
This Week in Startups E1132: News! Jack Dorsey vs. Ted Cruz, Google’s antitrust lawsuit, Expensify email, Amazon deep dive & much more with Acquired’s Ben Gilbert & David Rosenthal
Oct 30, 2020
Ben Gilbert and David Rosenthal, co-hosts of the Acquired FM podcast, dive into the evolving landscape of social media accountability and the implications of content moderation. They discuss the rivalry between Twitter and Facebook, exploring political tensions and corporate activism, notably an email from Expensify's CEO urging political action. The conversation also touches on the gig economy's rise amidst economic challenges, the intricacies of recent antitrust lawsuits against tech giants like Google, and the dynamic between tech partnerships, all infused with sharp humor and insightful analysis.
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Costolo's Tweet Controversy
- Dick Costolo's tweet about "me-first capitalists" sparked controversy and led to him receiving death threats.
- He later deleted the tweet and expressed regret over his use of sarcasm on the platform.
Managing Political Discussions at Work
- Jason Calacanis advises against discussing charged political issues on Slack or email due to lack of empathy and nuance.
- He suggests in-person discussions or dedicated meetings for respectful, empathetic dialogue.
Gig Economy as a Safety Net
- Jason Calacanis argues that gig economy jobs act as a free-market safety net, supplementing taxpayer-funded systems.
- He believes these jobs increase competition and drive up wages in other sectors.


