#963 Is the Specialist Executive Dead? with Mahesh Guruswamy, COO at Kajabi

We were told to specialize endlessly…now, AI is here.

Today, we're talking to Mahesh Guruswamy, COO of Kajabi. We discuss why the specialist executive is becoming extinct as tech gets commoditized, how "AI fatigue" is really grief over eroding craft rather than exhaustion, and why the biggest threat to the AI boom might be economics, not technology.

All of this right here, right now, on the Modern CTO Podcast! 

To learn more about Mahesh's course, check it out here.

About Mahesh Guruswamy

Mahesh Guruswamy is COO of Kajabi, where he oversees product, engineering, design, customer success, and support, a consolidated role he sees as part of a broader shift away from the specialist executive model. He previously served as CPTO at Kickstarter and held leadership roles at Smartsheet and Amazon, building a career less through a straight path than through calculated risk-taking, fast ramp-up, and strong relationships. He's the author of How to Deliver Bad News and Get Away With It and writes about tech and leadership on his Substack, The Sensible Manager.