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Win Make Give with Ben Kinney

Strategic Leadership: Expectations, Documentation, and Enforcement with guest Caleb Gilbert

Win Make Give with Ben Kinney

Ben Kinney Training

Education, Self-improvement

4.9 • 1.5K Ratings

🗓️ 28 November 2025

⏱️ 37 minutes

🔗️ Recording | iTunes | RSS

🧾️ Download transcript

Summary

Chad Hyams and Bob Stewart welcome Caleb Gilbert, president of White Glove Protection Group, who shares insights from his career in executive protection. Caleb discusses the importance of balance and optimizing time, drawing from lessons learned with influential leaders. They dive into his leadership strategies, prioritization, and the value of maintaining personal safety. From hyper-focus in entrepreneurship to life-changing lessons learned from billionaires, Caleb offers a candid view into his world of high-stakes protection and the universal principles of leadership and success. Tune in for strategies to safeguard your time and enhance productivity.

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Connect with the hosts:

•    Ben Kinney: https://www.BenKinney.com/

•    Bob Stewart: https://www.linkedin.com/in/activebob

•    Chad Hyams: https://ChadHyams.com/

•    Book one of our co-hosts for your next event: https://WinMakeGive.com/speakers/

More ways to connect:

•    Join our Facebook group at www.facebook.com/groups/winmakegive

•     Sign up for our weekly newsletter: https://WinMakeGive.com/sign-up

•     Explore the Win Make Give Podcast Network: https://WinMakeGive.com/

Part of the Win Make Give Podcast Network

Transcript

Click on a timestamp to play from that location

0:00.0

Welcome to the Windmate Give Podcast.

0:09.0

Chad Heim's here.

0:10.1

Bob Stewart over there.

0:11.4

Bob Stewart, we're already laughing, smiling, ready for what's going on in your world,

0:16.4

though, buddy.

0:17.4

I don't know where to start right now.

0:20.1

You didn't tell me earlier.

0:21.7

Like, we've recorded a couple of hours today.

0:24.2

And all you said to me was I'll be right back.

0:27.5

I can still hear you.

0:29.0

And then you disappeared.

0:30.7

But it was one of those like elevator disappearances because we can see each other.

0:34.3

And you just kind of slowly downward disappeared from the screen

0:37.5

and i didn't even think to ask by the way but now you told our guest which is i'm kind of annoyed

0:43.1

like you felt like you didn't want him to be concerned about it and so you told him but earlier you

0:49.1

didn't tell me i was concerned like anyway so you have sciatica pain or what's the road? Yes, I'm having some sciatica pain. It's acting up a little bit now and then. So standing while I'm doing the podcast, my wife is a big advocate. No shoes in the house. You've been letting those 70-year-old men whip your ass in pickleball, haven't you? That's where the sciatica came from? When I play, it doesn't hurt.

1:13.4

When I play, it doesn't hurt.

1:14.9

It's when I stop playing.

1:16.1

It's the weirdest thing.

1:17.8

And I'm flat-footed.

1:19.2

I have no arches in my feet.

1:20.9

So when I'm barefoot, I'm just, my feet give way.

...

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