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PODCAST · business

The Way Work Should Work, by Braintrust

by Adam Jackson

Hosted by Silicon Valley entrepreneurs and investors Adam Jackson and Gabe Luna-Ostaseski, "The Way Work Should Work" explores new business models, incentive systems and ownership structures that will affect how every single one of us works. We’re joined by top tech investors, business leaders, and academics on the front lines shaping the future of work. This podcast is produced by Braintrust, the first user-controlled talent network that enterprises use to access highly skilled technical talent without hefty markups. Learn more at UseBraintrust.com

Publisher-supplied feed metadata · PodParley refreshed Dec 27, 2025 · Source feed

Episodes

  1. Lifelong Learning

    Today’s guest is Shelley Osborne, Vice President of Learning at Udemy, an online learning and teaching marketplace with over 130,000 courses and 35 million students. Shelley leads the company’s learning strategy and continuous upskilling of employees globally. In her work, she often leverages...

  2. Ep. 17: Resilience & Agility

    Today’s guest is Ravin Jesuthasan, a global thought leader and author on the future of work and human capital. Ravin is the Global leader of Willis Towers Watson’s Future of Work practice, and a member of World Economic Forum’s Steering Committee on Work and Employment, having led numerous…

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  3. Ep. 16: Power Skills of the Future

    Today’s guest is Suzanne Gibbs Howard, Partner at IDEO and the founder and Dean of IDEO U. IDEO U is a learning platform where anyone can learn to solve anything creatively. Suzanne’s work focuses on transforming individuals and organizations through teaching and sharing thought leadership....

  4. Ep. 15: Agile at Scale

    Today’s guest is Chris Fussell, President of McChrystal Group, a consultancy that helps organizations tap into the potential of their people to better compete in a complex and interconnected business environment. Chris is the author of the 2015 New York Times bestseller, Team of Teams: New Rules…

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  5. Ep. 14: Designing the Future

    Today's guest is Lisa Kay Solomon. She's a designer in residence at Stanford's D school and Founding Chair of the Transformational Practices and Leadership at Singularity University. Lisa is a passionate speaker, author, and educator and thought leader focused on helping leaders learn how to be...

  6. Ep. 13: Technology as a Force for Good

    Today's guest is Sheila Warren, Head of Blockchain and Data Policy, and member of the Executive Committee at the World Economic Forum. Sheila began her career as a Wall Street attorney before turning to philanthropy and nonprofit tech over a decade ago. Sheila designed and launched NGO Source, a...

  7. Ep. 12: Future of Work for ALL

    Today’s guest is Chike Aguh, Head of Economic Mobility Pathways at the Education Design Lab. Chike leads the Community College Growth Engine Fund, an innovative, tri-sector and multimillion dollar effort turning community colleges into bridges to dignified work for every American learner and...

  8. Ep. 11: What We've Learned

    This marks the 11th episode of The Way Work Should Work, our new podcast, brought to you by Braintrust. A big thanks to all of you who've been listening every week and if this is your first episode, welcome. We're so glad you're here. On today's show we're gonna do something a little different,...

  9. Ep. 10: What's Your Secret?

    Today’s guest is Vanessa Colella, Chief Innovation Officer of Citi. Vanessa is tasked with incubating and accelerating innovations that give Citi, a 200-year-old financial institution, a competitive edge. Before becoming Chief Innovation Officer, Vanessa led venture investing and previously ran...

  10. Ep. 9: The Future is User Owned

    On today's show, we are joined by Jesse Walden, Founder of Variant, an early-stage venture firm investing in crypto networks & platforms building the ownership economy. Prior to founding Variant, Jesse worked as an investor on a crypto education program at Andreessen Horowitz. Prior to that…

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  11. Ep. 8: Innovation Born of Frustration

    Today’s guest is Scott Belsky, founder of the social media channel for creatives, Behance. In 2006, Behance was acquired by Adobe where Scott now serves as Chief Product Officer and Executive Vice President. Scott is also an active investor and advisor to companies like Pinterest, Uber…

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  12. Ep. 7: The Changing Landscape of Distributed Teams w/ Hootsuite Founder Ryan Holmes

    Ryan Holmes, the Founder and CEO of the social media management platform HootSuite. Ryan has grown HootSuite from a lean startup to a global leader in social media with 5 million users, including 79 of the Fortune 100 companies. A college drop-out, he started a paintball company and pizza...

  13. Ep. 6: Investing in Distributed Innovation

    In this episode of The Way Work Should Work, we are joined by Ian Lee, Managing Director of IDEO CoLab Ventures. Ian invests in early-stage startups and entrepreneurs, working with them to build a more open, distributed internet—one that's better for humans all over the globe—using blockchains,...

  14. Ep. 5: Investing in the Future of Work

    In today's brand new episode, we are joined by Hunter Walk, Founder & Partner at the Venture firm Homebrew, which has invested in a variety of successful companies including Chime, Plaid, Cruise, and Gusto. Prior to founding Homebrew, Hunter led consumer product management at YouTube and managed...

  15. Ep. 4: The Future of Distributed and Open Source

    Today’s guest is the founding developer of WordPress, the open-source software used by over 35% of the web. Matt is also the CEO of Automattic, which is now the force behind WordPress.com, Jetpack, and many other products. Matt has built a 1200-person company with no offices and with employees...

  16. Ep. 3: Compound Founder Robert Leshner on The Power of Ownership and Cryptonetworks

    We welcome Robert Leshner, Founder and CEO of Compound to the podcast. Compound is an algorithmic, autonomous interest rate protocol built for developers, to unlock a universe of open financial applications. Founded in 2017, Compound is the largest decentralized lender. Adam, Gabe, and Robert...

  17. Ep. 2: TaskRabbit CEO Stacy Brown-Philpot on The Ethics of Marketplaces and Gig Economies

    Today's guest is Stacy Brown-Philpot who currently serves as the CEO of TaskRabbit, a marketplace that matches freelance labor with local demand, allowing consumers to find immediate help with everyday tasks. In this in-depth discussion, we cover the future of marketplaces and the ethics of the…

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  18. Ep. 1: Harvard's Joseph Fuller on The Death of the Firm

    As COVID is ravaging across the globe, companies in every industry are faced with shifting the way they build and deliver value. In our season premiere episode, we welcome Joseph Fuller, Professor of Management at Harvard Business School. During our discussion, we cover hot topics like which...

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ABOUT THIS SHOW

Hosted by Silicon Valley entrepreneurs and investors Adam Jackson and Gabe Luna-Ostaseski, "The Way Work Should Work" explores new business models, incentive systems and ownership structures that will affect how every single one of us works. We’re joined by top tech investors, business leaders, and academics on the front lines shaping the future of work. This podcast is produced by Braintrust, the first user-controlled talent network that enterprises use to access highly skilled technical talent without hefty markups. Learn more at UseBraintrust.com

HOSTED BY

Adam Jackson

CATEGORIES

Frequently Asked Questions

How many episodes does The Way Work Should Work, by Braintrust have?

The Way Work Should Work, by Braintrust currently has 18 episodes available on PodParley. New episodes are automatically indexed when they're published to the podcast feed.

What is The Way Work Should Work, by Braintrust about?

Hosted by Silicon Valley entrepreneurs and investors Adam Jackson and Gabe Luna-Ostaseski, "The Way Work Should Work" explores new business models, incentive systems and ownership structures that will affect how every single one of us works. We’re joined by top tech investors, business leaders, and...

How often does The Way Work Should Work, by Braintrust release new episodes?

The Way Work Should Work, by Braintrust has 18 episodes. Check the episode list to see recent publication dates and frequency.

Where can I listen to The Way Work Should Work, by Braintrust?

You can listen to The Way Work Should Work, by Braintrust on PodParley by clicking any episode. We provide an embedded audio player for direct listening, and you can also subscribe via your preferred podcast app using the RSS feed.

Who hosts The Way Work Should Work, by Braintrust?

The Way Work Should Work, by Braintrust is created and hosted by Adam Jackson.
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