Boss Mode Podcast

Workwhile & The Future of Fractional Work | BOSS MODE #020


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What if the biggest shift in labor isn't AI replacing workersβ€”but workers finally owning their time? Jarah Euston, CEO of Workwhile, joins your host David Lee, Cofounder of Vanka AI to challenge everything we think we know about employment, from why your employer is holding an interest-free loan of your paycheck to why 80 million Americans working frontline jobs have never had more choice.

This conversation digs deep into the fractional labor revolution, the $800 billion payday loan trap, why CEOs might be replaced before warehouse workers, and what "ownership" really means when your only capital is your own energy and attention.

πŸ”— Workwhile: https://workwhile.ai

πŸ”— RISE Pay Index: https://workwhile.ai/rise

πŸ”— Learn more about Vanka AI: https://vanka.ai

CHAPTERS:

0:00 – Introduction: The tailwinds for blue-collar work

1:30 – What is Workwhile? 1.2M workers, 8M labor hours, zero recruiters

4:45 – Why CEO jobs might be replaced before warehouse workers

6:26 – The shift from salary mindset to ownership mindset

8:08 – What frontline workers actually experience (the point system)

9:45 – Why tech founders don't build for hourly workers

12:18 – "Unemployment Is Dead": The end of one person, one job

14:17 – Pushing back: Workers as owners of their own capital

17:06 – The limits of hourly pay: External factors and market swings

19:09 – Why flexibility alone isn't enoughβ€”income adequacy matters

21:40 – The case for simple ownership: Start a dog walking business

24:01 – From Workwhile earnings to buying an Airbnb

25:34 – Challenging the "ownership is hard work" assumption

27:40 – Creativity and depression: Why humans need to create

29:06 – Should workers invest in businesses or index funds?

31:01 – AI-driven efficiency: Eliminating recruiters, reducing waste

34:21 – The payday loan trap: $800B in interest from delayed pay

36:37 – Who's the real villain: Employers or payday lenders?

38:18 – The "In Time" dystopia: Limits of instant pay

41:26 – Forced savings vs. property rights: A philosophical debate

44:45 – The connected C-suite: Blue-collar roots in leadership

48:10 – The 3.5% float: Should it be a line item on paychecks?

52:24 – "You gotta use your own product": Jarah works shifts

54:45 – Creative destruction: AI will create more jobs than it destroys

58:32 – What jobs will AI create? The honest answer: We don't know

1:00:59 – Human provenance: The premium market for craftsmanship

1:02:08 – Hot take: White-collar workers are the tiny minority

1:04:42 – Blue-collar automation is coming faster than we think

1:07:35 – There won't be one solutionβ€”all things will be true

1:09:47 – The broader answer: Ownership as the path forward


#futureofwork #bluecollar #labormarket #fractionalwork #Workwhile #AI #entrepreneurship #ownership #gigeconomy #bossmodepodcast #vankaai


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Boss Mode PodcastBy David Lee