Ep. 462 - The Lifestyle Investor COO, Ryan Casey

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