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10 Leadership Habits Most Managers Skip
10 Leadership Habits Most Managers Skip

Season 2 Episode 135

Football's back. And on the first day of the 2026 preseason, Josh and Bob take one of the oldest lines in coaching and point it straight at leadershi…

2 days, 10 hours ago

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Bob and Josh Finally Disagree About Something: Transparency
Bob and Josh Finally Disagree About Something: Transparency

Season 2 Episode 134

Bob opens with a metaphor about window blinds. Truth isn't a switch, he says, it's a set of slats you're constantly adjusting. Closed all the way, op…

1 week, 2 days ago

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Everything We'd Tell a New Leader
Everything We'd Tell a New Leader

Season 2 Episode 133

Bob and Josh each bring a list for the person thinking about stepping into leadership for the first time. Your why, the loneliness, the burdens you c…

2 weeks, 2 days ago

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AI Answers Everything, So Who's Having the Ideas?
AI Answers Everything, So Who's Having the Ideas?

Season 2 Episode 132

AI can hand you an answer to almost anything in seconds. Bob and Josh spend this episode asking what that convenience is quietly costing us.

It starts…

3 weeks, 1 day ago

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6 Leadership Characteristics We Admire After 20 Years of Working Together
6 Leadership Characteristics We Admire After 20 Years of Working Together

Season 2 Episode 131

Bob and Josh go round robin, naming the leadership characteristics they admire in each other after 2 decades of working together: generosity, genuine…

4 weeks, 2 days ago

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Life Balance for Leaders on a Hard Sprint
Life Balance for Leaders on a Hard Sprint

Season 2 Episode 130

A CEO's LinkedIn vacation post sparks one of our most personal episodes yet. Bob shares the real cost of putting the company first, Josh shares the q…

1 month ago

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Can AI Make You a Great Leader?
Can AI Make You a Great Leader?

Season 2 Episode 129

Can AI make you a great leader? Josh says no, Bob agrees, and they spend this one drawing the line between the tactical work AI can absorb and the hu…

1 month, 4 weeks ago

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The 60 Second Habit That Builds Better Leadership Instincts
The 60 Second Habit That Builds Better Leadership Instincts

Season 2 Episode 128

The smartest leadership tool you've got isn't in any AI model. It's your gut.

Bob and Josh dig into why intuition still wins the hard calls, the ones …

2 months ago

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Why Great Leaders Get Comfortable Being Wrong
Why Great Leaders Get Comfortable Being Wrong

Season 2 Episode 127

Every leader gets it wrong eventually. The question is what you do next.

Josh and Bob dig into one of the hardest things any leader faces: admitting a…

2 months, 1 week ago

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Lean Into the Ambiguity Before the Ambiguity Leans Into You
Lean Into the Ambiguity Before the Ambiguity Leans Into You

Season 2 Episode 126

Bob and Josh sit with a hard truth this week. The change rolling through software and leadership isn't optional anymore. It's not Agile in 2007, wher…

2 months, 2 weeks ago

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