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You've Been Heard

392- Why Technical Skills Won't Get You Promoted w/Ken Widner

You've Been Heard

Philip Howard

Tech News, Technology, Business, Management, News

0.00 Ratings

🗓️ 3 February 2026

⏱️ 56 minutes

🧾️ Download transcript

Summary

Ken Widner has a psychology degree, not a computer science one. That's not a footnote. It's the whole story. He was supposed to do marriage counseling. Instead, he became CIO at Do It Best, running IT for 9,000+ retail locations while integrating True Value out of bankruptcy.His insight? IT leaders fail because they lead with logic instead of emotion. "Nobody cares if the system is up, if it's horrible to interact with," Ken says. While most CIOs show up to meetings with uptime charts, Ken shows up with stories from warehouse workers about how pick-to-light changed their lives.We get into the squeaky wheel problem (availability bias in leadership), why your C-suite peers are team one (not your direct reports), and Ken's "challenge, align, commit" philosophy. Plus his take on AI hype, the Department of Prioritization vs. the Department of No, and why he spends more time with his CFO than his architects.The payoff? Ken got a new tech center in Dallas approved not by making a business case, but by building relationships where his peers championed IT initiatives for him.

Transcript

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0:00.0

All right. Well, welcome everyone back to you've been heard. We got Ken Widener on.

0:16.5

And we have a list of bullet points to talk about today. But I was having a lot of fun reading your squeaky wheel article or posed here on LinkedIn.

0:25.6

So I think we should start with some true value and add that to the show before we get started because I found it to be very profound.

0:34.2

Yet we always hear like the squeaky wheel gets the grease and I actually give

0:40.0

that as advice but I think the foundation of the show is when IT leaders rise so

0:47.2

does everything else and more people should be listening to IT it's not the

0:53.1

separate department right IT is the business.

0:57.0

And I think IT leaders, for the most part, tend to be making decisions in a way that would be

1:05.3

hasty. I would say the good leaders are less hasty, right? So this idea of the leadership paying attention to what's loudest, I think, is relevant when it comes to AI and things that are going on in the space as far as advice that you would give to the C-suite or leadership.

1:23.4

But maybe you can speak for a few minutes on this concept of the squeaky wheel and how our society is plagued with it via social media, hype scales, marketing.

1:36.5

And how does that affect business and affect the IT world?

1:40.5

Yeah. And so it's called availability bias, right? And the concept is that whatever is most memorable, we tend to overvalue. And to your earlier point, it can be a really good tactic, right? I mean, if you speak loud enough and you make enough noise, right, somebody's going to listen to you. And so if your goal is to get your voice heard and have somebody take action,

2:17.7

the best thing you can do is just get in their face and, like you said, text them a million times or whatever, right? That's marketing. I mean, that's marketing's job. That's marketing's job to be heard more than everybody else. Sometimes the person that's just up in your face all the time is the one that ends up, oh, yeah, I remember that guy. but I forgot the other guy.

2:19.4

Yeah, exactly.

2:17.5

But it can be dangerous in various different aspects of leadership.

2:25.6

And as we get close to the year end, and I know, you know, some leaders are working on like

2:30.6

their employee evows, right? You've worked with these, you know, team members for an

2:34.7

entire year. And then in the last week, somebody issues a complaint about somebody or perhaps that

2:40.3

team member was late to a meeting. And that's what's most memorable. And so then as you're writing

2:45.3

that employee eval, right, you kind of forget about all the other good things that that person did

2:50.2

and you're stuck remembering that one bad thing or vice versa.

2:53.5

Maybe they were an underperformer for the year, right? And then all of a sudden they knocked something out like a rock star in the last couple of weeks. And so then you over inflate the eval.

...

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