedia page and triggered home speakers with a 'Okay Google, what's in a Whopper' ad
  • Liking a 10-year-old post gets noticed because the platform surfaces it, unlike a latest post lost in the noise
  • The reveal (bringing back funnel cake fries) generated millions of free impressions by exploiting platform mechanics

everyone can have a free Whopper just order it from the app drive to the store and pick it up but the catch is you…

Alistair Croll · 27:00

if someone likes your post from 10 years ago it's either a bot a stalker or you're about to get sued

Alistair Croll · 27:30
#burger-king#medium#platform-mechanics#marketing
Story35:00

How Salesforce Turned 'Low Feature' Into 'No Software'

Early Salesforce had a weak, low-feature product built on Ajax, competing against Vantive, Clarify and Remedy that cost millions and took years to install. Rather than add features, Salesforce reframed its limitation as an asset — simplicity — installable via a URL. Its rallying logo became 'No Software,' despite eventually having its own programming language.

  • Salesforce's rivals cost millions and took years to install; Salesforce installed via a URL
  • The weakness (a very limited feature set) was reframed as a strength: simplicity
  • The 'No Software' logo turned the bug into the brand — even though they later had their own language
  • A limitation may already be a benefit for a market segment you've been ignoring

salesforce's logo for all was no software despite the fact that they have their own programming language

Alistair Croll · 35:30
#salesforce#reframing#positioning#saas
Story47:00

How Busbud Aggregated Bus Data Until Companies Had to Deal

LP Maurice's Busbud aggregated near-impossible-to-find bus schedules from around the world into millions of well-structured, SEO-friendly pages — catnip for search engines that made it the default destination. When bus companies refused to sell through him, he added a 'buy ticket' button routing traffic to them, then returned with proof that ~20% of their traffic came from Busbud, forcing them to the table.

  • Bus schedules are hard to get but bus tickets are a multi-billion-dollar industry
  • Automation generated millions of structured JSON pages — needing multiple Google Analytics accounts to track
  • Well-structured, scarce data made Busbud the default search destination
  • He drove traffic to bus companies first, then used their own analytics (~20% of traffic) as leverage to strike deals

hey have you noticed on your analytics that like 20% of your traffic is coming from me we should probably talk now they're willing to…

Alistair Croll · 48:30
#busbud#aggregation#seo#startups
Story52:00

How Tesla Reframed Electric Cars From Green to Fast

The traditional framing for electric cars was range and sustainability — the Prius ads deliberately left out acceleration. Tesla reframed EVs by racing them against Bugattis, giving a wealthy coastal segment a new dimension to care about: performance. Croll uses it to argue that if you're disagreeing with a market, you're often disagreeing with how it scores value.

  • Prius-era EV ads explicitly avoided acceleration and emphasized sustainability
  • Tesla raced its cars against Bugattis to make performance the dimension that mattered
  • It worked for a specific segment — wealthy coastal VCs — not the whole market
  • Reframing means drawing a new grid, not just repositioning on the existing one

Tesla started racing them against Bugattis and for a certain segment of the market meaning like Rich Coastal VCS faster better performance was a new…

Alistair Croll · 52:30
#tesla#reframing#positioning#electric-vehicles

Tool· 1

Tool1:08:00

Alistair Croll's Most-Recommended Books

In the lightning round, Croll names the books he recommends most: Dan Davies' 'The Unaccountability Machine' (which he built a whole conference theme around), Jonathan Haidt's 'The Righteous Mind' (which made him lose faith in reason and rationality), and Dan and Chip Heath's 'Made to Stick' — which he calls the best marketing textbook ever.

  • 'The Unaccountability Machine' by Dan Davies — became an entire conference theme
  • 'The Righteous Mind' by Jonathan Haidt — made him question reason and rationality
  • 'Made to Stick' by Dan and Chip Heath — his pick for best marketing textbook ever

the best marketing textbook ever is Dan and Chip Heath's made to stick

Alistair Croll · 1:08:30
#books#recommendations#marketing#lightning-round

Takeaway· 1

Takeaway1:10:00

Solve for Interesting, and Don't Care Who Gets Credit

Croll's life motto is 'solve for interesting' — his one-person company's name. Chasing fame, safety or wealth never went as well for him as simply chasing what's interesting. The motto that guides his current work: it's amazing what can get done when nobody cares who gets credit.

  • His company (just himself) is named 'Solve for Interesting'
  • Solving for fame, safety or wealth underperformed solving for what's interesting
  • Guiding line: 'it's amazing what can get done when nobody cares who gets credit'

my company which is just me is called solve for interesting because all my life when I've tried to solve for fame or for safety…

Alistair Croll · 1:10:00

it's amazing what can get done when nobody cares who gets credit

Alistair Croll · 1:10:30
#motto#philosophy#career#lightning-round