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

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

Update: 2025-10-23
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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





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

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

Kwame Christian Esq., M.A.