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12 May 2023

Howard Lindzon on Business Ideas Before the Internet

5Frameworks
11Insights

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Frameworks in this episode

Insights & moments

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

Myth Buster· 1

Myth Buster1:04:26

Organic Growth Can Make Founders Overestimate Their Skill

Organic growth is usually celebrated, but Lindzon warns that it can intoxicate management teams. Twitter, Facebook, and Robinhood expanded so easily amid cheap capital that leaders could mistake favorable conditions for superior judgment and scale internationally before building durable operations.

  • Organic adoption is valuable but can distort judgment.
  • Easy growth encourages premature expansion.
  • Zero-percent rates amplified the effect.
  • Founders may attribute a favorable cycle to personal brilliance.

“organic growth was a drug that forced people to think that they were smarter than they were, grow faster than they were.”

Howard Lindzon · 1:04:50

“there was zero percent interest rate and venture capitalists were lining up to give you money.”

Howard Lindzon · 1:04:59
#growth#startups#founders#market-cycles

Hot Take· 1

Hot Take55:25

Twitter Should Have Sold Real-Time Access, Not Blue Checks

Lindzon argues that Twitter’s most valuable asset was time-sensitive data capable of moving financial and sports markets. He believes the company should have delayed the public feed slightly and charged institutions for real-time access, transactions, and specialized services.

  • Twitter became a real-time market tape.
  • Time-sensitive posts can move prices.
  • Institutions value real-time data more than ordinary users do.
  • Lindzon proposed a short public-feed delay and premium institutional access.
  • He sees transactions and data licensing as missed revenue models.

“Somebody will call you and pay you a billion dollars to get it in real time”

Howard Lindzon · 57:33

“They should have been a broker dealer. There should have been a gambling they should have made money off the transaction.”

Howard Lindzon · 58:24
#twitter#market-data#monetization#fintech

Explainer· 3

Explainer41:53

Why StockTwits Put a Dollar Sign Before Tickers

Lindzon wanted financial discussion on Twitter to be distinguishable from ordinary conversation. His team prefixed ticker symbols with a dollar sign, creating the cash tag as a simple language-level filter for finance posts.

  • Twitter’s open API enabled third-party experiments.
  • Ordinary words such as Apple created ambiguity.
  • Finance users already understood ticker symbols.
  • The dollar-sign convention spread organically.

“Because my idea was, how do you separate people talking about green apples, from people saying they love the Apple store.”

Howard Lindzon · 43:14

“It was a clever hack, uh, And I created it with the team and we just started tweeting with dollar signs and it caught on.”

Howard Lindzon · 43:30
#stocktwits#cashtags#twitter#fintech
Explainer1:24:06

The Warning Signs Lindzon Saw at the 2021 Venture Peak

Lindzon became wary when fundraising turned easy, deal prices tripled, founders demanded decisions within minutes, and investors deployed multiyear funds in a single year. Social Leverage slowed check writing because the process no longer allowed adequate assessment of founders or downside risk.

  • Fundraising became suspiciously easy.
  • Valuations tripled rapidly.
  • Investors rushed decisions over Zoom.
  • Funds compressed years of deployment into 12 months.
  • FOMO spread across limited partners, fund managers, and media.

“nothing makes sense to me, and I'm getting three minutes to decide on a deal.”

Howard Lindzon · 1:25:10

“The prices were tripling”

Howard Lindzon · 1:26:44
#venture-capital#bubble#valuations#fomo
Explainer1:35:33

How Internet-Scale Coordination Breaks Old Risk Models

Lindzon compares GameStop and Silicon Valley Bank as institutions left vulnerable to synchronized online action. Models based on slower historical behavior failed when millions of users could buy or withdraw simultaneously through digital interfaces.

  • GameStop shorts underestimated coordinated retail buying.
  • Silicon Valley Bank was exposed to a digital bank run.
  • Old deviation assumptions did not reflect internet-scale action.
  • A visible structural weakness can be exploited almost instantly online.

“They were wreckable. They left themselves wreckable, and they were the Internet wrecked them.”

Howard Lindzon · 1:36:41

“The models were not accounting for eight million Robin Hood people clicking a green button at the same time”

Howard Lindzon · 1:36:06
#risk-models#gamestop#svb#internet-scale

Story· 4

Story09:00

A $25,000 Cold Call Became a QVC Hit

Lindzon recounts finding the inventor of the Grip stress ball in a local business paper, committing money he did not have, and scrambling to finance the deal. The product eventually sold tens of millions of units through corporate promotions and QVC, teaching him practical business and cash management before the internet era.

  • A cold call uncovered the opportunity.
  • Lindzon committed $25,000 and then found the money.
  • Corporate logos and QVC drove distribution.
  • Strong margins led him to manage the company’s excess cash.

“Anyways, I give him twenty five grand that I don't have, right, and I did being a stocktorker.”

Howard Lindzon · 10:13

“Tens of millions.”

Howard Lindzon · 11:45
#entrepreneurship#qvc#cold-calling#origin-story
Story12:52

The Domain Mistake That Taught Lindzon the Internet

The Grip failed to secure its matching domain because another company owned it. QVC customers searching for the product reached an inappropriate website, generating complaints and giving Lindzon an unforgettable lesson about controlling a brand’s digital address.

  • The Grip did not own its matching domain.
  • QVC exposure sent customers to the wrong website.
  • Customer complaints made the digital risk tangible.
  • The episode established the importance of owning distribution assets.

“Own your own domain, master of your door.”

Howard Lindzon · 14:20

“And that's how I learned the Internet.”

Howard Lindzon · 13:57
#domains#internet-history#branding#distribution
Story33:35

How a Kramer Parody Triggered Wallstrip’s CBS Sale

Wallstrip spoofed Jim Cramer by having a lookalike dispense medical advice in Cramer’s style. The Street.com offered to acquire the show, after which Fred Wilson created competitive tension and helped Lindzon negotiate a higher offer from CBS only six months after launch.

  • A parody attracted Cramer’s attention.
  • The Street.com offered to buy Wallstrip.
  • Fred Wilson introduced competitive bidding.
  • CBS doubled the competing figure and added more when asked.
  • Wallstrip sold despite having no revenue.

“So Kramer wants to buy us to get us off the end.”

Howard Lindzon · 34:33

“right idea right time. I had no ego about the exit that I was building something better than anybody else. I had incredible people around…”

Howard Lindzon · 38:58
#wallstrip#media#acquisition#negotiation
Story1:06:31

Panic With Friends Began as a 30-Day Market-Crisis Diary

Lindzon launched Panic With Friends during the March 2020 market collapse to document the crisis with experienced, calm investors. What began as a planned 30-day project became a continuing podcast and a record of how traders and investors interpreted an extraordinary market in real time.

  • The show started as markets and society shut down.
  • Guests had survived multiple market cycles.
  • The intended tone was calm despite the title.
  • Daily episodes documented rapidly changing opportunities.
  • The limited project continued for years.

“why don't I just for the thirty days document the panic and start the show called Panic with Friends, where we are our calm voice.”

Howard Lindzon · 1:06:55

“Guys, you don't have to buy, but if you're not thinking about buying during these weeks, you will you may not want to ever be…”

Howard Lindzon · 1:08:00
#podcasting#covid#markets#media

Takeaway· 2

Takeaway1:48:52

Career Advice: Write Publicly and Join a Product That Is Already Winning

For aspiring seed investors, Lindzon recommends writing consistently to build domain expertise and then joining a company whose product already has strong demand. A fast-growing organization creates abundant work, exposes employees to real operating problems, and allows talent to emerge regardless of title.

  • Write about a subject you genuinely care about.
  • Do not obsess over the initial audience.
  • Public writing develops domain expertise.
  • Ignore prestige and title when choosing an early role.
  • Join a company where customer demand creates more work than the team can handle.

“Start writing and stop worrying about who's reading it. Write what you want to write about, and that's how you build a domain experience.”

Howard Lindzon · 1:49:13

“Don't go push a rock up a hill.”

Howard Lindzon · 1:50:42
#careers#writing#venture-capital#startups
Takeaway1:51:55

Prospective Seed Investors Should First Experience Market Losses

Lindzon argues that aspiring seed investors should use a small public-market account to experience both gains and losses. Feeling greed, confidence, regret, and embarrassment provides practical cycle awareness that cannot be learned solely from textbooks.

  • Use a small amount of real money.
  • Experience both profits and losses.
  • Observe how gains can create overconfidence.
  • Learn how market cycles affect judgment.
  • Prefer positive-expectancy markets over pure gambling.

“learn what it feels like to lose money. Learn what it feels like to both make money and feel you for it right and feel…”

Howard Lindzon · 1:52:12

“seeing how markets crash and really seeing like how a cycle worked before I got into angel investing was actually lucky.”

Howard Lindzon · 1:51:58
#investing#psychology#market-cycles#education