Josh Levine

Great Mondays Radio

Business EN ↓ 189 episodes

AI, distributed work, and technology are changing how organizations operate. Leaders are discovering that the mechanisms they inherited to manage their teams weren’t built for this environment. Every week, host Josh Levine interviews a business leader about their experiences integrating AI into their team and company's work. If you know a director, VP, or people leader grappling with teams, AI, and the future of work, tell them to apply to be a guest on the show at https://radio.greatmondays.com/podcast-guest

Author

Josh Levine

Category

Business

Podcast website

radio.greatmondays.com

Latest episode

Jul 9, 2026

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Episodes

Job Descriptions Are Failing Us All 09.04.2026

Job descriptions are supposed to clarify what a company needs. But what if they’re just educated guesses? In this episode, Josh looks at how AI is quietly breaking one of the most fundamental parts of hiring: defining the role itself. Drawing on stories from job seekers and hiring managers, he explores why candidates are getting rejected for jobs they already had interviews scheduled for, how role...

Identity crisis? Me too. Business Psychologist Liz Pavese Explains Why (and What to Do About It). 06.04.2026

Something feels off. Work that used to make sense no longer does. Motivation is harder to find. And no matter how much you rest, you still feel tired. On this episode of Great Mondays Radio , host Josh Levine talks with business psychologist Liz Pavese about the identity shifts happening beneath the surface of today’s work experience. Liz explains why so many people feel stuck, disconnected, or un...

How Fat is Kim Jong-Un? 02.04.2026

AI is supposed to help people get jobs. But what if it’s making it harder to tell who’s real? In this episode, Josh looks at how AI is creeping beyond résumés and into interviews—and even the work itself. Drawing on stories of impersonated candidates, AI-assisted cheating in technical interviews, and coordinated efforts to land remote jobs at scale, he explores how trust is breaking down across th...

You Don’t Have a Burnout Problem You Have an Execution Problem 30.03.2026

Burnout is everywhere right now. It shows up in surveys, in exit interviews, in quiet disengagement that leaders can feel but struggle to explain. Most organizations respond the same way: more wellness programs, more reminders to rest, more conversations about resilience. But what if burnout is not the problem to solve? On this episode of Great Mondays Radio, host Josh Levine talks with Bhavik Sha...

What the Hell Even is This Job Title? 26.03.2026

Job titles used to tell you what a job was. Now they often raise more questions than answers. In this episode, host Josh Levine looks at the rise of strange, sprawling, and sometimes absurd job titles—and what they reveal about how quickly work is changing. Drawing on conversations with job seekers, coaches, and operators inside companies, he explores why organizations often don’t actually know wh...

AI Can’t Fix Broken Work — Here’s What Actually Will 23.03.2026

In fast-growing companies, the work that slows you down rarely looks broken. It looks busy. Calendars are full. Teams are working hard. And yet, somehow, progress feels harder than it should. So what happens when the real problem is not your people, but the systems they are stuck inside? On this episode of Great Mondays Radio, Josh Levine talks with fractional COO and strategic ops partner Natalie...

What Happens When AI Hits the Org Chart? 19.03.2026

AI is supposed to reduce work. But what if it just gives us more of it? In this episode, Josh looks at what actually happens when AI hits the org chart—inside real companies, not predictions. Drawing on recent layoffs, historical patterns like ATMs and spreadsheets, and firsthand stories from teams already deep into AI adoption, he explores why automation rarely shrinks work the way we expect. Ins...

Great Employer Brands Repel More People Than They Attract. James Ellis explains the paradox. Plus, why LinkedIn can keep raising prices. 16.03.2026

In a hiring market flooded with AI-generated resumes, one-click applications, and career pages that all sound the same, standing out no longer comes down to looking polished. It comes down to being specific. But what if the strongest employer brands are not the ones that attract the most people, but the ones that make the wrong people walk away? On this episode of Great Mondays Radio , host Josh L...

Is AI Really Taking Jobs? 12.03.2026

AI gets blamed for a lot right now—layoffs, hiring freezes, disappearing entry-level roles. But what if it’s not the whole story? In this episode, Josh looks at the strange “low hire, low fire” job market where companies aren’t hiring much, but they aren’t laying people off en masse either. Drawing on labor data, conversations with business leaders, and a few high-profile layoffs framed as “AI tra...

You’re Not Undervalued—You’re Under-Asking: Exec Advisor Karen Laos on Confidence, Conditioning, and the Cost of Silence 09.03.2026

In a culture that celebrates confidence, many professionals still hesitate at the most critical moment in their careers: the moment they need to ask. Ask for the opportunity. Ask for the promotion. Ask for the price they’re worth. But what if the real barrier isn’t capability or ambition, but the quiet conditioning that teaches us not to rock the boat? On this episode of Great Mondays Radio, host...

The Job Market Sh*t Show: Is It Who You Know? 05.03.2026

Applying to hundreds of jobs feels like progress—but it might just be noise. In this episode, Josh looks at the two strategies job seekers are using right now: scale and signal. Some people are flooding the system with applications, hoping one slips through. Others are doing the opposite—only applying when they can get a human introduction inside the company. Through conversations with job seekers...

The Career Mistake AI Can’t Fix — Leaders Who Don’t Know What They Stand For: Voice as the New Differentiator 02.03.2026

In a world where anyone can publish, post, or prompt their way to polished prose, standing out no longer comes down to volume. It comes down to voice. But what if the real career risk isn’t being replaced by AI—it’s becoming indistinguishable from everyone else? On this episode of Great Mondays Radio , host Josh Levine talks with nonfiction ghostwriter and thought leadership strategist Jamie Dykst...

The Job Market Sh*t Show: What is Grammarly's AI Ad Trying to Tell Us? 26.02.2026

AI used to promise better work. Now it’s starting to promise no work at all. In this episode, Josh unpacks a deceptively cheerful Grammarly ad that suggests AI can handle your tasks so you can “get back to what matters.” Cute on the surface. Slightly terrifying underneath. He connects the dots to a viral essay arguing that AI is already replacing large chunks of knowledge work—from coding to law—a...

You’re Over-Investing in Software and Under-Investing in Humans. A CIO’s Case for the Most Underrated Leaders in Your Company. 23.02.2026

We are pouring money into AI, automation, and digital tools. But what if the real bottleneck isn’t your tech stack. What if it’s your human stack. On this episode of Great Mondays Radio, Josh Levine sits down with award-winning author, fractional CIO, and founder of Digital Wisdom Collective, Barbara Whitman , to explore why most transformation efforts fail for one simple reason: we upgrade the so...

The Job Market Sh*t Show: Is the Job Market a Market Failure? 19.02.2026

Job searching used to feel like a transaction: effort in, opportunity out. Now it often feels like shouting into a void. In this episode, Josh argues that hiring isn’t just dysfunctional—it’s starting to resemble a classic market failure, where companies absorb almost no cost for bad behavior while candidates absorb all of it. He breaks down how ghost jobs, opaque AI screening, and endless silence...

When Smart Leaders Self-Sabotage and Call It “High Standards”. Plus, Why insight doesn’t automatically lead to behavior change. 16.02.2026

In leadership, we like to believe our biggest challenges are external. Market shifts. Economic pressure. Disruption. Competition. But what if the real friction isn’t "out there"? On this episode of Great Mondays Radio, host Josh Levine sits down with certified executive coach Rob Wise to explore the concept of leadership saboteurs—the hidden patterns of thinking that quietly shape our behavior whe...

The Job Market Sh*t Show: Is Fractional Work the Uber-fication of Jobs? 12.02.2026

Work is starting to behave like a scarce resource—and companies are adjusting their metabolism accordingly. In this episode, Josh explores how AI, short-term incentives, and belt-tightening are accelerating the unbundling of jobs into fractional roles, contractors, and piecemeal tasks. What once looked like flexibility and “portfolio careers” is starting to resemble something else: an uberificatio...

The Stories We Tell Ourselves. Emotional Intelligence at Work with Performance Psychotherapist Jade Wood. Plus Why 360 Reviews are Broken. 09.02.2026

What if your biggest leadership blind spot isn’t strategy but self-awareness? On this episode of Great Mondays Radio, host Josh Levine talks with performance psychotherapist Jade Wood, MA, LMFT, MHSA about the overlooked power of emotional intelligence at work. They explore how trust breaks down when leaders lack self-awareness, why most 360 reviews fall flat, and what actually helps people grow:...

The Job Market Sh*t Show: Can We Beat The Bots? 05.02.2026

Can We Beat The Bots? Escalating AI Tactics in The Job Search Arms Race Applying for jobs used to mean competing with other people. Now, it often means competing with machines. In this episode, Josh looks at how AI has turned the job search into an arms race—where applicants experiment with prompt injection, keyword stuffing, and other tactics just to get a human to look at their résumé. He revisi...

You’re Not Overwhelmed—You’re Just Stuck in the Wrong Frame: Dr. Allen Lycka on the Neuroscience of Resilience and the Practice of Perspective 02.02.2026

What if adversity isn’t the problem—but the way we’re framing it is? On this episode of Great Mondays Radio , host Josh Levine sits down with Dr. Allen Lycka, known as the Doctor of Happiness, to explore why leaders feel overwhelmed, distracted, and constantly on edge in an always-on world. What starts as a conversation about stress quickly becomes a deeper examination of fear, perspective, and th...

The Job Market Sh*t Show: Is This an Open Role or B.S.? 29.01.2026

Is This an Open Role or B.S.? Ghost Jobs and PR Trickery Job postings used to mean something. Now? They might just be corporate fan fiction. In this episode, Josh digs into ghost jobs—roles that look real but never get filled. He unpacks the story of a product manager who applied with a referral and still never got seen, and talks with a career coach who’s helped hundreds navigate the same dead en...

The Kids Don’t Want to Work (Until They’re Treated Like Humans): What Leaders Get Wrong About Gen Z and Work 26.01.2026

What if the problem isn’t that younger generations don’t want to work—but that work stopped making sense? On this episode of Great Mondays Radio , host Josh Levine talks with culture strategist and Call for Culture founder Angela Howard about why leaders keep misreading Gen Z—and how the familiar complaint “the kids don’t want to work” is really a signal of a broken social contract. From quiet qui...

The Job Market Sh*t Show: Hey Robot, Read My Resume? 22.01.2026

Hey Robot, Read My Resume? When AI Decides Who Gets Seen. Applying online feels like shouting into the void—and that’s because, more often than not, your first interviewer is a robot. In this episode, Josh breaks down the rise of AI in hiring: how automation is reshaping resume screening, where bias creeps in, and why so many qualified candidates are ghosted by systems that were built for efficien...

The Free Agent Mindset Is Reshaping Your Team — Futurist Jasmine Bina on Why Work ≠ Reward. Plus: Why Everyone Has an Exit Fantasy Now 🛫 19.01.2026

What if the reason your employees are building personal brands on LinkedIn isn’t ambition—but survival? On this episode of Great Mondays Radio, host Josh Levine sits down with cultural futurist and brand strategist Jasmine Bina to unpack why the old equation— work = reward —no longer adds up. From TikTok algorithms to crypto millionaires to GLP-1s rewriting the rules of body politics, Jasmine expl...

The Job Market Sh*t Show: If Everyone Hates LinkedIn, Why Are We Still There? 15.01.2026

If Everyone Hates LinkedIn, Why Are We Still There? The Role of Platforms In Our Search for Jobs LinkedIn is noisy, frustrating, and often feels like a job search dead end—so why are we still using it? In this episode, Josh unpacks the tension we all feel about the platform, exploring what still works (profiles, networks, discovery) and what definitely doesn’t (spam, false leads, and the chaos of...

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