Skip to main content
Herb Kelleher

Herb Kelleher

American businessman and former CEO of Southwest AirlinesWikipedia

Search complete. 49 mentions across 27 episodes found for "Herb Kelleher".

Oct 30, 2026

Charlie MattinglyHOST
51:48
And one of those things, Eric, is that complexity creates this illusion of intelligence.
Charlie MattinglyHOST
51:54
And I remember a story back in the day between airlines and it was, you know, Herb Kelleher was a founder of Southwest.
Charlie MattinglyHOST
52:01
And there's been good executives at all airlines, but there's been some bad ones, too, by the way.
Charlie MattinglyHOST
52:06
But somebody said one time, like, Herb, why don't you know, why doesn't Bob Crandall at American listen to your strategy? He's like, well, my strategies work.
Gunnar OlsonHOST
23:24
They will be called Icon Lounges.
Gunnar OlsonHOST
23:27
A nod to their legendary CEO, Herb Kelleher.
Gunnar OlsonHOST
23:30
Swipe right or swipe left.
Kyle PotterHOST
23:33
Quick swipe right.

11 MINS LATER

Gunnar OlsonHOST
34:53
My first one would be Rock Kirby.
Gunnar OlsonHOST
34:55
Okay.
Gunnar OlsonHOST
34:57
As a nod to Scott Kirby, United CEO, who has a particular infatuation with Chicago O'Hare.
Gunnar OlsonHOST
35:03
His ego does not need that.
Rick VeachGUEST
62:11
And we're still having a very positive culture conversation, Robert, about, hey, we've been able to keep our culture.
Rick VeachGUEST
62:18
One of my heroes, and as I was in sales and I was out there calling on people, being curious, is I called on Herb Kelleher at Southwest Airlines.
Rick VeachGUEST
62:30
And I met with Herb, spent about two hours with Herb.
Rick VeachGUEST
62:36
And what I remember about Herb is at the time, they had 2,500 team members.
Scott McCartneyHOST
55:17
Everyone seemed to get along, and he sold his position and exited.
Scott McCartneyHOST
55:20
But horror of horrors, if this spreads beyond Halloween, the Carl Icon Lounge or the Herb Kelleher Icon Lounge.
Scott McCartneyHOST
55:30
I don't know.
Scott McCartneyHOST
55:31
I think they got a problem with that.
Scott McCartneyHOST
58:14
And
Dave HilfmanHOST
58:15
my feeling is somewhere along the way, they're going to figure out a way, even if it's, you know, again, it's the ICON lounge, they are going to have to find a way to recognize that great history of Southwest.
Dave HilfmanHOST
58:28
And whether it was Herb or even Colleen, right? Somehow, maybe they named the lounges like they named some of the planes out there, right? This is the Herb Kelleher lounge.
Dave HilfmanHOST
58:38
You know, you would love to see them do that.
Jason DuncanHOST
0:02
Herb Kelleher, founder and CEO of Southwest Airlines, fired a customer in 60 seconds because the customer is not always right in email.
Jason DuncanHOST
0:14
You know, there's a story in a book called Nuts, which two authors wrote about Southwest Airlines back in the 90s, about a customer the people in Southwest's customer relations department had a nickname for.
Jason DuncanHOST
0:25
They called her Pin Pal because she wrote in after every single flight that she took, and she took a lot of them.
Jason DuncanHOST
0:53
Then one day, her latest letter came in with the usual list of complaints, and the customer relations people had finally had enough.
Jason DuncanHOST
1:01
So they did something smart.
Jason DuncanHOST
1:03
They sent it upstairs to the founder and CEO, Herb Kelleher, with a sticky note on it that said, this one's yours.
Jason DuncanHOST
1:10
Kelleher read it, and about 60 seconds later, he'd written his reply.
Jason DuncanHOST
1:15
And here it is, word for word.
Debbie ShonGUEST
11:42
She left Manat and was hired by a little company by the name of Southwest Airlines.
Debbie ShonGUEST
11:50
And when she called me, she said, what do you think about me leaving the law firm and going to Southwest? And I said, oh, my God, you're going to work with Herb Kelleher, the Herb Kelleher, the guy who – who revolutionized aviation in the United States.
Debbie ShonGUEST
12:10
And what I loved about Herb Kelleher, you don't know who this man is by his book called Nuts.
Debbie ShonGUEST
12:15
It will tell you about the heart and soul of Southwest Airlines.
Debbie ShonGUEST
12:20
And let me tell you a really quick story about it.
Debbie ShonGUEST
12:22
When I worked at the White House, I had to call Herb Kelleher for President Clinton.
Debbie ShonGUEST
12:27
And I was trying to call him and I said, Mr.
Debbie ShonGUEST
12:30
President, I want you to make the offer and ask him to join this advisory board.
Scott McCartneyHOST
20:16
OK, third thing, Southwest unveiled a name and some color and design schemes for its lounges.
Scott McCartneyHOST
20:24
It's going to be called the Southwest Icon Lounge in honor of its iconic founder, Herb Kelleher.
Scott McCartneyHOST
20:31
OK, this is where my blood starts boiling immediately.
Scott McCartneyHOST
20:36
Maybe this is the wild turkey talking.
Trevor LarsonHOST
24:22
That was a top three pick in my head.
Greg McKeownGUEST
24:25
So Herb Kelleher, the founder of Southwest, was a signalist in the way you've just described.
Greg McKeownGUEST
24:35
He, originating from his own enormous personality and interest in people, made an enormous investment to try to understand where people were at, what's going on.
Greg McKeownGUEST
24:49
And then he built a system to combine that desire into like a second brain, a superpower that he could then act upon all sorts of things, birthdays and anniversaries, but also health issues or children or so many things that could be acted upon in this timely, superb way.
Greg McKeownGUEST
25:15
You fast forward now another 20-plus years.
Greg McKeownGUEST
25:19
Herb Kelleher is gone.
Greg McKeownGUEST
25:22
For a long time, he was on the board.
Greg McKeownGUEST
25:23
He was able to inject that spirit into the company.
Bill FlynnGUEST
27:35
Yeah, so there's this concept I call convergence versus divergence, and the companies that diverge and stay diverged are the ones that continue to endure and get better.
Bill FlynnGUEST
27:44
Southwest was the epitome of that, the poster child of that for how many years? Almost 50 years, right, under Herb Kelleher? And then, you know, he died and then someone else took over and then they put someone in the last few years.
Bill FlynnGUEST
27:57
And this person is converging.
Bill FlynnGUEST
27:59
He's saying, oh, we must go back to the way the industry works and you must have a ticket for your seat.
Charlie GregoireGUEST
23:57
We, we all threw in some money and then we went and got some other investors and actually strange, kind of like, let's bring it back to the airlines.
Charlie GregoireGUEST
24:04
Herb Kelleher was one of our early investors.
Nick FialkaHOST
24:07
No kidding.
Charlie GregoireGUEST
24:08
He showed up and he brought, he brought, he looked at it and he wrote us a check right there.
Nick FialkaHOST
26:30
Of wild turkey.
Nick FialkaHOST
26:30
Yeah.
Nick FialkaHOST
26:32
I mean, I never, never in my wildest dreams did I think we were going to say Herb Kelleher on this conversation.
Charlie GregoireGUEST
26:40
Yeah.

17 more episodes mention Herb Kelleher.

Create an account to see the whole feed, search across every transcript, and follow the entities you care about.

We value your privacy

We use cookies to understand how you use our platform and to improve your experience. Click “Accept All” to consent, or “Decline non-essential” to opt out of non-essential cookies. Read our Privacy Policy.