The Hidden Cost of Leadership: Why Doing the Right Thing Still Hurts

The Hidden Cost of Leadership: Why Doing the Right Thing Still Hurts

Mahesh Guruswamy — Chief Product and Technology Officer at Kickstarter and author of How to Deliver Bad News and Get Away with It — sits down with Kwame Christian to reveal the emotional side of leadership no one talks about. Buy the Book: How to Deliver Bad News and Get Away with It: A Manager's Guide by Mahesh Guruswamy⁠ From earning $40,000 in his first tech job to leading global teams, Mahesh learned that success isn’t about titles or wealth — it’s about courage, gratitude, and making the right call even when it hurts. In this powerful conversation, you’ll learn: Why the hardest decisions are often the right ones How to “roll the dice” and take bold career risks The secret to staying grounded in gratitude and perspective Why authenticity—not ambition—is the real mark of leadership If you’ve ever wondered why success can still feel empty, or why doing the right thing sometimes hurts the most — this episode will give you the clarity you’ve been looking for. Buy the Book: How to Deliver Bad News and Get Away with It: A Manager's Guide by Mahesh Guruswamy

Episoder(1807)

How to Speak Up When It Matters With Dr. Sunita Sah

How to Speak Up When It Matters With Dr. Sunita Sah

In this episode, Dr. Sunita Sah, a physician turned organizational psychologist, reveals the hidden costs of excessive compliance and how it silently destroys your self-worth. Learn why we mistake com...

27 Feb 43min

Why You Can’t Flourish Alone - With Daniel Coyle

Why You Can’t Flourish Alone - With Daniel Coyle

What if everything we’ve been told about self-improvement is wrong? In this episode, Daniel Coyle, the New York Times bestselling author of The Culture Code and The Talent Code, reveals why he "st...

26 Feb 56min

How to Keep Going When It Gets Hard With Shawn French

How to Keep Going When It Gets Hard With Shawn French

If you’ve ever felt like quitting, this conversation will help you keep going.  In this episode, we sit down with Shawn French, creator of The Determined Society, to break down what it really takes to...

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The Science of Fun (And Why It Matters More Than You Think) with Dr. Mike Rucker

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Most people burn out chasing success… but what if “fun” is the missing ingredient for sustainable growth? In this episode, Kwame Christian sits down with Dr. Mike Rucker (behavioral scientist, author ...

24 Feb 1h 5min

Inside the Mind of an FBI Informant - The Story of Tipper X

Inside the Mind of an FBI Informant - The Story of Tipper X

Kwame Christian and Tom Hardin (Tipper X) explore why ethical breakdowns happen before anyone can see them—inside private rationalizations. Tom explains how to reduce risk by addressing the Fraud Tria...

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Why Avoiding Conflict Costs You More

Why Avoiding Conflict Costs You More

What if the biggest deals you’re negotiating aren’t across the table—but inside your own mind? In this powerful Negotiation Masterclass edition of Negotiate Anything, you’ll hear three world-class ex...

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Negotiate Like a Thinker, Not a Talker

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Unlock the hidden negotiation advantage you never knew you had. What if the very trait you’ve been told is holding you back is actually your greatest strength at the bargaining table? In this powerf...

21 Feb 1h 14min

Stop Feeling Powerless at Work: How to Manage Up Without Messing Up

Stop Feeling Powerless at Work: How to Manage Up Without Messing Up

Managing up is not about flattery. It’s about influence, and taking control of your career before someone else does. ⁠Order Now the Book: Managing Up: How to Get What You Need from the People in Ch...

20 Feb 54min

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