This Week in Startups
This Week in Startups

NYT’s Glossier hit piece, VC winters, Activist CEOs and Podcast live events with Acquired’s David Rosenthal | E1472

Today, Acquired’s David Rosenthal joins us. We discuss their recent Climate Pledge Arena Show (1:37), the new fundraising environment, and what the best founders and VC firms are doing (21:29), and we dig into the New York Times' latest hit piece on Glossier CEO Emily Weiss (37:40). We wrap wit

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Episode Summary

Executive Summary: The episode centers on a sharp shift from hype-driven growth to discipline: founders should prioritize cash flow, survival, and control of their destiny over constant fundraising. The hosts connect this to crypto, VC winter, newsroom bias toward clickbait, and activist capitalism, arguing that real value comes from building durable products, efficient teams, and using capital to change outcomes directly.

Main Topics: From fundraising obsession to self-sustaining companies (Priority: 5/5): The conversation opens with the idea that the best companies become cash-flow positive and only raise when they choose to, not when they must. The hosts stress that controlling your destiny is better than chasing the next round. Crypto’s hype cycle and the need for real products (Priority: 5/5): The hosts argue crypto spent years focused on token price, fundraising, and vision-selling rather than product usefulness. They acknowledge real projects exist, but say the recession should force the industry toward building tangible value. VC winter, runway, and operating discipline (Priority: 5/5): They discuss a downturn in startup funding, rising cost of capital, and why founders need to extend runway, make hard cuts, and treat survival as the first priority. VCs may also be using the downturn to reset prices and expectations. Media criticism: the Glossier 'girl boss' piece (Priority: 4/5): A major segment criticizes the New York Times for writing a gendered, click-driven story about Emily Weiss stepping down from Glossier. The hosts argue the framing was lazy, reductive, and anti-capitalist. Activist capitalism and buying change (Priority: 4/5): The discussion turns to Atlassian cofounder Mike Cannon-Brookes taking a stake in AGL to push coal divestment, which the hosts celebrate as a model for using ownership rather than rhetoric to force change. Repurposing capitalism toward social goals (Priority: 4/5): They extend the same logic to gun control, suggesting investors could buy gun manufacturers, set stricter terms, and use ownership, product policy, and lobbying to reduce harm rather than waiting for Congress. GameStop/AMC and retail investor power (Priority: 3/5): The hosts note that retail traders have already shown they can move markets and take down hedge funds, and they speculate that similar collective action could be redirected toward socially beneficial targets.

Key Arguments: The strongest companies stop needing external capital; fundraising should be optional, not existential. Crypto has been overly financialized; a downturn can be healthy if it pushes builders toward real products and users. Runway, profitability, and operational efficiency matter more in a higher-rate environment because gravity has changed. Founders should treat survival as a strategy: layoffs, reorgs, and tighter execution can preserve optionality. VC caution about the downturn is partly real risk management and partly a way to reset valuation expectations. The Glossier article illustrates how identity-framed journalism can become reductive, sexist, and anti-business. Ownership is more powerful than complaint: buying stock can be a direct instrument of activism. Large public companies and even gun makers could be pressured into better behavior through shareholder action and product policy. Retail market movements like GameStop and AMC show that coordinated capital can alter power structures, for better or worse.

Data Points: Global startup funding pace: $58 billion in commitments midway through Q2 - Cited from CB Insights as evidence that startup funding is slowing Projected funding decline: 20% quarter over quarter - Used to illustrate the scale of the VC downturn Expected downturn duration: 18 months or more - Attributed to Fred Wilson’s advice to founders Glossier company valuation: Over $1 billion - Referenced while discussing Emily Weiss stepping down Glossier layoffs: Dozens of corporate staff members - Mentioned as part of the company’s restructuring Glossier sales change: Down 26% - Cited from Second Measure in the discussion of the company’s performance Viva Systems venture capital raised: $7 million - Used as an example of a company that built a huge business with minimal VC funding Viva Systems venture burn: $3 million burned - Part of the same example emphasizing capital efficiency Viva Systems public valuation: $20 billion - Illustrates the payoff of disciplined capital use Inside/creator business revenue: Over $4 million annually - Jason cites his own business as profitable and growing Inside team size: 30 people - Referenced when discussing operational efficiency AGL coal exposure: 85% of energy comes from coal - Used to explain why Mike Cannon-Brookes targeted the company Mike Cannon-Brookes stake in AGL: 11% - His activist stake after the takeover attempt failed Atlassian founder age: 42 - Mentioned while praising his activism and energy Smith & Wesson market cap: $709 million - Used to argue public gun makers could be bought and influenced Ruger market cap: $1.2 billion - Mentioned as another potentially activist-buyable gun company Smith & Wesson P/E ratio: 3 - Used to show how cheaply gun companies trade Ruger P/E ratio: 8 - Same context, as evidence of low valuations Mitt Romney NRA donations: $13 million to $14 million over roughly 10 years - Used to highlight political influence from relatively small sums

Pivotal Quotes: "the faster you can get to controlling your own destiny, just the better you're going to be, period." — Jason/host: Argument that companies should become cash-flow positive and reduce dependence on future fundraising "The tide will go out and we'll see who's got swimsuits on in the old Howard Marks quote." — David Rosenthal: On crypto and startups needing real fundamentals once money becomes scarce "The cost of capital has changed materially. And if you think things are like they were, then you are headed off a cliff." — Bill Gurley (quoted): Used to underscore why startups and investors must adapt to the new rate environment

Implications: Founders should optimize for survival, profitability, and product-market truth, not hype. Investors and operators who adapt to tighter capital and build real value will win; media and activists can increasingly use ownership, not just commentary, to shape outcomes.

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About This Week in Startups

Jason Calacanis covers startups, tech, markets, media, and all the hottest topics in business and technology. He also interviews the world’s greatest founders, operators, investors, and innovators.

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