Best Jason Rosoff Podcasts (2025)

1
Andrew Palmer: How to Lead Without Losing Your Mind 7 | 26 43:41

2d ago43:41

43:41

Being a boss is hard—and most people are thrown into it with zero training and a vague job description. Kim and Jason are joined by Andrew Palmer—yes, that Andrew Palmer from The Economist’s “Bartleby” column and host of the Boss Class podcast—for a wide-ranging, no-BS conversation about what leadership looks like when it’s done well…and when it’s …

1
Navigating the Nuances of Tone in Feedback 7 | 25 45:54

9d ago45:54

45:54

Ever tried giving someone feedback about their tone…without sounding like the tone police? This episode was sparked by a listener wrestling with just that—and let’s be real, it’s something we’ve all tripped over. Join Kim and Jason as they dive into the messy, nuanced world of tone: why it matters, how to talk about it without getting judgmental, a…

1
Becoming a Not-So-Secretly Candid Leader with Chloé van Bergen 7 | 24 46:52

16d ago46:52

46:52

Fun fact: this episode exists thanks to a few pints and a little Radical Candor in the wild. Our audio engineer Nick met today’s guest, Chloé van Bergen, VP of Operations at Secretly Group, at his brother’s stag do. One loud London pub and an honest conversation later—we knew we had to get her on the show. Join Kim and Amy for a candid conversation…

1
What Real Inclusion Looks Like at Work When You’re LGBTQ+ 7 | 23 1:00:56

23d ago1:00:56

1:00:56

We’re celebrating Pride Month, and to kick us off, Amy and Brandi get real about the unfiltered, often uncomfortable truth of being LGBTQ+ in the workplace—where invisibility can feel safer than honesty, and “inclusion” doesn’t always include you. In this 'best of' episode, they unpack the messy layers of LGBTQ+ identity at work—from pronoun politi…

1
Leading Through Chaos With Stephanie Chung 7 | 22 51:57

1M ago51:57

51:57

Leadership sounds empowering—until you're navigating chaos, clunky systems, and a team giving you major side-eye. Amy and Kim talk with Stephanie Chung—trailblazing exec, leadership strategist, and accidental trust-builder—about the messy reality of stepping into high-stakes roles. Stephanie gets candid about what it’s really like to walk into a co…

1
The Evil Translator & The Fundamental Attribution Error (Best of) 7 | 21 46:43

1M ago46:43

46:43

On this Best of episode of the Radical Candor podcast, Kim, Jason and Amy discuss how the fundamental attribution error makes us more likely to use personality attributes to explain someone else’s behavior rather than considering our own behavior or situational factors that were probably the real cause of the behavior. This is where the “not about …

1
Finding One More Molecule of Hope with Debbie Millman 7 | 20 50:06

1M ago50:06

50:06

Growth sounds beautiful—until you’re knee-deep in failure, self-doubt, and a garden full of dead plants. Amy gets real with Debbie Millman—design legend, branding expert, and accidental gardener—to unpack the not-so-glamorous side of creativity, leadership, and learning to suck at something new. Debbie shares how screwing up (repeatedly) can actual…

1
I'm the 'Cool' Boss and It's Not Working 7 | 19 38:12

2M ago38:12

38:12

Are you the cool boss that everyone loves, but no one respects? Join Kim and Jason as they address a pressing question from a production supervisor struggling with their team's lack of accountability. Learn the importance of sharing personal stories, soliciting feedback, and giving timely criticism, all while remembering that accountability is an a…

1
Returning to the Office & Remembering Why We Left 7 | 18 44:21

2M ago44:21

44:21

From malfunctioning WiFi to epic commutes and offices mysteriously out of toilet paper, the “return to office” era is serving up workplace absurdity on a silver platter. Jason and Amy blow past the corporate spin and get Radically Candid about the “back to the office” push: why it’s often more about control than collaboration, how companies overloo…

1
The Cost of the Move-Fast-Break-Things Mentality 7 | 17 47:33

2M ago47:33

47:33

Move fast, break things, and hope no one notices? Not so fast. In this episode, Kim and Jason rip into the shiny promise of speed at all costs—and the very real damage it leaves behind. From slashing vital research to chasing clicks with outrage bait, they expose how a lack of debate, accountability, and thoughtful decision-making can spiral into c…

1
From Bottlenecks to Buy-In: Overcoming Bureaucracy 7 | 16 48:10

2M ago48:10

48:10

Cut through workplace red tape—without burning bridges. Ever feel like getting anything done at work means running a marathon through molasses? You’re not alone. In this episode, Amy and Jason go full throttle on the soul-sucking systems that slow teams down and wear people out. Sparked by a listener stuck in a tangle of outdated processes, they un…

1
How NDAs Protect Power Instead of People 7 | 15 44:05

3M ago44:05

44:05

When contracts hide misconduct, it’s not policy—it’s a cover-up. What do NDAs, forced arbitration, and emotionally manipulating teenagers have in common? Sadly, more than you'd hope. Kim, Jason and Amy rip the lid off the corporate culture of hush-hush harm, legal gymnastics and why emotional manipulation is a feature—not a bug—in some marketing st…

1
Surviving Assholes and Building Better Organizations with Bob Sutton 7 | 14 59:23

3M ago59:23

59:23

Being the boss isn’t about power trips—it’s about leaving your jerk card at the door. Turns out, surviving the workplace often comes down to one simple rule: don’t be an asshole. Kim Scott and Amy Sandler sit down with Stanford’s Bob Sutton, author of The No Asshole Rule and The Friction Project, to talk about how real leadership means treating peo…

1
The Wild Courage to Get What You Want, With Jenny Wood 7 | 13 52:23

3M ago52:23

52:23

Stop playing it safe—embrace the bold, unexpected traits that actually get you ahead. Success doesn’t come to those who wait—it comes to those who take it. For years, you’ve been told to be humble, play nice, and wait your turn. Jenny Wood says that’s exactly why so many talented people stay stuck. As a former Google executive turned author of Wild…

1
How to TALK So People Actually Listen with Dr. Alison Wood Brooks 7 | 12 47:38

3M ago47:38

47:38

Ditch the awkwardness and start owning every conversation. Talking to people shouldn’t feel like a struggle—but let’s be honest, it often does. Maybe you’re stuck in small talk hell, getting ignored in meetings, or watching conversations die mid-sentence. Why is this so hard? Amy sits down with Dr. Alison Wood Brooks, Harvard Business School profes…

1
When the PIP Feels Disingenuous: The Ethics of Managing Out 7 | 11 40:29

4M ago40:29

40:29

When a PIP feels like a setup, how do you handle it without compromising your integrity? Trapped between an HR-driven process that feels like a sham and a direct report who’s not meeting expectations? That’s a management nightmare. When a boss hands you a struggling employee with the unspoken expectation that you’ll “manage them out,” how do you st…

1
Scaling Smart: Leading Effectively When You Have 50+ Direct Reports 7 | 10 46:58

4M ago46:58

46:58

Too many direct reports and not enough time? Fix that without losing your sanity. Drowning in direct reports and barely keeping your head above water? When you’re responsible for 30 to 50 people, the idea of meaningful one-on-ones is a joke—but so is pretending you can manage that many people without a meltdown. On this episode, Kim and Amy rip apa…

1
From Change Agent to Change Enabler: Aman Kochar On Leadership & Growth 7 | 9 1:06:03

4M ago1:06:03

1:06:03

Avoiding tough conversations? Lean in, speak up, and make them count. Ever find yourself avoiding a tough conversation at work because, well…it’s just easier? We get it. But what if leaning into discomfort could actually make things better—for you, your team, and your company? In this episode, Kim and Amy sit down with Amandeep (Aman) Kochar, CEO o…

1
Resetting Expectations With Resistant Direct Reports 7 | 8 58:23

4M ago58:23

58:23

Undermining, defiant and disengaged direct report—coach them or cut them loose? Dealing with a direct report who questions everything, isolates their team, and actively undermines leadership? YIKES. That’s not just frustrating—it’s a full-blown leadership headache. When radical candor turns into outright defiance, how do you respond without losing …

1
Temple Grandin On Why Clarity is the Key to Candor 7 | 7 53:18

5M ago53:18

53:18

Vague feedback is a fail—neurodivergent minds need clear, direct guidance to thrive. Is vague feedback just bad management, or are we failing neurodivergent employees by not giving them what they actually need? Kim sits down with the legendary Dr. Temple Grandin to challenge common misconceptions about feedback and explore why clarity is key—especi…

1
Russ Laraway’s “Gravity Assist” Approach to Career Conversations 7 | 6 50:57

5M ago50:57

50:57

Why most career conversations fail—and how to make them actually matter. Are career conversations a game-changer, or just another corporate mirage? In part two of this two-part episode, Kim, Amy, and Russ Laraway cut through the fluff and expose why most career talks fail before they even start. Managers love to preach growth, but when it comes to …

1
Russ Laraway Shares Why “The Big 3” Are the Secret to Being a Successful Leader 7 | 5 49:27

5M ago49:27

49:27

Russ Laraway breaks down why your leadership isn’t working—and how to fix it. Stuck in a cycle of vague goals, half-hearted feedback, and meaningless career talks? Let’s call it what it is—bad leadership. In part one of this two part episode, Kim, Amy, and Russ Laraway rip into the mistakes that are killing your team’s engagement and results. Russ …

1
Middle Managers: Dinosaurs or Essential Glue? 7 | 4 37:46

5M ago37:46

37:46

What happens when you gut the glue holding your team together? Is middle management really dead weight, or are we cutting off the wrong limb? In this episode, Amy and Jason take on the hype around “The Great Flattening” and call out the risks of gutting the layer that keeps organizations running smoothly. Sure, middle managers have their flaws—what…

1
Ellen Pao On Breaking Tech’s Toxic Status Quo 7 | 3 44:53

5M ago44:53

44:53

Tech’s “meritocracy” is broken—Ellen Pao unpacks how to fix it. Alright, let’s get real—tech’s so-called “meritocracy” is doing more harm than good, and it’s time to face it head-on. This week we’re bringing you an episode of the Radical Respect podcast. Kim and Wesley sit down with Ellen Pao, founder of Project Include, to dig into how the industr…

1
Heather McGowan On Rebuilding Connection and Collaboration 7 | 2 51:17

6M ago51:17

51:17

Ditch the drama and rebuild connection where it counts. Feeling overwhelmed by workplace polarization, the loneliness epidemic, and the constant whirl of change? You’re not alone—and neither are your teams. On this episode of Radical Candor, Kim and Amy bring in Heather McGowan, future-of-work strategist, to dig into why we’re so divided and distra…

1
Best of: Unlock the Power of Rituals to Transform Your Work and Life 7 | 1 48:02

6M ago48:02

48:02

Everyday actions, when turned into rituals, can manage emotions and create a sense of meaning. Amy Sandler is joined by Harvard Business School Professor Michael Norton to discuss his latest book, The Ritual Effect. Norton explores the significance of rituals in reducing stress and enhancing productivity, both at work and in personal life. He share…

1
Best of: How to Communicate With Your Family During the Holidays 6 | 50 1:05:23

6M ago1:05:23

1:05:23

Practicing Radical Candor with your family members this holiday season. Holiday communication with your family can be rife with stress. And while you love your family, let’s be frank, family togetherness during the holidays often goes sideways. So much so that it’s become a trope that’s spawned dozens of holiday movies. But you can survive it by pr…

1
How to Navigate the Messy Middle Between Ruinous Empathy & Obnoxious Aggression 6 | 49 39:19

6M ago39:19

39:19

How the CORE method can help you thrive in the messy middle. Caught in the middle of a boss who’s all care but no action and a team lead who’s full steam ahead with no brakes? That’s a workplace tightrope no one wants to walk. Your ability to Care Personally and Challenge Directly can seriously be affected when communication falls apart on both end…

1
How to Care Personally When You Don’t Personally Care 6 | 48 43:05

7M ago43:05

43:05

Showing respect when you just don’t connect. Ever feel like caring about a coworker is just...not in the cards? Same. Here’s the thing though – you don’t have to be besties to show respect and keep things productive. In this episode, Kim, Amy, and Jason tackle the tough question of how to Care Personally when someone’s driving you up the wall. With…

1
Introducing: The Radical Candor Podcast 3:26

7M ago3:26

3:26

Tune in to the Radical Candor podcast to learn to love your job and kick ass at work without losing your humanity by practicing the principles of Radical Candor. Host and Lead Radical Candor Coach Amy Sandler leads discussions with Radical Candor Author and Co-founder Kim Scott and CEO and Co-founder Jason Rosoff about what it means to be Radically…

1
Money Talks: Why Salary Secrets Are Hurting Your Team 6 | 47 46:13

7M ago46:13

46:13

Uncovering the messy reality of salary secrecy. Pay transparency—yikes, it’s one of those topics that makes everyone squirm, but avoiding it does more harm than good. Let’s be real: when salaries are shrouded in secrecy, it doesn’t just make things awkward—it allows inequity and mistrust to thrive. And here’s the kicker: people are already talking …

1
Promotions Gone Wrong? Why False Promises Wreck Trust at Work 6 | 46 22:36

7M ago22:36

22:36

Missed promotions, broken promises, and the fallout that follows. Promotions gone wrong? Yeah, it’s a thing. On this episode, Kim and former Twitter CEO Dick Costolo tackle a listener’s tale of missed opportunities, broken promises, and a management team that just can’t get it together. From the cringe-worthy red flags to the frustrating aftermath,…

1
Oversharing at Work: When TMI Tanks Trust 6 | 45 43:56

7M ago43:56

43:56

The fine line between transparency and TMI. Let’s get into it: oversharing at work — we’ve all done it, and we’ve all cringed after. But here’s the tea: when we spill sensitive info without thinking, we’re not just breaking trust, we’re tanking our ability to Care Personally and Challenge Directly. In this episode, Kim, Jason, and Amy dig into a li…

1
Lessons from a Whistleblower: The Cost of Staying Silent with Susan Fowler Rigetti 6 | 44 31:13

8M ago31:13

31:13

Susan Rigetti on speaking up, keeping receipts, and why silence is never the answer. We’re shaking up the workplace and diving deep into the raw reality of whistleblowing and the courage it takes to speak up with this special episode from the Radical Respect podcast. Kim, Wesley, and special guest Susan Rigetti, author of Whistleblower, break down …

1
Talking to Flat Earthers: Managing Post-Election Tension at Work With Denise Hamilton 6 | 43 48:11

8M ago48:11

48:11

Brace yourself—this episode is all about navigating workplace tension with Radical Candor. Kim and Amy team up with Denise Hamilton, author of Indivisible: How to Forge Our Differences Into a Stronger Future, to tackle the complicated landscape of workplace polarization and the radical power of respect. Denise, known for her "irrational optimism," …

1
How to Navigate a Nepo Baby Bully at Work 6 | 42 57:25

8M ago57:25

57:25

Handling workplace bullying when family dynamics are involved. We need to talk about nepotism and workplace bullying, because WHEW, does it ever mess with our ability to Care Personally and Challenge Directly! Here's the real deal — when family ties eclipse talent, we're not just hurting individual careers. We're poisoning the well of psychological…

1
Say What? How to Measure Feedback Responses 6 | 41 1:06:38

8M ago1:06:38

1:06:38

With feedback, how do you measure what matters? Kim, Jason, and Amy dive into the art of measuring feedback, emphasizing that it's not just about what you say, but how it's heard. It's crucial to pay attention to how your feedback lands and be ready to adjust your approach, especially when you notice defensiveness or indifference. Tune in to explor…

1
Navigating Disagreements: How to Challenge Feedback Effectively 6 | 40 1:00:07

8M ago1:00:07

1:00:07

Effectively manage feedback you disagree with. On this episode of the Radical Candor podcast, we tackle a challenge that's at the heart of Radical Candor: what to do when you receive feedback you don't agree with. It's a question we get all the time, and it's crucial because how we handle these moments can make or break our relationships at work. T…

1
Building Pockets of Excellence: Introducing Radical Candor to Your Team 6 | 39 37:33

9M ago37:33

37:33

In this episode of the Radical Candor Podcast, Jason and Amy discuss how to introduce radical candor to teams effectively. They emphasize the importance of starting small, creating pockets of excellence, and the role of accountability and praise in fostering a feedback culture. The conversation also covers effective communication strategies for imp…

1
The Role of Vulnerability in Leadership with Jacob Morgan 6 | 38 47:45

9M ago47:45

47:45

Kim and Jacob Morgan, author of Leading with Vulnerability, discuss the power of vulnerability in leadership and its role in building trust and driving performance. They explore the common misconceptions about vulnerability, the balance between competence and connection, and how to navigate the fine line between strength and openness. Jacob shares …

1
Why Your Meetings Suck (And How to Fix Them): Insights from Dr. Steven Rogelberg 6 | 37 48:26

9M ago48:26

48:26

Explore the surprising science of meetings and how to make them suck less with Dr. Steven G. Rogelberg, a renowned organizational psychologist and author of The Surprising Science of Meetings, Glad We Met: The Art & Science of 1:1 Meetings, and more. Dr. Rogelberg discusses with Kim and Amy why meetings often feel unproductive and costly, covering …

1
How Ruinous Empathy Ruins Praise 6 | 36 45:03

9M ago45:03

45:03

Praise can be powerful, but when it’s vague, generic, or something you can say to a dog like "good job," it can backfire and do more harm than good. Kim, Jason, and Amy explore the nuances of Ruinous Empathy and praise, sharing real-life examples, like the infamous FEMA response during Hurricane Katrina, to illustrate the pitfalls of Ruinously Empa…

1
Inclusion in Meetings: Kieran Snyder On In-Person vs. Remote Dynamics 6 | 35 55:20

10M ago55:20

55:20

Kieran Snyder, founder of nerd processor and co-founder of Textio, joins the Radical Candor podcast to explore inclusivity in meetings, revealing data-driven insights from her research on in-person versus remote settings. Kieran discusses the dynamics of interruptions, idea credit-taking, and the impact of power and gender on participation. With ov…

1
Political Discussions at Work: Productive or Problematic? 6 | 34 50:59

10M ago50:59

50:59

How do you handle political conversations at work without crossing boundaries or alienating colleagues? The team dives into the complex and often uncomfortable topic of discussing politics at work, exploring the impact of these conversations on workplace dynamics, productivity, and personal relationships. Kim, Jason, and Amy share insights on navig…

1
When Feedback Fails: Repairing Relationships After Feedback is Ignored 6 | 33 28:41

10M ago28:41

28:41

Feedback can be tough to give and at times even harder to receive. But what about when it’s ignored? Jason and Amy tackle a listener's challenging workplace scenario involving ignored feedback, toxic dynamics, and a strained relationship with their boss. Through role play, practical advice, and Radical Candor tips, they explore how to rebuild trust…

1
Creating a Community 6 | 32 41:10

10M ago41:10

41:10

Jason and Amy discuss the creation of Radical Candor's new online community designed to help people leaders stress less, build stronger relationships, and connect with peers and pros. Jason emphasizes the importance of community-based learning and he and Amy reflect on the challenges and rewards of building a space for continuous learning and perso…

1
Remarkably Candid: Insights from Guy Kawasaki 6 | 31 1:10:37

11M ago1:10:37

1:10:37

Amy and Kim sit down with the remarkable Guy Kawasaki, Chief Evangelist at Canva and host of the Remarkable People podcast. The conversation delves into Guy's storied career, his insights on leadership, and his newest book, Think Remarkable: 9 Paths to Transform Your Life and Make a Difference. They explore the concept of being remarkable, the impo…

1
Workplace Harassment: Tackling Toxicity at Work 6 | 30 25:59

11M ago25:59

25:59

Kim and Jason tackle a challenging listener question about dealing with severe workplace harassment. They explore the importance of managerial action, share insights on effective documentation, and provide practical advice for identifying supportive work environments during job searches. Personal anecdotes highlight the nuances between bias and bul…

1
Building Better Relationships: The FAQ Finale 6 | 29 48:22

11M ago48:22

48:22

In the finale of the Radical Candor FAQs series, together Kim, Jason, and Amy answer a new round of most frequently asked questions about Radical Candor. They explore how Radical Candor operates across different cultures and discuss strategies for managing defensiveness in feedback. Through personal anecdotes and practical advice, they illustrate h…

1
Feedback In Multigenerational Workplaces & More FAQs 6 | 28 41:18

11M ago41:18

41:18

Jason shares his perspective on defining Radical Candor, addressing its misuse, and handling feedback in various work environments, including remote, hybrid, and multi-generational workplaces. The conversation covers effective communication strategies, building relationships, and maintaining accountability. Jason also discusses navigating toxic wor…

Podcasts Worth a Listen

Jason Rosoff Podcasts

Podcasts Worth a Listen

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