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

• Ep. 469 - Navigating the COO Landscape: Leadership in a Changing World

  In today's episode of the Second in Command podcast, Cameron dives into the unique dynamics between COOs and CEOs, comparing them to how men and women perceive the world differently. Cameron discusses the relatively short tenure of most COOs and how the role evolves as a company scales. He also touches on how the COO’s skill set may not always keep pace with the company’s growth, leading to frequent turnover.You'll learn about the changing gender dynamics within the COO position, noting how women now comprise a significant portion of COOs. With examples from well-known companies like Facebook, Cameron delves into the idea that the COO role is often misunderstood as a stepping stone to the CEO position, when in reality, many COOs don’t aspire to take on that higher-level responsibility.This episode offers insights into the evolving responsibilities of COOs in today’s business landscape, particularly their role in digital transformation and technological adaptation.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 role of a COO is often more dynamic and requires a broader set of skills compared to other functional heads. (2:19)The significant decrease in the gender gap in COO roles over the past 15 to 20 years. (2:44)Why compensation for a COO should be tied to strategic insight, P&L responsibility, and the number of partners brought into the company. (7:12)The role of the COO in project alignment and resource allocation (8:11)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

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• Ep. 468 - The Beyond Collection COO, Tony Skowron

  In today's episode of the Second in Command podcast, Cameron is joined by COO Alliance Member Tony Skowron, COO of The Beyond Collection, a commission-free marketplace connecting meeting planners and luxury hospitality partners.During the conversation, Tony shares a compelling journey marked by growth, challenge, and intentionality. From navigating the complexities of entering an established but evolving team, to building trust and driving alignment, Tony reflects on the importance of listening first, learning deeply, and leading with clarity. The discussion touches on how transitions can be both delicate and powerful, especially when stepping into a high-stakes leadership role within a tight-knit organization.The conversation evolves into a powerful exploration of what it means to develop people—not just for the sake of productivity, but to elevate culture and long-term impact. You'll hear the story of how a bold leadership initiative was launched, which weaves together personal conviction and professional strategy, all within the backdrop of an industry that often overlooks these deeper developmental needs.This episode is a must-listen for anyone curious about what it takes to lead with purpose, align teams around vision, and grow leaders from the inside out.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 importance of ensuring the quality of planners, as they must meet specific criteria to be included in the Beyond Collection platform.Tony's experience with the Ritz Carlton Leadership Academy and his interest in leadership training and white glove service. The Beyond Collection's leadership training program, which aims to invest in the development of leaders within the hospitality industry. Tony's previous role as a COO and VP, the challenges of growing a company, and the importance of aligning values and vision.And much more...Resources:Connect with Tony: 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

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• Ep. 467 - Timely Triumphs in Team Dynamics

  In today's episode of the Second in Command podcast, Cameron reveals a fresh approach to team building and annual planning that goes beyond stale meeting rooms and rigid agendas. You'll discover a game-changing strategy that combines the camaraderie of cooking, the serenity of nature, and the power of collaborative goal-setting. Learn how swapping hotel conference rooms for an Airbnb retreat can transform your leadership team’s dynamic, fostering deeper connections through shared experiences. You'll also find out how timing and intentional preparation can set your organization up for a strong year ahead.Through real-life success stories, actionable insights, and frameworks like EOS, this conversation dives into the importance of vivid vision, setting clear three-year goals, and crafting actionable one-year plans. From establishing quarterly accountability to aligning staffing and budgeting with long-term objectives, this episode equips leaders with practical steps to energize their teams and maximize results. Whether you're planning your next annual retreat or seeking innovative ways to strengthen your organization, this discussion is your roadmap to success.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:How simple activities like grocery shopping and cooking together can strengthen team bonds, create a family-like dynamic, and elevate your annual planning retreats. (1:04)Why hosting your planning sessions in an Airbnb instead of a hotel can foster creativity, relaxation, and stronger connections among team members, setting the stage for more effective collaboration. (2:58)The critical deadlines for locking in goals, budgets, and staffing plans to ensure a smooth transition into the new year. (5:06) How quarterly planning sessions can align your team’s priorities, leverage frameworks like EOS, and establish accountability with clear goals and review processes for every business area. (8:21)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

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• Ep. 466 - Neat Strategy and Operations Lead, Alicia Ramirez-Ingalls

  In today's episode of the Second in Command podcast, co-host Sivana Brewer is joined by Alicia Ramirez-Ingalls, Strategy and Operations Lead at Neat, a video communications device design company based in Oslo, Norway.Throughout the conversation, Sivana and Alicia explore the challenges and experiences of navigating high-pressure environments, particularly when self-doubt and imposter syndrome inevitably arise. Alicia shares insights on how to balance personal uncertainty with the need to contribute meaningfully in demanding professional settings.You'll hear about the concept of a "fail fast" mindset, which involves embracing failure as part of the learning process. Alicia explains how speed, agility, and a willingness to iterate can lead to breakthroughs, with real-world examples illustrating how this approach has shaped decision-making and growth within the company.This episode offers practical advice for those looking to build effective partnerships in any field.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:Alicia's strong relationship with Janine Pelosi, the CEO of Neat, and her decision to join Neat after a career break.The importance of not shying away from new challenges and making the most of opportunities to learn and grow.Why leaders should provide a safe space for team members to communicate and learn from their mistakes. The importance of trusting oneself and the team and being willing to take on new challenges.And much more...Resources:Connect with Alicia: 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

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• Ep. 465 - STS Capital Partners Chairman and Founder, Rob Follows

  In today's episode of the Second in Command podcast, Cameron is joined by Rob Follows, Chairman and Founder of STS Capital Partners.During the conversation, Rob and Cameron discuss the intricacies of selling businesses and navigating the complex world of mergers and acquisitions. They explore the challenges faced by entrepreneurs and business owners when it comes to maximizing the value of their companies and understanding the true impact of strategic advice.You'll discover the often-overlooked factors that can influence the final deal, including the role of private equity firms and traditional investment banks, and why these entities may not always align with the goals of family-owned or entrepreneurial businesses. Rob also emphasizes the importance of being strategic, cautious, and well-prepared throughout the process.From climbing the world’s tallest peaks to speaking about life planning and business value maximization, this episode provides both practical business advice and inspiring life lessons for entrepreneurs aiming for greatness.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 importance of maximizing value when selling a business, especially for strategic buyers. How the 'Rembrandts in the attic' analogy explains the hidden value that strategic buyers see in a company.The challenges of working with smaller companies and the need for a certain level of business maturity.Common misconceptions about the mergers and acquisitions (M&A) process and the importance of aligning interests.The need for entrepreneurs to have a clear understanding of their required and preferred outcomes.And much more...Resources:Connect with Rob: 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

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