Work Face

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Work Face

Benjamin Jackson

10 episodes

5 months ago

When was the last time your leader admitted they didn't have all the answers? With boards and investors watching every move, most executives feel pressure to project confidence, even when facing unprecedented change. But what if the most valuable thing a leader can offer their team isn't certainty about the future, but transparency about the present, and clarity about what to do next? Keith Cowing, executive coach and product leader, shares his advice for leaders in times of rapid change: fr...

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Episodes (10/10)

Work Face

Pinball Mode (with Keith Cowing)

5 months ago

38 minutes

Work Face

The Art of Diplomatic Dissent (with Catt Small)

Speaking up at work is hard enough as it is, but when you feel like the odd one out, advocating for yourself becomes even harder. How do you tell your boss when they're making you uncomfortable or doing something that undermines your performance? The secret is simpler than you think. Catt Small is a staff product designer, game maker and developer. She's worked with companies including Asana, Etsy, and SoundCloud. She also makes video games, draws art, and is the Executive Director for ...

6 months ago

36 minutes

Work Face

Just Grateful to Be Here (with Bijan Stephen)

What does it take to succeed in a creative field like journalism? Who gets the biggest interviews, the coolest assignments, the fast track to a huge audience? The answer has a lot less to do with how hard you work than with how you're seen by the people calling the shots. Bijan Stephen, journalist and writer at Compulsion Games, shares his journey from magazine assistant to TV host and video game writer—and explains how some people end up being pegged as “talent” while others don’t. (00:00) T...

7 months ago

35 minutes

Work Face

Your Manager Is Winging It (with Melissa and Johnathan Nightingale)

Have you ever wondered what’s really happening when a manager makes you feel small? Maybe they were multitasking in a meeting, or late to a career defining conversation. What happens when people are given power without the tools to wield it responsibly? And what might our organizations look like if we invested in management competence before employees reach their breaking point? Melissa and Johnathan Nightingale, founders of Raw Signal Group, share their experiences working for “incompetent” ...

8 months ago

46 minutes

Work Face

Friends Don’t Fire Friends (with Dustin Liu)

Have you ever had a manager who acted like a friend instead of your boss? They confide in you, trust you with important work, and treat you like a peer. How do you say no when you’re completely overwhelmed and can’t find the courage to disappoint them? Dustin Liu, senior associate director at NYU Stern’s Initiative on Purpose and Flourishing, knows exactly how this feels. After years of advising leaders at Stanford and NYU and interviewing employees about their experiences at Hear Me O...

8 months ago

30 minutes

Work Face

Do What You Love, and Treat It Like a Job (with Rob McRae)

Have you ever stayed in a job you hated because you thought that's just what adults do? Maybe you even convinced yourself it was character building, that being miserable at work was some kind of badge of honor. What if the real sign of maturity isn't suffering through a job you hate, but respecting yourself enough to set healthy boundaries while doing what you love? Rob McRae, a digital producer, writer, and social media manager, shares his experience transitioning to media after burning out ...

9 months ago

33 minutes

Work Face

Work Face, a New Podcast from Hear Me Out (Trailer)

I’m Ben Jackson, the founder of workplace culture strategy firm, Hear Me Out. For years, I’ve been listening to people tell the truth about work, the kinds of stories that usually stay hidden behind NDAs. Through these conversations, I’ve discovered something important: whether you’re dealing with office politics or trying to protect your mental health, the challenges you’re facing aren’t unique to you. That’s why I created Work Face. Every week, you’ll hear stories from people who’ve f...

9 months ago

1 minute

Work Face

Wellness Is Caring For Each Other (with Ashwin Rodrigues)

When was the last time your company announced a new wellness initiative? Maybe it was a meditation app subscription, or a fitness challenge, or another program promising to optimize your performance. Now ask yourself: When was the last time someone at work just asked how you were feeling? Ashwin Rodrigues, a freelance writer whose work has been featured in Defector, GQ, The New York Times, Vice, and Wired, shares his journey from burned-out tech worker to wellness culture critic, explor...

9 months ago

36 minutes

Work Face

Forum Drama in the Work Slack (with Allegra Rosenberg)

These days, the platforms we use at work look a lot like social media. But on most teams, these digital workspaces are run almost entirely without moderation. Allegra Rosenberg, a writer, fandom expert, and cultural critic, shares her experience as a major label talent scout and explains why allowing off-topic channels in Slack might be a bigger risk than you'd expect. (00:00) Everything is Everywhere Online (02:32) Insecurity in the Music Industry (14:20) Slack Channels as Digital Infrastruc...

9 months ago

31 minutes

Work Face

Luckpilling the Meritocracy (with Dr. Aaron Rabinowitz)

What if most of what we believe about success and failure at work is just a story we made up? What if the core ideas driving modern workplace culture might be making us less effective, less innovative, and a whole lot more anxious? Dr. Aaron Rabinowitz, Ethics Director at the Creator Accountability Network, shares his experience in off-Broadway theater and discusses his dissertation research on “luckpilling,” a radical new way of thinking about success, failure, and who deserves help (spoiler...

9 months ago

38 minutes