This Week in Startups
This Week in Startups

Elon no longer joining $TWTR board, Breslow's Instacart case-study, NYT tells reporters to reduce time on Twitter | E1432

All news show. First, we discuss Twitter CEO Parag Agrawal announcing that Elon has reversed his decision to join Twitter's board (04:10) and the NYT's Editor telling reporters to stop tweeting so much in an internal memo (31:29). Then, we discuss Ryan Breslow's latest series of threa

Featured Speakers

Jason Calacanis HostMolly Wood Guest

Topics Discussed

Episode Summary

Executive Summary: The episode centers on Elon Musk’s surprise decision not to join Twitter’s board, with Jason and Molly debating what it means for Twitter governance, product direction, free speech, and ownership limits. The conversation broadens into criticism of Twitter’s product stagnation, the New York Times’ overreliance on Twitter and access journalism, and a skeptical breakdown of Ryan Breslow’s claims about Sequoia and Instacart.

Main Topics: Elon Musk declines Twitter board seat (Priority: 5/5): The hosts unpack Twitter’s memo confirming Musk will not join the board despite his 9.2% stake, discussing possible strategic reasons and governance implications. Twitter product, governance, and monetization (Priority: 5/5): Jason argues Musk is unusually strong at product feedback and customer-facing usage, while Molly raises concerns about harassment, bots, and the mismatch between Twitter’s public-square image and its reality. Free speech vs. platform abuse (Priority: 4/5): A major debate explores how 'free speech' rhetoric on Twitter often ignores the lived experience of harassment, brigading, and disinformation, especially for women and marginalized users. New York Times and social media dependence (Priority: 4/5): The conversation critiques the NYT’s push for reporters to tweet less after years of rewarding platform-driven star power, highlighting tensions between institutional gravitas and personal branding. Access journalism and social-media-driven reporting (Priority: 4/5): Molly and Jason criticize journalism that privileges Twitter discourse, access, and rumored narratives over original reporting, arguing that it distorts reality and weakens editorial rigor. Ryan Breslow’s accusations about Sequoia and Instacart (Priority: 3/5): The hosts assess Breslow’s claims that Sequoia forced out Instacart’s founder for liquidity reasons, concluding that some details may be directionally true but the broader story appears speculative and incomplete.

Key Arguments: Elon Musk is one of the most capable product thinkers around Twitter, so even without a board seat his influence may be more useful as a large shareholder than as a constrained fiduciary. Twitter’s core problems are product-level: bots, harassment, weak creator tools, and low monetization for high-value users; these could be addressed with better product design and paid support tiers. The 'free speech' framing is incomplete because Twitter has never felt equally free for women and marginalized users, who bear disproportionate harassment costs. Twitter functions more like a full-contact arena than a neutral town square; its open-reply design invites conflict, which is both a feature and a problem. The New York Times has been inconsistent: it built a social-media-star model for reporters, then later told them to spend less time on Twitter when the incentives became reputationally costly. Access journalism can warp coverage because reporters may withhold or soften stories to preserve sources, leading to spin rather than truth-seeking. Ryan Breslow’s thread illustrates how social media can replace structured reporting with speculation; some pieces may be partly right, but the thread format encourages overreach and certainty without full evidence. Instacart’s founder departure, if contested, likely had multiple causes including competitive pressure and product/business stagnation, not just a simple VC conspiracy narrative.

Data Points: Twitter stake: 9.2% - Elon Musk’s ownership stake in Twitter discussed at the start of the segment. Board ownership limit mentioned: 14.9% - Jason references speculation that a board seat could limit how much Twitter stock Musk could own. Giga factory build footprint: largest footprint building in the world; largest in the U.S. for sure - Jason describes the scale of the Tesla Gigafactory while explaining Musk’s operational intensity. Blue-check discussion duration: since 2007–2008 - Jason says he has advocated for paid blue checks for many years. Twitter support idea: $1,000/year and $5,000/year tiers - Jason proposes premium customer support tiers to combat impersonation and harassment. SPV discount: 20% off - Promotional mention for Assure’s first SPV for Twist listeners. Assure administration volume: $2.5 billion under administration - Advertising copy describing Assure’s SPV and fund administration scale. Assure transactions: over 5,000 completed transactions - Advertising copy describing Assure’s platform usage. MicroAcquire buyer count: over 120,000 trusted buyers - Promotion for the startup acquisition marketplace. MicroAcquire subscription price: $390/year - Mentioned as the buyer-side subscription price on the platform. Instacart revenue 2019: $735 million - Used to assess whether Sequoia pressured Instacart for liquidity. Instacart revenue 2020: $1.5 billion - Jason cites pandemic-era growth. Instacart revenue later period: $1.8 billion - Revenue growth slows after the pandemic surge. Instacart peak valuation: $39 billion - Mentioned as the company’s peak valuation. Instacart more recent valuation: $24 billion - Jason notes a valuation decline and possible employee stock-option implications. New York Times audience balance target: almost 40% female - Jason says the All-In Summit audience gender balance improved to around 40% female. All-In Summit scholarships: 250 tickets - Jason notes scholarship tickets were given to underrepresented founders. Launch syndicate size: over 9,000 accredited investors - Promotional mention in the outro. Syndicate charity donations: over $175,000 - Promotional mention for angel.university proceeds donated to charity.

Pivotal Quotes: "Son, I think you know more about this film than I do." — Harrison Ford: Jason recounts meeting Ford and discussing Blade Runner at the Gigafactory event. "There will be distractions ahead, but our goals and priorities remain unchanged." — Parag Agrawal: From Twitter’s internal memo after Elon Musk decided not to join the board. "Twitter is not the real world." — Molly Wood: Molly explains why social media discourse should not be treated as reality or journalism input.

Implications: The episode suggests Twitter’s future hinges on product fixes, bot control, and clearer governance—not just high-profile ownership drama. It also warns media companies that social platforms can distort reporting incentives and public credibility.

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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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