Work 2.0: The Podcast

What does it really mean to be an entrepreneur in 2025?

In this episode, I sit down with Oliver Yonchev — co-founder of Flight Story alongside Steven Bartlett, and one of the most forward-thinking voices in modern marketing — to unpack the raw truth about freelancing, creativity, AI, and what it takes to build something sustainable in today’s noisy world.

We get honest about:

* Why freelancing is a business, and why people still get that wrong

* The biggest misconceptions about marketing and entrepreneurship that no one talks about

* How career paths are shifting toward independence

* What skills will actually future-proof you as the workforce transforms

This isn’t another fluff piece on hustle culture. It’s a deep, disruptive look at the work-life revolution we’re living through right now.

🎧 Listen now on Apple Podcasts, Spotify, and YouTube.⭐️ Don’t forget to rate, review, and share to help others get ahead in the future of work.

In this electrifying episode of Work 2.0, I interview a Fiverr freelancer, Harlan Rappaport, who has made over a million dollars and shares exactly how he reached the top. In this episode, we candidly discuss:

* Practical advice on when to leave your day job

* Why email marketing is an in-demand skill and a great way to make money online

* Essential skills you need as a freelancer

🎧 Available now on Spotify, Apple Podcasts, YouTube Podcasts, and more.

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In this unfiltered episode of Work 2.0, we sit down with Derrick Morgan, a former student-athlete turned remote IP attorney, who built a seven-figure solo legal practice on Fiverr.

Derrick shares:

* How he made his first $1 million freelancing as a trademark attorney

* Why he finally decided to hire a paralegal (and how that changed his business)

* What it’s really like working as a digital nomad lawyer in Mexico City

* The systems, habits, and mindset shifts that helped him scale without burnout

Whether you're a freelancer, solopreneur, or legal professional looking to grow your practice online, this episode is packed with strategies, hard-earned wisdom, and real talk about building a freedom-first career.

🎧 Available now on Spotify, Apple Podcasts, YouTube Podcasts, and more.

Listen, follow, rate, and review to help boost Work 2.0 in its first 30 days!

I sat down with Elise Awwad, DeVry University’s first female CEO in its 90+ year history.

She’s making waves, headlines, and pushing boundaries as an innovator and thought leader in tech, AI, and education—three areas that consistently shut out women and ethnic minorities and are typically represented by Silicon Valley “tech bros.”

The last time Elise and I sat down for a second candid conversation was over a year ago when I wrote a Forbes story based on a report DeVry University released about AI in the workforce.

Now, in this one-of-a-kind conversation, we pull back the curtain and take a peek into:

* The CEO and president’s journey as a leader

* What it’s like being the only one like you in the room

* And how to balance your well-being as a leader when so much is at stake

Elise and I also explore:

* The barriers women face when securing venture capital and leading in AI

* Why it’s diversity in AI leadership and development is critical

* The emotional toll of being a business leader in 2025

Available now on Spotify, Apple Podcasts, YouTube Podcasts, and all major platforms.

Don’t forget to follow, rate, and leave a review to support this show’s growth.

The era of one job, one paycheck, and one career path is over.

In this episode of Work 2.0: The Podcast, I sit down with Janel Abrahami — Glassdoor’s Career Pivot Strategist — to break down the rise of portfolio careers, the future of work, and why diversifying your income streams is a non-negotiable.

A recent survey by Glassdoor found that 67% of professionals say their primary motivation for a side hustle is to boost their income, but portfolio careers are about more than just money. They’re about flexibility, future-proof skills, and staying relevant in an unpredictable job market.

We dive into:✅ How to build multiple income streams without burning out✅ The four C’s of building a portfolio career, and what to focus on now✅ Janel’s expert take on how to pivot, evolve, and thrive in 2025 and beyond

If you care about building income resilience and true career flexibility, this conversation is for you.

Subscribe to Work 2.0: The Podcast on Spotify, Apple Podcasts, and YouTube for weekly conversations on careers, AI, money, and what’s next for the workforce.

In this episode of Work 2.0: The Podcast, I sit down with Jon Bostock — CEO, author, and investor, to unpack how leadership is being reinvented in the age of AI, disruption, and rapid change.

We explore Jon’s personal journey to the top, why the traditional CEO role no longer works, and what the next generation of leaders and professionals must do to stay relevant, future-proof, and ready to thrive.

In this solo episode of Work 2.0, I’m breaking down the memo making headlines — Amazon CEO Andy Jassy’s bold prediction that AI will replace a significant portion of the workforce.

What does this mean for your career? Is your job safe? And more importantly, how do you stay future-proof when even the biggest companies are signaling massive disruption?

Read it for yourself, here.