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Second in Command: The Chief Behind the Chief with Cameron Herold

Ep. 518 - Brent Hagan – How to Lead Through Feedback, Focus, and Follow-Through

Second in Command: The Chief Behind the Chief with Cameron Herold

Second in Command with Cameron Herold

Business, Management, Careers, Entrepreneurship

4.9224 Ratings

🗓️ 14 October 2025

⏱️ 44 minutes

🧾️ Download transcript

Summary

In this episode of the Second in Command Podcast, Cameron Herold speaks with Brent Hagan, Chief Supply Chain Officer at Lob, a direct mail automation platform delivering billions of personalized mail pieces every year.

Brent shares how he helped a 12-year-old startup kick off its “second act” by transforming complex logistics into scalable systems powered by technology and disciplined leadership. He opens up about developing next-generation leaders, learning to balance autonomy with accountability, and why the best operators focus less on “doing” and more on developing people who can think for themselves.

From saying yes to opportunity to mastering feedback and context-switching, Brent breaks down how to lead through clarity, consistency, and reflection - and why great COOs act as both a shock absorber and a multiplier for the entire organization.


Resources & Mentions


About the Guest

Brent Hagan is the Chief Supply Chain Officer at Lob, overseeing logistics, vendor partnerships, and operational excellence for one of the fastest-growing direct mail automation companies in the U.S. A former Amazon leader and Wharton executive education graduate, Brent specializes in scaling operational systems, building resilient teams, and turning feedback into a strategic advantage.

🔗 LinkedIn | Website

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Transcript

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0:00.0

If you had a really bad Monday, don't let that influence necessarily the entire month review

0:06.7

for what went wrong unless you believe that what went wrong on Monday can happen on any given

0:13.6

day ever again. If the case is like that broke on that day and that can break every day of the

0:19.8

month no matter what we

0:20.8

haven't fixed anything then we need to action that we need to do something about it and we

0:25.5

need to increase reliability there welcome to the second in command podcast produced by

0:36.1

the C.O. Alliance and brought to you by its founder, Cameron

0:39.8

Harold. In the second in command podcast, we talk to top COOs who share the insights, strategies,

0:46.4

and tactics that made them the chief behind the chief. And now, here's your host, Cameron Harold.

0:56.8

Hey, everyone. We've got a great guest on the Second Command podcast today. Awesome guy,

1:01.2

Brent Hagan, who is the chief supply chain officer at Lobb. Brent's the guy making sure

1:06.1

that billions of personalized mail pieces get to where they need to go, running all the logistics, supply chain,

1:12.1

and operations for this amazing platform. He's worked at huge companies like Amazon, Deliver,

1:16.7

and Eden, and he's a pro at handling super tricky logistics situations and systems, making

1:23.2

delivery routes faster in building strong supply chains that mix old school operations with modern

1:28.5

tech. Brent also has some serious brain power. He's done a bunch of executive programs at Wharton

1:34.1

has a bachelor's degree in organizational leadership from Purdue, and he's got to focus on manufacturing

1:39.3

in engineering tech. Today he's going to talk about some really interesting stuff, like how he

1:43.5

helped the 12-year-old startup kick off its next big chapter, how he avoids getting stuck in every

1:48.8

single meeting and why feedback is his secret weapon. He's also going to share how he spots up-and-coming

1:53.9

leaders inside the organization, how he keeps teams and projects on track with the company's vision,

1:59.3

handle switching between tasks like a champ,

...

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