Best Second in Command with Cameron Herold Podcasts (2025)

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Ep.521 - Ebert Grobler – How “Grow People, Grow Profit” Built a Thriving Culture 37:52

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1d ago37:52

37:52

In this episode of the Second in Command Podcast, Cameron Herold sits down with Ebert Grobler, COO and co-founder of Ruby Digital, one of South Africa’s top-ranked digital agencies now expanding across the globe. Ebert, who is a COO Alliance member, shares how his company has achieved near-perfect team retention and why their internal mantra—“Grow …

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Ep. 520 - Cory Raggi – How to Stay Grounded and Lead with Trust 52:13

2d ago52:13

52:13

In this episode of the Second in Command Podcast, guest co-host Sivana Brewer (Fractional COO for Remote Teams and former COO at Closers.io) sits down with Cory Raggi, COO of 1RDG The Financial Center, to talk about leading with empathy, navigating change, and building trust in teams both large and small. Cory shares her journey from leading HR at …

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Ep. 519 - FAN FAVORITE | Sarah Jones Simmer – 50 Million Users: The Ultimate Guide to Bumble’s Kind Leadership 48:40

7d ago48:40

48:40

In this Fan Favorite episode of the Second in Command Podcast, Cameron Herold sits down with Sarah Jones Simmer, former COO of Bumble, to explore how the company scaled from an empowering dating app into a billion-dollar global social platform redefining connection and kindness online. Sarah shares her journey from investment management to leading …

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Ep. 518 - Brent Hagan – How to Lead Through Feedback, Focus, and Follow-Through 44:11

9d ago44:11

44:11

In this episode of the Second in Command Podcast, Cameron Herold speaks with Brent Hagan, Chief Supply Chain Officer at Lob, a direct mail automation platform delivering billions of personalized mail pieces every year. Brent shares how he helped a 12-year-old startup kick off its “second act” by transforming complex logistics into scalable systems …

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Ep.517- FAN FAVORITE | Harley Finkelstein – Inside the $100B Growth Strategy That Built Shopify 46:10

15d ago46:10

46:10

What does it take to help build one of the most influential e-commerce companies in the world? In this Fan Favorite episode, Cameron Herold sits down with Harley Finkelstein, President and COO of Shopify, to revisit one of the most downloaded and talked-about conversations in the show’s history. Harley shares his journey from law school student to …

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Ep. 516 - Imad Jbara - The Shocking Mistakes COOs Make (and How to Avoid Them) 32:08

16d ago32:08

32:08

What really separates a COO who keeps the lights on from one who drives exponential growth? In this episode, Cameron sits down with Imad Jbara, COO of L2 Infinite Insurance and former COO of WoJo Media, who transformed a company’s client retention from 20% to 80% in just six months. Together, they unpack how COOs can build trust, fire with confiden…

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Ep. 515 - FAN FAVORITE - Erik Church – How To Scale A $100M Brand Into A $365M Powerhouse 48:15

22d ago48:15

48:15

This Fan Favorite episode is a recast of one of our most impactful interviews, still packed with insights for second-in-command leaders. Whether it’s your first listen or a revisit, there’s timeless value inside. What does it take to scale a $100M company into a $365M powerhouse and beyond? In this episode, Cameron Herold sits down with longtime fr…

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Ep. 514 - Andrew Eisbrouch - Scaling Secrets Fortune 500 Execs Don't Want You to Know 47:32

24d ago47:32

47:32

In this episode of the Second in Command podcast, co-host Sivana Brewer is joined by Andrew Eisbrouch, COO of Abrams Media. During this fascinating conversation, Sivana and Andrew explore the unique journey of building and scaling businesses across multiple industries. You'll hear about the different challenges faced when moving from the early star…

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Ep. 513 - Elevating Leadership: Conflict Resolution & Training Implementation 9:03

29d ago9:03

9:03

In today's episode of the Second in Command podcast, Cameron explores one of the most common yet challenging aspects of leadership: how to handle conflict without falling into the role of constant mediator. You'll hear strategies for equipping managers to address issues themselves, drawing from structured frameworks that encourage ownership, accoun…

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Ep. 512 - Nick Malone - Crushing It Worldwide Using Customer-First Growth And Killer Integrations 46:37

1M ago46:37

46:37

In this episode of the Second in Command podcast, Cameron is joined by Nick Malone, former COO of Sitecore and a seasoned executive with over 24 years of leadership experience in the IT sector. During this fascinating conversation, Cameron and Nick explore the complexities of driving growth in a rapidly evolving industry. You'll hear how leaders na…

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Ep. 511 - How to Hire the Right COO Without Making a Costly Mistake 16:08

1M ago16:08

16:08

Thinking about hiring a second in command? Getting it wrong can stall your growth, drain your energy, and wreck your culture. Getting it right can unlock scale, freedom, and balance. In this solo episode, Cameron Herold, founder of the COO Alliance and author of Second in Command, walks you through how to start the process of hiring a COO. He expla…

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Ep. 510 - Andrew Rickett-The COO Powering a New Era of Innovation in the Automotive World 45:16

1M ago45:16

45:16

In this episode of the Second in Command podcast, Cameron is joined by Andrew Rickett, Chief Operating Officer of Karmo, Australia’s largest car subscription provider. During this fascinating conversation, you'll hear how Andrew spent decades in a traditional industry before pivoting into a space that redefines consumer expectations. He shares insi…

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Ep. 509 - Unlock CFO Success Secrets No One Tells You About Hiring 8:52

1M ago8:52

8:52

In today's episode of the Second in Command podcast, Cameron discusses one of the most critical hires a business can make, a role that directly impacts leadership alignment, financial clarity, and long-term success: the Chief Financial Officer or CFO. The conversation highlights how small red flags during the hiring process, such as scheduling mish…

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Ep. 508 - Sarah Harris - Uncovering the Secrets of Successful COOs: Empathy, Autonomy, and Impact 53:05

2M ago53:05

53:05

In today's episode of the Second in Command podcast, co-host Sivana Brewer is joined by Sarah Harris, Fractional Chief Operating Officer at OMG Commerce. In this episode, you'll be taken behind the scenes of a dynamic leadership role that’s often misunderstood but critical to a company’s growth and health. Through candid stories and practical insig…

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Ep. 507 - Think Ahead Act Now: Winning the Game with Dual Focus 9:44

2M ago9:44

9:44

In today's episode of the Second in Command podcast, Cameron discusses a common misstep in leadership: blending strategy and planning into one concept. While many leaders mistakenly see them as interchangeable, Cameron makes a compelling case for treating them as separate disciplines—each vital in its own right. Strategy is about creative thinking,…

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Ep. 506 - Roy Jain - How Top CEOs Hack Culture to Skyrocket Growth and Crush 45:35

2M ago45:35

45:35

In this episode of the Second in Command podcast, Cameron is joined by Roy Jain, the co-founder and Chief Operating Officer of Blue River Pet Care. In this fascinating conversation, you'll learn about building an organization that thrives on culture, leadership, and long-term vision. Cameron and Roy explore the foundations of creating a business du…

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Ep. 505 - The Unvarnished Truth About Being the Number Two Leader 11:26

2M ago11:26

11:26

In today's episode of the Second in Command podcast, Cameron explores what it truly means to have a second in command and why that role extends far beyond traditional job titles. You'll hear how title inflation over the last few decades has blurred the lines between what it means to hold a C-level position and the actual responsibilities required f…

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Ep. 504 - Caitlyn Fagan - How Being #2 Taught Me Authentic Leadership Like No One Else Could 46:04

2M ago46:04

46:04

In this episode of the Second in Command podcast, Cameron is joined by Caitlyn Fagan, Chief Operating Officer for Inner Matrix Systems, a personal mastery training system for high achievers. During this fascinating conversation, Cameron and Caitlyn explore the unique challenges and opportunities of stepping into a leadership role that is not always…

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Ep. 503 - Unlock the Secret to Winning the Future with Bold Strategic Visualization 6:14

2M ago6:14

6:14

In today's episode of the Second in Command podcast, Cameron shares a powerful analogy between preparing for a trek through Nepal and leading a growing business. Just like training for a demanding physical challenge, business leaders must begin with a broad vision, identifying where they want to go before diving into the finer details. Early moment…

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Ep. 502 - Anthony Petitte - Thriving in the Digital Age: How to Empower Remote Teams with Heart 51:41

2M ago51:41

51:41

In today's episode of the Second in Command podcast, co-host Sivana Brewer is joined by Anthony Petitte, Chief Operating Officer at Finloc 2000 Inc. During this engaging conversation, Anthony shares candid insights about managing a fully remote team spread across diverse locations and cultures. The discussion explores the unique challenges of foste…

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Ep. 501 - Unlock Success with Soft Skills: The Secret to Transformational Leadership 14:58

2M ago14:58

14:58

In today's episode of the Second in Command podcast, Cameron challenges conventional thinking about what it truly means to build a high-performing team. Rather than focusing on surface-level credentials or generic systems training, he dives deep into the often-overlooked soft skills that make or break leadership effectiveness—beginning with the cri…

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Ep. 500 - SPECIAL: Meridith Kuba - Double Trouble: How Dynamic Leadership Duos Drive Explosive Growth 36:23

2M ago36:23

36:23

In this special 500th episode of the Second in Command podcast, Cameron is joined by Meridith Kuba, Vice President of Operations and Sales for the COO Alliance. This time out, you're invited into a candid and energetic conversation that explores the unique dynamic between two long-time business collaborators. Through shared memories and deeply pers…

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Ep. 499 - Harnessing The Vision Storm: How To Manage CEOs With Clear Maps 8:25

3M ago8:25

8:25

In today's episode of the Second in Command podcast, Cameron explores the dynamic interplay between visionary entrepreneurs and the operational leaders who help bring their ideas to life. The conversation centers on the constant flow of ideas that many CEOs generate and the need for a reliable system to evaluate, filter, and manage those ideas with…

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Ep. 498 - Shanaz Hemmati - How a Tech-Savvy COO Turbocharged Growth with Smart Operations 37:54

3M ago37:54

37:54

In today's episode of the Second in Command podcast, Cameron is joined by Shanaz Hemmati, co-founder and COO of ZenBusiness. In this insightful conversation, Shanaz shares the behind-the-scenes story of building a modern company with a focus on simplifying a traditionally complex process. With a passion for technology and customer experience, she w…

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Ep. 497 - Beyond Business: Finding Meaning, Empathy, and a Balanced Perspective 9:40

3M ago9:40

9:40

In today's episode of the Second in Command podcast, Cameron shifts gears to discuss the meaning behind human connection and what truly matters beyond daily tasks and business pressures. You'll hear the story behind a meaningful tattoo inspired by a quote about "walking each other home," emphasizing that despite life’s inevitable end, the real sign…

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Ep. 496 - Stephanie Meyer - The Unexpected Link Between Well-Being and Unstoppable Professional Growth 47:50

3M ago47:50

47:50

In today's episode of the Second in Command podcast, co-host Sivana Brewer is joined by Stephanie Meyer, RN, MS-FNP, NEA-BC, the Executive Vice President, Chief Nursing Executive, and Chief Operating Officer for Inpatient Operations at Children’s Mercy in Kansas City, Missouri. In this engaging and heartfelt episode, Sivana and Stephanie explore ho…

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Ep. 495 - Make Your Meetings NOT Suck: How To Revolutionize Your Meetings For Real Results 10:37

3M ago10:37

10:37

In today's episode of the Second in Command podcast, Cameron explores a common business gripe that everyone knows all too well: why meetings (or rather, the way they're run) are so unproductive. Cameron offers a fresh perspective by focusing on *why* this problem persists and how to fix it with simple, practical skills. You'll hear how he challenge…

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Ep. 494 - Rina Jariwala - Bold Moves and Personal Evolution in the World of Fintech 42:37

3M ago42:37

42:37

What does it really take to steer a fintech through a growth reset—and come out stronger? In today's episode of the Second in Command podcast, Cameron is joined by COO Rina Jariwala, who takes us inside the transformation of Fundbox, where operational precision meets people-first leadership. In this insightful conversation, Rina shares a compelling…

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Ep. 493 - Mastering Operations: How COOs Empower CEOs in Growth 28:33

3M ago28:33

28:33

In today's episode of the Second in Command podcast, Cameron breaks down the misunderstood and often misused role of the Chief Operating Officer. Drawing from both personal experience and established research, he uncovers how the COO is not a one-size-fits-all title—it’s a role that shifts depending on the needs of the CEO and the stage of the busi…

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Ep. 492 - Jason Jaynes - Divine Leadership Secrets Every COO Turned CEO Must Know Now 38:28

3M ago38:28

38:28

What does it really take to lead a mission-driven company from the inside out? In today's episode of the Second in Command podcast, Cameron is joined by Jason Jaynes, former CO and now CEO of eCatholic, creator of digital tools and services tailored to Catholic parishes, schools, and dioceses. In this insightful conversation, you'll be taken behind…

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Ep. 491 - Jennifer Barnes, Founder Optima Office - Unlock Financial Clarity: Secrets Business Leaders Don’t Want You to Know 28:52

4M ago28:52

28:52

In today's episode of the Second in Command podcast, Cameron is joined by Jennifer Barnes, CEO and Founder of Optima Office, a fractional CFO service provider. During the conversation, you'll get a glimpse behind the curtain of business leadership to explore one of the most misunderstood yet essential disciplines for sustainable growth. Cameron and…

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Ep. 490 - Lauren Antonoff - Cultivating a Thriving Culture for Sustainable Business Growth 50:39

4M ago50:39

50:39

In today's episode of the Second in Command podcast, co-host Sivana Brewer is joined by Lauren Antonoff, COO of Life360, a leading family safety and social networking business. In this insightful conversation, Sivana and Lauren discuss the art of effective team management, focusing less on rigid reporting and more on meaningful outcomes. They explo…

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Ep. 489 - Want a Thriving Company Culture? It All Starts with Just ONE Powerful Question 15:49

4M ago15:49

15:49

In today's episode of the Second in Command podcast, Cameron reveals a transformative approach to measuring and improving workplace culture—one that many businesses overlook despite its powerful potential: The employee Net Promoter Score. (NPS) You’ll hear about a deceptively simple metric that goes beyond typical satisfaction scores, revealing the…

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Ep. 488 - TNG Private Wealth COO, Jeana-Rae Kendall 35:15

4M ago35:15

35:15

In today's episode of the Second in Command podcast, Cameron is joined by Jeana-Rae Kendall, COO of TNG Private Wealth, a private wealth advisory practice of Ameriprise Financial Services, LLC. In this engaging conversation, Jeana-Rae shares her journey from corporate America to the entrepreneurial world, offering a candid look at the evolution of …

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Ep. 487 - Beyond the Buzzword: Real-World Impact of Emerging Tech 43:08

4M ago43:08

43:08

In today's episode of the Second in Command podcast, Cameron explores the rapid evolution of cutting-edge tools that are reshaping the way businesses operate. The discussion highlights real-world examples of how quick thinking and innovative approaches can transform seemingly complex tasks into simple, streamlined processes. With insights from indu…

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Ep. 486 - Infinity Constellation CEO, Brennan Pothetes 43:35

4M ago43:35

43:35

In today's episode of the Second in Command podcast, Cameron is joined by Brennan Pothetes, current CEO and former COO of Infinity Constellation, a holding company with eight AI-focused companies. In this fascinating conversation, Cameron and Brennan take you behind the scenes of a fast-growing and highly innovative company that’s reshaping an enti…

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Ep. 485 - Empowering Leaders: The Role of Intuitive Hiring and Collaborative Growth 44:17

4M ago44:17

44:17

In today's episode of the Second in Command podcast, Cameron shares unconventional strategies for leadership, team building, and decision-making. Throughout the conversation, he challenges traditional hiring methods, advocating for a deeper, more intuitive approach to evaluating potential team members. The discussion touches on the importance of be…

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Ep. 484 - Forensic Psychiatric Associates (FPAMED) COO, Ted Collins 41:54

4M ago41:54

41:54

In today's episode of the Second in Command podcast, co-host Sivana Brewer is joined by Ted Collins, Chief Operating Officer of Forensic Psychiatric Associates (FPA Med). During this fascinating conversation, you'll hear how Ted's career has taken him through high-pressure corporate environments and into a leadership role that demands both empathy …

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Ep. 483 - Aligning Dreams with Reality: How to Find Your Next Right-Hand Leader 40:46

4M ago40:46

40:46

In today's episode of the Second in Command podcast, Cameron discusses the process of identifying and attracting the right leadership talent who not only possess the necessary skills but also align deeply with your company’s vision and core values. You’ll discover the importance of building a “virtual bench” of potential candidates and why proactiv…

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Ep. 482 - Scale It Simply Co-Founder, Polina Mireau 1:04:50

5M ago1:04:50

1:04:50

In today's episode of the Second in Command podcast, co-host Sivana Brewer is joined by Polina Mireau, co-founder of Scale It Simply. In this fascinating conversation, Sivana and Polina discuss the often unseen emotional layers that come with leadership, especially from the perspective of younger professionals navigating roles traditionally dominat…

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Ep. 481 - Empower Pharmacy COO, Jonathan Abrarpour 41:38

5M ago41:38

41:38

In today's episode of the Second in Command podcast, Cameron is joined by Jonathan Abrarpour, COO Alliance member and COO of Empower Pharmacy. Listen as Jonathan reflects on the challenges of managing growth and opportunity within a rapidly evolving organization. He explores the delicate balance between chasing expansion and maintaining focus, reve…

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Ep. 480 - GrowthAssistant Business Operations and Strategic Finance Lead, Jarrell Ku 46:35

5M ago46:35

46:35

In today's episode of the Second in Command podcast, co-host Sivana Brewer is joined by Jarrell Ku, Business Operations and Strategic Finance Lead at GrowthAssistant. In this fascinating conversation, Sivana and Jarrell dive into the delicate balance of maintaining productivity while fostering genuine connections in a distributed work environment. …

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Ep. 479 - Recast: The Ryan Hanley Show - Transform Your Leadership: Align Profit with Purpose Now 56:58

5M ago56:58

56:58

Today's episode of the Second in Command podcast is a recast of a conversation between Cameron and Ryan Hanley, host of The Ryan Hanley Show. During the conversation, Cameron and Ryan dive into the deep waters of leadership, responsibility, and modern decision-making. You'll learn what it means to navigate turbulent times with clarity and disciplin…

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Ep. 478 - Blaze PR President and Lead Strategist, Matthew Kovacs 49:21

5M ago49:21

49:21

In today's episode of the Second in Command podcast, Cameron is joined by Matthew Kovacs, President and Lead Strategist of Blaze PR. In this insightful conversation, Cameron and Matthew discuss the evolving landscape of a fast-changing professional field, exploring how emerging technologies are reshaping traditional workflows and mindsets. They unp…

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Ep. 477 - The Feedback Revolution: Crafting a Culture of Real-Time Growth 14:15

5M ago14:15

14:15

In today's episode of the Second in Command podcast, Cameron explores creative and impactful ways to enhance team communication and alignment during planning sessions and retreats. You'll discover an engaging, visual icebreaker that encourages self-reflection and team bonding, revealing personal insights and shared aspirations. From there, the conv…

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Ep. 476 - STC Safety and Risk Management President, John Wallet 58:11

5M ago58:11

58:11

In today's episode of the Second in Command podcast, co-host Sivana Brewer is joined by John Wallet, President of STC Safety and Risk Management. This conversation explores the complexities of leading teams and navigating the often delicate balance between visionary and integrator roles. Sivana and John discuss the importance of cultivating confide…

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Ep. 475 - Secrets to CEO-COO Harmony That Skyrocket Business Success 26:31

5M ago26:31

26:31

In today's episode of the Second in Command podcast, Cameron explores the dynamic partnership between two key leadership roles within a company: the CEO and the COO. Cameron discusses the often underappreciated relationship that drives an organization’s success, highlighting the distinct yet complementary functions that each leader provides. You'll…

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Ep. 474 - The Pickle Juice Company Executive Vice President, Filip Keuppens 56:06

6M ago56:06

56:06

In today's episode of the Second in Command podcast, co-host Sivana Brewer is joined by Filip Keuppens, Executive Vice President of The Pickle Juice Company. During the conversation, Sivana and Filip dive deep into the complexities of leadership and the balancing act of managing day-to-day operations while simultaneously planning for the long-term …

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Ep. 473 - Unlock the ADD Advantage: Supercharge Your Entrepreneurial Journey 14:29

6M ago14:29

14:29

In today's episode of the Second in Command podcast, Cameron shares a deeply personal reflection on how his experiences with attention deficit disorder (ADD) shaped his educational journey and entrepreneurial success. You'll hear how traditional schooling and societal expectations of focus negatively impacted his self-esteem, even as he was trying …

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Ep. 472 - Pepper Construction Senior Vice President of High Performance and Sustainable Construction, Susan Heinking 41:24

6M ago41:24

41:24

In today's episode of the Second in Command podcast, Cameron is joined by Susan Heinking, Senior Vice President of High Performance and Sustainable Construction at Pepper Construction. During this fascinating conversation, you'll be taken behind the scenes of a dynamic leadership journey where the balance between structure and creativity plays a pi…

Second In Command With Cameron Herold Podcasts