How to Deliver Bad News and Get Away with It with Mahesh Guruswamy, CPTO at Kickstarter
Modern CTO21 Aug 2025

How to Deliver Bad News and Get Away with It with Mahesh Guruswamy, CPTO at Kickstarter

Today, we're talking to Mahesh Guruswamy, CPTO at Kickstarter. We discuss how to effectively deliver bad news in corporate settings, why CTOs can no longer be the "nice guy" in today's business environment, and how AI tools are reshaping both personal and professional life. All of this right here, right now, on the Modern CTO Podcast! To learn more about Mahesh and pick up a copy of the bo

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The Modern CTO of 2025 is Rob Duffy, CTO at HealthEdge!

The Modern CTO of 2025 is Rob Duffy, CTO at HealthEdge!

This was the most useful, actionable advice we got on AI in 2025. Today, we're compiling the best AI content we got from our Modern CTO of 2025: Rob Duffy, CTO at HealthEdge. We discuss why AI demos ...

8 Jan 19min

The Business Strategy of the Biggest Player in Travel Tech with Rob Ransom, SVP at Booking Holdings

The Business Strategy of the Biggest Player in Travel Tech with Rob Ransom, SVP at Booking Holdings

Most people know booking.com. Almost nobody knows about the $100B+ travel empire behind it. Today, we're talking to Rob Ransom, Senior Vice President at Booking Holdings, about the business strategy ...

5 Jan 46min

The MCTO Awards: Who is THE Modern CTO of 2025?

The MCTO Awards: Who is THE Modern CTO of 2025?

Today, we're doing something different: crowning the Modern CTO of 2025! In our first-ever year-end awards episode, we discuss the moments that stood out the most this year. From the most controversi...

31 Dec 202531min

How Shazam went from a 4-digit Phone Number to $400m with Chris Barton, Founder

How Shazam went from a 4-digit Phone Number to $400m with Chris Barton, Founder

Shazam struggled to turn any profit for 6 straight years. But then the App Store changed everything. Today, we're talking to Chris Barton, Founder of Shazam. We discuss why they built a music recogni...

29 Dec 202540min

Merry Christmas from Modern CTO!

Merry Christmas from Modern CTO!

Merry Christmas! Tune in next week to two of our favorite episodes of the year.

25 Dec 20251min

How to Nail Business Automation in the Agentic Age with Micha Kiener, CTO at Flowable

How to Nail Business Automation in the Agentic Age with Micha Kiener, CTO at Flowable

How did they reduce customer onboarding from 5 days to 7 minutes? Today, we're talking to Misha Keener, CTO at Flowable. We discuss why orchestration is more important than automation, how context en...

22 Dec 202555min

Building Peacock at Scale with António Vieira, Director of Global Apps Engineering at Sky

Building Peacock at Scale with António Vieira, Director of Global Apps Engineering at Sky

Peacock has become a streaming giant. How did they scale it to millions of users? Today, we're talking to António Vieira, Director of Global Apps Engineering at Sky. We discuss how Peacock handles 30...

18 Dec 202555min

MIT Sloan’s Guide to Navigating a New Age of AI, with Sam Ransbotham, Host of the Me, Myself and AI Podcast

MIT Sloan’s Guide to Navigating a New Age of AI, with Sam Ransbotham, Host of the Me, Myself and AI Podcast

All tech is witchcraft…until it isn’t. Today, we're talking to Sam Ransbotham, AI editor at MIT Sloan Management Review and host of the Me, Myself, and AI podcast. We discuss why 76% of executives no...

15 Dec 202554min

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