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

• 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...Resources:Connect with Ryan: Website | LinkedInConversation with Griff Long, COO, Orangetheory FitnessConnect with Cameron: Website | LinkedInGet Cameron’s latest book – "Second in Command: Unleash the Power of Your COO"Get Cameron’s online course – Invest In Your Leaders

  --------  

  43:37
• Ep. 461 - Driving Change: A New Era for Executives in Partnership

  In today's episode of the Second in Command podcast, Cameron takes you on an exploration of a highly exclusive global network designed for those who are second-in-command within their organizations. The vision behind this community is clear: creating a space where professionals in leadership positions can connect, collaborate, and learn from one another. With monthly events, both virtual and in-person, members get the chance to engage deeply with peers across industries, share challenges and insights, and ultimately, enhance both their personal growth and business performance. You'll discover a dynamic environment where world-class content, real-world expertise, and a culture of accountability and support are at the forefront. Through various interactive formats, from member-led workshops to expert talks, this network fosters a unique atmosphere that encourages vulnerability, continuous learning, and strategic decision-making.This episode emphasizes the importance of developing a strong partnership between the COO and CEO, fostering trust, and ensuring a unified 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!In This Episode You'll Learn:Why the arrival of a new COO is a significant event, with ripples affecting employees, suppliers, and the CEO's role. (1:20)The benefits of a well-executed onboarding process, building trust and understanding, and ensuring the COO can take over projects effectively. (8:20)Why COO coaching needs to focus on their strengths and areas for improvement, with CEOs coaching the areas where the COO shows skill. (17:23)The COO Alliance hosts monthly online events and two in-person events annually, including member presentations and deep discussions, with a focus on growth. (23:36)And much more...Resources:Connect with Cameron: Website | LinkedInGet Cameron’s latest book – "Second in Command: Unleash the Power of Your COO"Get Cameron’s online course – Invest In Your Leaders

  --------  

  38:23
• Ep. 460 - Lumati COO, President & Co-Founder, Ashley John Heather

  In today's episode of The Second in Command podcast, co-host Sivana Brewer is joined by Ashley John Heather, Co-Founder, President, and COO of Lumati, a wellness firm that blends evidence-based science with natural solutions.During the conversation, Ashley shares a personal and professional journey marked by rapid growth, continuous adaptation, and a deep commitment to making an impact. As Lumati's work gains traction on a national level, he reflects on the challenges of scaling a mission-driven organization while balancing personal development.Beyond business, Sivana and Ashley explore the personal side of success—what it means to carve out space for reflection, mentorship, and a well-rounded life. Ashley acknowledges the relentless pace of building something new and the effort required to reach the next level.This episode offers some thoughts on the importance of awareness, whether in business, health, or personal growth, and how small decisions can have a lasting impact.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:The $4 trillion healthcare industry and why a growing number of people are seeking alternatives to traditional Western medicine.Ashley's transition into health after his brother's brain injury and his frustration with the healthcare system's focus on chronic conditions.The importance of conflict and disagreements as opportunities for better decision-making and growth.The difficulty of balancing the needs of existing team members with the need to bring in new talent.And much more...Resources:Connect with Ashley: Website | LinkedInConnect with Cameron: Website | LinkedInGet Cameron’s latest book – "Second in Command: Unleash the Power of Your COO"Get Cameron’s online course – Invest In Your Leaders

  --------  

  51:38
• Ep. 459 - The Art of Selecting a Second-in-Command that Drives Growth

  In today's episode of the Second in Command podcast, Cameron explores a pivotal leadership decision that can transform the way businesses operate, grow, and scale. Every visionary leader reaches a point where their plate is too full, their time too stretched, and their focus divided. But the key to overcoming this challenge isn't just about delegation—it's about finding the right person to step in and elevate the entire organization. You'll discover a powerful framework that helps leaders assess their strengths, pinpoint their most valuable contributions, and identify the gaps that need to be filled to create a thriving, well-balanced team. However, bringing in the right support isn't as simple as hiring another executive. It requires deep self-awareness, a clear understanding of what drives energy and productivity, and a willingness to relinquish control in areas that may not align with a leader’s true strengths. Cameron reveals a proven system for breaking down tasks, uncovering unique abilities, and strategically redistributing responsibilities to unlock greater efficiency and momentum.This episode shows why having a trusted partner in the business—someone who balances vision with execution and provides both challenge and support—can be a game-changer.If you've enjoyed this episode of the Second in Command podcast, be sure to leave a review and subscribe today!In This Episode You'll Learn:The importance of self-reflection for CEOs to understand their skills and needs before hiring a COO. Insights from Jim Morrisroe, CEO of 15Five, on the importance of having a reliable and supportive COO. Why a COO should be the CEO's built-in support network, handling disruptions and providing stability. Why finding the right COO can amplify and ignite the CEO's potential, leading to rapid growth and productivity.And much more...Resources:Connect with Cameron: Website | LinkedInGet Cameron’s latest book "Second in Command: Unleash the Power of Your COO"Get Cameron’s online course – Invest In Your Leaders

  --------  

  19:25
• Ep. 458 - Mindvalley CHRO and COO, Alex Dogliotti

  In today's episode of The Second in Command podcast, Cameron is joined by Alex Dogliotti, Ph.D, Chief Human Resources Officer and Chief Operations Officer for Mindvalley.During the conversation, Alex shares insights into a groundbreaking shift reshaping the way organizations operate. He discusses how a passion-driven initiative within the company led to a powerful internal transformation, fundamentally altering workflows and redefining traditional roles.You'll hear about the challenges and opportunities that come with stepping into a leadership role during a time of significant transition. Alex reflects on the delicate balance of honoring past decisions while driving forward change, emphasizing the importance of assembling the right team.This episode serves as a testament to the power of trust, adaptability, and saying “yes” to challenges that lead to unexpected and rewarding paths.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:Mindvalley's transition from an educational platform to an AI-driven data company focused on personal transformation.The role of WhatsApp in company communications and the need for strategies to manage information overload.The importance of financial and product roadmaps in making decisions. Mindvalley's approach to AI training, including partnerships with LinkedIn Learning and AI authors.And much more...Resources:Connect with Alex: Website | LinkedInConnect with Cameron: Website | LinkedInGet Cameron’s latest book "Second in Command: Unleash the Power of your COO"Get Cameron’s online course – Invest In Your Leaders

  --------  

  43:18

More Business podcasts

Trending Business podcasts

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