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Today’s show:

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 all-in-one digital management platform for trucking companies (25:54).

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Time stamps:

(0:00) Jason kicks off the show

(2:27) Breaking down WeWork’s bankruptcy

(5:45) Is there a case for Adam Neumann’s return to WeWork?

(12:38) Northwest Registered Agent - Get a 60% discount on your next LLC at http://www.northwestregisteredagent.com/twist

(13:46) Adam Neumann's standing in the industry

(22:40) Lemon.io - Get $2000 off your first hire at http://lemon.io/hire

(25:49) driverDOC CEO and Co-Founder Josh Kolar joins Jason

(25:10) Unveiling the entrepreneurial journey that led to the birth of driverDOC.

(29:00) How driverDOC is navigating the complex landscape of fragmented trucking industries.

(30:04) Adding value to the legacy apps and the big vision for driverDOC

(31:19) .Tech Domains - Apply to get your startup featured on This Week in Startups at https://www.startups.tech/jason

(32:31) The introduction of AI and multi-modal helps to accelerate the innovation of driverDOC

(34:22) An analysis of the current state of bill of lading standardization in the logistics industry.

(36:31) Advancements in live package tracking for improved shipment visibility.

(38:31) Building a startup in the heartland of America

(40:13) The impact of Uber and Amazon on freight

(41:32) The case of Convoy and the brokerage model

Referenced in the podcast:

https://www.reuters.com/business/softbanks-wework-once-most-valuable-us-startup-succumbs-bankruptcy-2023-11-07

https://www.newcomer.co/p/will-adam-neumann-rescue-wework

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Check out driverDoc: https://www.driverdoc.io

Follow Josh: https://www.linkedin.com/in/joshkolar

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Read LAUNCH Fund 4 Deal Memo: https://www.launch.co/four

Apply for Funding: https://www.launch.co/apply

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Great 2023 interviews: Steve Huffman, Brian Chesky, Aaron Levie, Sophia Amoruso, Reid Hoffman, Frank Slootman, Billy McFarland

Check out Jason’s suite of newsletters: https://substack.com/@calacanis

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Twitter: https://twitter.com/jason

Instagram: https://www.instagram.com/jason

LinkedIn: https://www.linkedin.com/in/jasoncalacanis

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