This Week in Startups
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.
Jason Calacanis

The Case for Adam Neumann + driverDoc's Josh Kolar on automation for trucking companies | E1844

E1844 • Nov 9, 2023 • 45 mins

First, Jason breaks down what forced WeWork’s bankruptcy filing (2:27), and what it might look like if Adam Neumann took back the company. (5:45) Then, driverDoc's Josh Kolar joins Jason to discuss creating an all-in-one digital management platform for trucking companies (25:54).

Key Points

  • WeWork filed for bankruptcy, and its restructuring plans include rejecting 60+ leases, renegotiating with ~400 landlords, and converting ~$3B of debt into equity with SoftBank retaining its ownership stake.
  • Adam Neumann returning to WeWork post-bankruptcy could be a big strategic advantage for the company, which is at its core a typical real estate business, due to his skills in branding, community building, and showmanship.
  • driverDoc, a digital management platform for trucking companies, is targeting a "sleeping giant" industry by trying to digitize and modernize an old-school, fragmented market.
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