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You've Been Heard

366- IT's Pushback Problem w/ Dr. Charles Harris Jr.

You've Been Heard

Philip Howard

Technology, Tech News, Management, News, Business

549 Ratings

🗓️ 24 July 2025

⏱️ 66 minutes

🧾️ Download transcript

Summary

ON THIS EPISODE ➤ Why IT leaders get constant pushback on their recommendations ➤ The communication framework that prevents 90% of leadership problems ➤ How to stop making unilateral decisions that kill trust ➤ Building the “Culture of IT” where technology drives business success ➤ Moving from cost center to strategic business partner Why do IT leaders face more pushback than any other department? Dr Charles Harris, Transformational CIO at Tampa Bay Buccaneers, knows this pain firsthand. Running IT for a Super Bowl-winning organization taught him that the biggest technology challenges aren’t technical—they’re cultural. Harris breaks down why IT leaders...

Transcript

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0:00.0

Welcome back to dissecting popular IT nerds.

0:11.2

We're live inside of our community right now.

0:13.8

So if you're like a really special person, like you have a C-level IT-O,

0:19.9

IT-O-C-I-O, CIO, IT director, manager.

0:22.4

You could be in the community right now chatting live with the doctor, Dr. Harris.

0:28.3

Kind of a big deal, man.

0:29.5

Transformational CIO.

0:30.9

I mean, Tampa Bay Buccaneers.

0:32.9

It's kind of cool.

0:33.6

It's kind of a cool job.

0:35.1

I mean, maybe it is.

0:36.4

You know, it's pretty good.

0:41.2

So I don't know how much you know about our show, but we are a, we like to talk about

0:47.3

IT leaders of being kind of lonely at the top because IT directors oftentimes have a lot of pressure

0:54.0

to make everything in the company work properly

0:56.6

and work properly for everyone. And then when they have to go explain how that needs to work

1:00.8

to the people that are either in the boardroom or at the executive roundtable, sometimes

1:07.4

it's a little bit difficult to describe actually what you need to accomplish.

1:12.6

So there's this weird seat that IT guys sit in.

1:15.6

We call it the loneliest seat in the business, where you have a lot of pressure on you.

1:20.6

You've got a team below you that you've got to support, and then you've got to explain and make everything happen to

1:25.6

executive management, and they don't always really

...

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