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Transform Work

Open Assembly
Artificial Intelligence
Open Talent
Andela
Neosentia
Brightfield
Workforce
Digital Twins
Future Of Work
Code Wars
Contingent Labor
The AI Lab
Agents
Enterprise Transformation
Microsoft
Freelancing / Flexible Professionals
Agentic AI
Mckinsey & Company
Casper Studios
AI Agents
Remote Work

The Transform Work podcast, hosted by John Winsor and presented by Open Assembly, is your front-row seat to the revolution reshaping how work gets done. Each episode features candid conversations with leading thinkers, bold organizational leaders, innovative platforms, and forward-thinking academics—all united by a shared mission: to advance the practical application of open talent strategies.

Gui... more

PublishesTwice monthlyEpisodes97Founded6 years ago
Number of ListenersCategory
Business

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Artwork for Transform Work

Latest Episodes

In this episode of Transform Work, John Winsor sits down with Iavor Bojinov, Professor of Business Administration at Harvard Business School and co-principal investigator of the AI and Data Science Operations Lab. Iavor’s work explores how AI, experi... more

In this episode of Transform Work, John Winsor sits down with Raffaella Sadun, Professor of Business Administration at Harvard Business School and one of the leading researchers studying how management, technology, and work design drive productivity ... more

Matt Beane is a professor at the University of California, Santa Barbara, and a Digital Fellow at Stanford and MIT. He is the author of The Skill Code , which draws on his original research into how people build skills while working alongside intelli... more

In this episode of Transform Work, John Winsor sits down with Nick Bloom, Professor of Economics at Stanford University and one of the world’s leading researchers on remote work, hybrid work, and workplace productivity.

Nick is widely known for his ... more

Jay Singh, Founder and CEO of Casper Studios, joins the podcast to explore what it really takes to move AI from experimentation into production.

Casper Studios is an AI services firm that partners with organizations to design, build, and deploy AI s... more

Note: this episode is best viewed on our YouTube channel, since our guest shares her screen several times to show some of the incredible art she's created with AI tools.

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In this episode, John Winsor sits down with Kelly Boesch, a visual artist a... more

In this episode of Transform Work, host John Winsor sits down with Kyle Forrest, Principal at Deloitte and Deloitte’s U.S. Future of HR Leader, for a wide-ranging conversation on how AI is reshaping work, talent, and organizational design inside larg... more

In this episode of Transform Work, John Winsor sits down with Sangeet Paul Choudary, one of the world’s leading thinkers on platforms, AI, and how work is being reorganized.

Sangeet, co-author of Platform Revolution and author of Reshuffle, argues t... more

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Recent Guests

Iavor Bojinov
Associate Professor of Business Administration at Harvard Business School
Harvard Business School
Episode: Transform Work with Iavor Bojinov, Professor of Business Administration at Harvard Business School
Raffaella Sadun
Professor of Business Administration, Harvard Business School
Harvard Business School
Episode: Transform Work with Raffaella Sadun, Professor of Business Administration at Harvard Business School
Matt Beane
Professor at UC Santa Barbara; digital fellow at Stanford and MIT; founder/CEO of SkillBench
UC Santa Barbara; SkillBench
Episode: Transform Work with Matt Beane, Professor at UC Santa Barbara & Founder at SkillBench
Nick Bloom
Professor of Economics at Stanford University
Stanford University
Episode: Transform Work with Nick Bloom, Professor of Economics at Stanford University
Jay Singh
Founder and CEO of Casper Studios
Casper Studios
Episode: Transform Work with Jay Singh, Founder and CEO of Casper Studios
Kyle Forrest
Principal at Deloitte; US Future of HR leader
Deloitte
Episode: Transform Work with Kyle Forrest, Principal and Future of HR Leader at Deloitte
Sangeet Paul Choudary
Leading thinker on platforms, AI, and how work is restructured
Reshuffle/Platform Revolution author
Episode: Transform Work with Sangeet Paul Choudary, Author - Reshuffle, Platform Revolution
James Raybould
SVP at Turing, leading enterprise AI adoption
Turing
Episode: Transform Work with James Raybould, SVP at Turing
Nuri Demirci Lopez
Co-founder of NeoSentia (Neocentia in transcript) and former principal product manager at Microsoft
NeoSentia (NeoSentia/Neocentia)
Episode: Transform Work with Nuri Demirci Lopez, Co-founder at NeoSentia

Host

John Winsor
Host of Transform Work, Open Assembly

Talking Points

Recent interactions between the hosts and their guests.

Transform Work with Ryan Kurt, Founder and CEO of The AI Lab
Q: How should companies think about structure vs. culture when adopting AI?
Culture and leadership mindset matter as much as technology. Companies that empower teams, educate across the stack, and maintain a safe space for experimentation tend to accelerate, while those clinging to old structures struggle with reintegration and scale.
Transform Work with Ryan Kurt, Founder and CEO of The AI Lab
Q: What changes do you see in organizational adoption of AI?
Leaders should start with the problem-led approach, identify burning platforms, and either re-architect around AI or adopt a practical point solution first, followed by reintegration into the broader system. Success often comes from creating a shared platform or digital OS that enables scalable AI use, rather than isolated pilots.
Transform Work with Paul Hlivko, Executive Vice President and Chief Information & Digital Officer at Wellmark Blue Cross and Blue Shield
Q: What leadership mindset shifts are necessary for AI adoption at scale?
The guest argues that executives should shift from being gatekeepers of information to market sensors and facilitators of learning. Leaders must focus on developing digital fluency across the workforce, building federated data governance, and enabling orchestration across the enterprise so AI can be embedded everywhere rather than siloed in IT.
Transform Work with Paul Hlivko, Executive Vice President and Chief Information & Digital Officer at Wellmark Blue Cross and Blue Shield
Q: What are the signals that companies are overhyping AI rather than embedding it into operations?
He notes that many AI claims live in press releases and white papers, while the real proof lies in concrete business metrics and end-to-end workflows. Hyperbolic marketing slogans often do not translate into measurable improvements in cost, time, or revenue, and executives should demand specifics about how AI changes business processes and financial statements.
Transform Work with Paul Hlivko, Executive Vice President and Chief Information & Digital Officer at Wellmark Blue Cross and Blue Shield
Q: Hey Paul, to get started, could you lay out your arguments in the Harvard Business Review article?
Paul explains that the media tends to focus on immediate disruption while the real work involves retooling people, redesigning organizational architectures, and building data and governance foundations to enable scalable AI adoption. He emphasizes the long-cycle nature of enterprise change, the importance of aligning experiments with concrete business metrics, and the need to move beyond hype to deliver tangible outcomes.

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Frequently Asked Questions About Transform Work

What is Transform Work about and what kind of topics does it cover?

The show centers on practical, enterprise-focused conversations about AI, open talent, and the future of work. Episodes frequently explore how large organizations adopt AI, redesign work processes, and build governance around intelligent systems, often through case studies and frameworks for production-ready AI and talent ecosystems. Guests are typically academics, senior executives, and practitioners who bring hands-on perspectives on platform thinking, organizational design, and workforce strategy. A standout thread across episodes is the emphasis on actionable playbooks, credible experimentation, and balancing speed with responsible governance in AI-enabled transformation.

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These podcasts share a similar audience with Transform Work:

1. Fresh Air
2. Cold Call

How many episodes of Transform Work are there?

Transform Work launched 6 years ago and published 97 episodes to date. You can find more information about this podcast including rankings, audience demographics and engagement in our podcast database.

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What guests have appeared on Transform Work?

Recent guests on Transform Work include:

1. Iavor Bojinov
2. Raffaella Sadun
3. Matt Beane
4. Nick Bloom
5. Jay Singh
6. Kyle Forrest
7. Sangeet Paul Choudary
8. James Raybould

To view more recent guests and their details, simply upgrade your Rephonic account. You'll also get access to a typical guest profile to help you decide if the show is worth pitching.

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