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

Ep. 514 - Andrew Eisbrouch - Scaling Secrets Fortune 500 Execs Don't Want You to Know

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

Second in Command with Cameron Herold

Business, Entrepreneurship, Careers, Management

4.9225 Ratings

🗓️ 30 September 2025

⏱️ 48 minutes

🧾️ Download transcript

Summary

In this episode of the Second in Command podcast, co-host Sivana Brewer is joined by Andrew Eisbrouch, COO of Abrams Media.

During this fascinating conversation, Sivana and Andrew explore the unique journey of building and scaling businesses across multiple industries. You'll hear about the different challenges faced when moving from the early startup phase to a more mature stage of growth, and the lessons learned about balancing speed, creativity, and structure along the way. The discussion highlights both the excitement and complexity of operating in fast-changing environments where innovation and adaptability are key.

The discussion also dives into team building, hiring strategies, and the cultural dynamics that shape organizations. From choosing between personality and experience when bringing people on board to the nuances of maintaining alignment in remote teams, Andrew offers valuable insights into leadership and people management. You'll learn the importance of trust, open communication, and knowing when to act.

This episode offers a candid look at what it takes to grow not just companies, but also a vision for the future.


If you've enjoyed this episode of the Second in Command podcast, be sure to leave a review and subscribe today!


Enjoy!



In This Episode You'll Learn:


  • Andrew's journey from being a legal intern to a COO role in Dan Abrams' media businesses, including his decision to attend law school and his role in launching new businesses.


  • The growth of the Law & Crime live trial network, starting with a legal-based website and expanding to live streaming murder trials.


  • The acquisition of Law & Crime by Jellysmack, a European company focused on the creator economy.


  • The challenges of transitioning from a COO role to a more visionary and risk-taking role. 


  • The need for a culture where mistakes are allowed and team members feel comfortable sharing ideas.


  • And much more...


Guest Bio:


Andrew Eisbrouch is the former COO and General Counsel of Abrams Media and co-founder of Law&Crime, the viral true-crime network backed by Dan Abrams. He helped lead the business to a massive nine-figure acquisition while scaling the company’s production, social media, and legal operations. Now, he’s doubling down on his next venture: Bottle Raiders, which is rebranding to The Daily Pour on September 9th, a content and events brand at the intersection of liquor and non-alcoholic beverage media.


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Disclaimer:



The views, information, or opinions expressed during this podcast are solely those of the individuals involved and do not necessarily represent those of The Second in Command podcast or its affiliates. The content provided is for informational and entertainment purposes only and is not intended to be a substitute for professional advice. We make no representations as to the accuracy, completeness, suitability, or validity of any information on this podcast and will not be liable for any errors, omissions, or delays in this information or any losses, injuries, or damages arising from its display or use. Listeners should consult with a professional for specific advice tailored to their situation. By accessing this podcast, you acknowledge that any reliance on the content is at your own risk.

Transcript

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0:00.0

people are consuming media in all different ways. You have to find them where they are. And you don't

0:06.3

necessarily know what we'll take off at the outset. You can guess. So how we operate at least,

0:13.2

and I'm sure there's some people who disagree with this strategy, but it's worked well for us, is we

0:19.5

we start like multi-platform

0:22.7

and multi-revenue from the beginning.

0:26.1

So once we got into, like launched the TV network

0:30.3

of the long crime business, we also had a website,

0:33.3

we were also doing the production arm,

0:35.3

and we were also doing social media.

0:42.0

Music We were also doing the production arm, and we were also doing social media. Welcome to the Second in Command podcast, produced by the COO Alliance, and brought to you by its founder, Cameron Harold.

0:50.0

In the Second in Command podcast, we talked to top COOs who share the insights, strategies,

0:55.6

and tactics that made them the chief behind the chief.

0:58.8

And now here's your co-host, former CEO of a multi-eight-figure remote company and alumni

1:04.6

member of the COO Alliance, Savannah Brewer.

1:10.5

Today on the Second and Command podcast, we are joined by Andrew Icebrook, the chief operating

1:16.4

officer and general counsel of Abrams Media.

1:20.3

Andrew's journey is a really cool one.

1:22.8

He grew from an intern to a key executive behind a successful exit, including a nine-figure sale of

1:30.1

law and crime, the legal media network founded by Dan Abrams. Andrew has spent the last decade

1:37.1

scaling and operating a portfolio of digital brands spanning news, legal media, and now

1:43.4

spirits. They have a whole umbrella of

1:45.4

different companies, and they're currently stepping into launching and growing a company called

...

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