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

Spencer Matthews, COO of Stemregen and managing partner at Fifth Hammer, shares insights from his journey in the health sector. He discusses the innovative plant-based stem cell enhancers Stemregen is developing, offering a natural alternative to traditional therapies. The conversation dives into leadership dynamics, emphasizing the need for curiosity and adaptability when navigating new roles. Spencer highlights effective communication strategies for remote teams and the delicate balance of executing tasks versus empowering others, all while fostering collaboration and trust in high-performing teams.

Brad Stevens, Founder and CEO of Outsource Access, dives into the art of balancing operational growth with employee satisfaction. He reveals how integrating global talent, especially from the Philippines, enhances efficiency while maintaining a strong local culture. Brad dispels common outsourcing myths and highlights the importance of clear communication and thorough onboarding processes. By crafting career pathways for virtual assistants and utilizing advanced tools, he shows how to navigate the challenges of outsourcing, driving both innovation and employee retention.

During the conversation, Cameron and Milly dive into the intricate balance of leadership, strategy, and adaptability required to navigate the fast-evolving landscape of modern business. You'll find a fresh perspective on how dynamic roles can bring order to chaos while preserving the creative spark essential for growth. Through candid insights, Milly shares her approach to designing flexible yet effective systems that allow companies to flourish during critical early stages.They also explore the delicate interplay between innovation and structure in growing organizations. How much is too much when it comes to planning? How do leaders strike a balance between guiding their teams and fostering autonomy?Milly also reflects on her unique career path, revealing how unconventional choices shaped their ability to lead and problem-solve. With a focus on people, purpose, and long-term sustainability, she shares how her experiences in philosophy, communication, and creative thinking helped build a foundation for success.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:Milly's role at the London School of Economics and Imperial College London, focusing on entrepreneurship and commercializing IP. (3:11)The importance of finding something that is both a strength and a passion to productize. (5:39)The balance between offering cost-effective solutions and delivering value to clients. (16:28)How Milly matches clients with the right fractional COOs based on experience and personality. (19:24)And much more...Resources:Connect with Milly: 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

In today's episode of the Second in Command podcast, Cameron is joined by Max Hansen, CEO for Y Scouts, a purpose-based executive search firm. The discussion centers on the unique approach and philosophy of a retained executive search firm, exploring how their process differs from traditional contingent search models. You'll discover a distinctive approach that incorporates aligning leadership with organizational culture, emphasizing purpose and values as key drivers in recruitment. Cameron and Max detail a covert discovery process that prioritizes building genuine connections with candidates before revealing company names or roles, fostering trust and deeper insights into alignment and fit.You'll also gain insights into the client-recruiter relationship and the challenges companies face when managing their own hiring processes in conjunction with outside search firms. Advice centers on ensuring collaboration through clear communication, transparent processes, and structured planning—emphasizing that over-interviewing without strategy can lead to inefficiencies. This conversation shows that successful recruitment relies on balance: combining established interviewing methods with strategic executive search insights while maintaining candidate engagement and experience throughout the hiring journey.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 difference between contingent and retained search firms, including the thorough due diligence and market mapping done by retained firms. (0:43)The three unique elements of Y Scouts: aligning people with culture and values, role visioning, and a leadership model for hiring. (5:12)The importance of understanding a firm's process, how they find candidates, and their track record. (8:57)The need for collaboration and a scoring mechanism to ensure consistency in evaluating candidates. (14:56)And much more...Resources:Connect with Max: 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

In today's episode of the Second in Command podcast, Cameron is joined by Christopher Ager, Chief Commercial Officer for Taskrabbit, an online marketplace that matches freelance labor with local demand, allowing people to find help with tasks.During the conversation, Cameron and Christopher explore the unique challenges and decisions involved in leading a growing company within a dynamic industry. Christopher reflects on his journey, highlighting how prioritization and a deep understanding of customer needs shape effective leadership.You'll learn the importance of adaptability in leadership, particularly in terms of working remotely and managing a diverse team. Gain insights into navigating team dynamics, balancing personal and professional commitments, and ensuring alignment on goals and expectations.Throughout this episode, you'll discover thoughtful advice for those at the start of their careers, emphasizing the value of focusing on work that sparks personal interest and collaboration with inspiring colleagues.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:How spending time understanding his team and operations during his first 90 days at Taskrabbit helped Christopher make informed, confident decisions. (12:50)The importance of aligning short-term actions with long-term goals and working closely with the CEO to ensure that the company is setting itself up for future success. (16:40)How Christopher utilized his early days in the company to focus on building strong, effective relationships with his leadership team and understanding the deeper issues in the business. (20:40)How he tailors his one-on-one approach based on individual team members' needs, focusing on their progress toward long-term goals and addressing roadblocks. (39:00)…And much more!Resources:Connect with Christopher: 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

Explore the delicate balance between ambition and personal well-being in our tech-driven world. Discover how entrepreneurial pursuits can lead to neglecting deeper connections and self-care. Gain insights into redefining success by reclaiming time for leisure and relationships. Learn the importance of crafting a vivid vision for your future and the transformative power of setting intentional goals. Embrace a holistic approach to life that harmonizes work with joy, and discover strategies to appreciate the journey over the destination.

In today's episode of the Second in Command podcast, Cameron is joined by Emily Hunkler, Chief Operating Officer of Quickly Hire, a staffing and recruiting agency.You'll hear the journey of a driven COO who shares her insights on building effective teams and fostering a thriving company culture. Emily discusses the importance of collaboration and adaptability in achieving ambitious goals, even when the path forward is uncertain.Discover a unique approach to scaling businesses through innovative solutions that prioritize flexibility and efficiency. Drawing from personal experiences and the company’s own practices, Emily explores how leveraging fractional talent can empower organizations to achieve impactful results while remaining agile in dynamic markets.This episode offers insights into the transformative power of embracing discomfort and taking risks in both professional and personal growth.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 benefits of hiring fractional talent, including guaranteed weekly hours and the ability to grow teams. (9:54)The importance of communication skills and language proficiency for global talent. (14:13)Quickly Hire's marketing strategy, focusing on direct outreach and building a community for pros. (28:23)The challenges of managing a remote team and the importance of clear communication and regular check-ins. (30:52)And much more...Resources:Connect with Emily: 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

This discussion dives into the importance of crafting a vivid vision to unite and inspire teams. Miscommunication often derails progress, but a compelling future state can foster creativity and excitement. Traditional mission statements fall short, making way for dynamic storytelling that aligns organizational goals. Practical strategies are offered for mapping out a vision, prioritizing foundational tasks, and utilizing unconventional tools for creativity. The episode emphasizes that clarity in purpose ignites motivation and meaningful work within teams.

In today's episode of the Second in Command podcast, Cameron is joined by Ross Beyeler, Chief Operating Officer of Trellis, a full-service eCommerce solutions agency.During this fascinating conversation, you'll gain insights into the complexities of entrepreneurship, growth, and integration in the ever-evolving business landscape. Through personal anecdotes and insights, Ross reflects on the challenges of balancing ambition with vision, offering a candid perspective on lessons learned from early ventures.You'll discover the significance of clarity in leadership roles, the value of systems for scaling operations, and the power of strategic frameworks for managing organizational dynamics. By exploring tools that foster alignment and problem-solving, discover the necessity of intentional planning and thoughtful execution in the midst of rapid change.This episode offers actionable insights on driving growth, mastering leadership transitions, and thriving in a fast-paced, competitive environment.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 formation of Growth Spark and its focus on E-commerce, particularly with Shopify. (13:54)The importance of understanding the "why" behind changes and involving the team in the decision-making process. (24:01)The long-term impact of COVID-19 on Trellis and the shift to a more digital-focused strategy. (33:55)The decision to sell Trellis to Zaelab and the vision shared by Evan, Zaelab's CEO. (33:49)Resources:Connect with Ross: Website | LinkedInMatt Wool and Robert "Bob" Glazier episodesConnect 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 LeadersAnd much more...

In today's episode of the Second in Command podcast, Cameron dives into his transformative journey, whose global experiences have reshaped his understanding of success, work, and personal fulfillment.Starting with a deep family legacy of entrepreneurship, Cameron recounts building businesses, scaling organizations, and cultivating a mindset that prioritizes leadership development. From co-founding impactful ventures to creating a mastermind community for second-in-command leaders, his story showcases the highs and challenges of scaling ambitious projects.Discover the pitfalls many entrepreneurs face — losing sight of hobbies, relationships, and personal growth amidst the demands of work. You'll find insights on stepping away from material excess and embracing experiences, relationships, and personal growth, which highlight a paradigm shift from work obsession to holistic living. Whether you're an entrepreneur, a leader, or someone seeking more balance, this episode promises to ignite meaningful reflection on what truly matters in both work and life.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 a family legacy of entrepreneurial spirit shaped Cameron’s career, leading to ventures in franchising, leadership, and building globally recognized companies. (1:10)The importance of the COO role in scaling businesses, exemplified by his pivotal work with organizations like 1-800-GOT-JUNK. (2:20)How entrepreneurs can move beyond workaholism to prioritize their time and build stronger teams. (5:18)How shedding material excess and embracing experiences and relationships can lead to a richer, more meaningful life. (6:58)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