Episode Details

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