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

Ep. 462 - The Lifestyle Investor COO, Ryan Casey


Listen Later

In today's episode of The Second in Command podcast, Cameron is joined by Ryan Casey, Chief Operating Officer for The Lifestyle Investor.

Ryan shares insights from an unexpected career journey that began in a surprising industry and led to expertise in sales, systems, and personal development. The conversation explores the power of structured approaches to relationship-building, professional growth, and leadership, highlighting how early experiences shaped a mindset focused on efficiency and strategic thinking.

You'll learn about Ryan's pivotal career transitions, from managing multiple businesses to stepping into a leadership role within a rapidly growing organization. The conversation explores the challenges of scaling a founder-driven company, striking a balance between maintaining core values and building systems that allow for sustainable expansion.

Whether you're an entrepreneur, a sales professional, or someone looking to optimize your approach to success, this episode is packed with thought-provoking lessons and actionable strategies.

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:

  • Ryan's experience with Orangetheory, including the challenges of marketing and generating leads during the COVID-19 pandemic. 
  • The benefits of having a founder-led company and the challenges of transitioning from a passion project to a business. 
  • The various asset classes the Lifestyle Investor covers, including private equity, credit funds, real estate, etc.
  • Ryan's approach to marketing and learning, including joining coaching programs and masterminds to stay ahead of industry trends.
  • And much more...


Important Links:

  • Connect with Ryan: Website | LinkedIn
  • Conversation with Griff Long, COO, Orangetheory Fitness
  • Connect with Cameron: Website | LinkedIn
  • Explore the COO Alliance - The World’s Leading Community for Seconds in Command
  • Get Cameron’s book: Second in Command: Unleash the Power of Your COO Book
  • Take Cameron’s leadership course: Invest In Your Leaders Online Course (Use promo code PODCAST10 before the end of the month for 10% off)
  • Chat or video call with AI Cameron via Delphi


...more
View all episodesView all episodes
Download on the App Store

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

  • 4.9
  • 4.9
  • 4.9
  • 4.9
  • 4.9

4.9

219 ratings


More shows like Second in Command: The Chief Behind the Chief with Cameron Herold

View all
The Knowledge Project by Shane Parrish

The Knowledge Project

2,679 Listeners

Coaching for Leaders by Dave Stachowiak

Coaching for Leaders

1,470 Listeners

How I Built This with Guy Raz by Guy Raz | Wondery

How I Built This with Guy Raz

30,238 Listeners

Invest Like the Best with Patrick O'Shaughnessy by Colossus | Investing & Business Podcasts

Invest Like the Best with Patrick O'Shaughnessy

2,319 Listeners

Built to Sell Radio by John Warrillow

Built to Sell Radio

212 Listeners

Founders by David Senra

Founders

2,138 Listeners

The Martell Method w/ Dan Martell by Dan Martell

The Martell Method w/ Dan Martell

583 Listeners

M&A Science by Kison Patel

M&A Science

135 Listeners

The Game with Alex Hormozi by Alex Hormozi

The Game with Alex Hormozi

4,449 Listeners

How Leaders Lead with David Novak by David Novak

How Leaders Lead with David Novak

578 Listeners

My First Million by Hubspot Media

My First Million

2,641 Listeners

ACQ2 by Acquired by Ben Gilbert and David Rosenthal

ACQ2 by Acquired

262 Listeners

Build with Leila Hormozi by Leila Hormozi

Build with Leila Hormozi

933 Listeners

HBR On Strategy by Harvard Business Review

HBR On Strategy

75 Listeners

HBR On Leadership by Harvard Business Review

HBR On Leadership

168 Listeners