Second in Command: The Chief Behind the Chief

We're bringing this episode back because listeners couldn't get enough the first time around. Cameron sits down with Tom Keiser, COO of Zendesk, to unpack how he helped scale the SaaS powerhouse to a billion-dollar trajectory. Tom shares how he bridged the gap between IT and operations, built cadence-driven execution rhythms, and created visibility across the business while keeping the culture humble, fast, and customer-obsessed.If you're leading a growing company and need a blueprint for scaling without suffocating the entrepreneurial edge… this one hits hard.Timestamped Highlights01:11 Meet Tom Keiser and his path from CIO to COO02:00 Early days: Capgemini, E&Y, and stepping into tech leadership05:27 What Zendesk actually does (and how it scaled globally)07:33 How SaaS changed the business–IT power dynamic08:55 Why CIOs must become business partners, not tech overseers10:54 The PMO strategy that keeps Zendesk aligned as it scales12:04 Tom's weekly operational cadence pulled from retail13:50 Turning insights into action: Sales, pipeline, and global adjustments15:37 How Zendesk avoids bureaucracy while growing fast17:39 Culture: The Danish “Humbled It” mindset19:36 Saying no without killing momentum20:57 Managing customer support when your whole business is CX23:38 Omnichannel done right: Continuous conversations, not disconnected pings26:14 Machine learning inside Zendesk Guide29:18 How Tom balances immediate execution with long-term scaling32:55 What smaller companies can learn from Zendesk's growth34:34 Vulnerability and learning to step into discomfort as a leader36:25 When to trust your team and when to drop into details37:51 How Zendesk's founder transitioned out of day-to-day execution39:18 Market risks, public cloud, open-source, and economic uncertainty39:46 What 5G will unleash for future customer experiences43:12 Building whole leaders, not siloed operators44:13 Tom's advice to his 21-year-old selfAbout the GuestTom Keiser is the Chief Operating Officer of Zendesk, where he oversees global operations, IT, enterprise analytics, security, and go-to-market execution for one of the world's leading customer experience platforms. With 25+ years of experience across retail, technology, and SaaS, Tom blends deep technical expertise with business-led operational leadership. Before Zendesk, he served as CIO at L Brands and spent years in management consulting at Capgemini and Ernst & Young.

In this episode, Cameron sits down with Brett Bruggeman, Executive Vice President and COO of Land O'Lakes, a 104-year-old, $16B cooperative spanning dairy foods, animal nutrition, and crop inputs. Brett shares how Land O'Lakes manages scale across 20 business units, supports more than 4,000 cooperative owners, and touches half of America's farmland.He and Cameron dig into the cooperative model, growth challenges in shrinking markets, how the company is driving new productivity for farmers, and their bold new initiative that partners with retail owners to invest in late-stage ag-tech. Brett also talks about outside-in thinking, the power of data, how to stay ahead of the customer, and why the future of agriculture requires both AI and human EQ.If you're a COO navigating large-team complexity, shifting markets, or innovation inside a legacy organization, this conversation is a masterclass in clarity, discipline, and strategic focus.Timestamped Highlights00:00 Brett and Cameron kick off the conversation (with a quick cameo from Brett's comms lead, John).01:03 How Brett discovered the podcast and the purpose of “the COO story.”03:30 Land O'Lakes overview: 104-year history, cooperative structure, and national footprint.07:14 The company's roots: dairy farmers searching for a market for cream.08:26 How Land O'Lakes evolved into dairy, animal nutrition, and crop inputs.10:24 Purina brand clarification: Land O'Lakes vs. Nestlé internationally.10:44 Revenue breakdown across business units.12:00 How Brett avoids getting pulled into every detail while leading a massive enterprise.14:10 How outside-in thinking reshaped corporate strategy.15:17 The “vital few” → the three-or-four priorities that guide the entire company.16:49 The six transformation “big bets.”18:46 Becoming a data-first company: insights, segmentation, and new markets.20:29 The strategic questions Land O'Lakes uses to break stagnation.22:45 Their stance on hybrid work and why face-to-face still matters.25:05 Growth challenges: farmers under pressure, shrinking markets, and opportunities.26:05 Introducing AgRogue: the new retail growth fund (70–100M) to invest in late-stage ag-tech.27:39 Why partnering with retail owners creates stronger market access.28:17 What a cooperative actually is and how it differs from other business models.31:39 How 4,000 owners create loyalty, but not complacency.33:31 Why aligning retail owners with Land O'Lakes creates predictable innovation adoption.36:51 How AI and predictive models are transforming supply chain, waste, and productivity.38:37 Three AI goals: target growth, eliminate waste, improve customer experience.40:55 How Land O'Lakes approaches AI responsibly (and without getting “over their skis”).42:37 What Brett is working on personally as a leader: presence, change management, results.47:28 Advice to his younger self: ask better questions, seek mentors, take international roles.Resources & MentionsPurina (livestock feed brand)WinField (crop inputs brand)Microsoft (AI and data initiatives)AgRogue (Land O'Lakes + retail owner growth fund)Radicle (ag-tech investment partner)Circana (retail data source, referenced as...

In this episode of the Second in Command Podcast, guest host Sivana Brewer sits down with Matthew Rathje, Chief Operating Officer of TrueNorth Companies and long-time member of the COO Alliance.From starting in payroll and claims management to leading operations for a $165M insurance and professional services firm, Matt shares his journey of scaling from the ground up, balancing structure, culture, and human leadership. He offers practical insights on bringing clarity and accountability to fast-growing organizations, structuring meetings that actually move the needle, and building trust without falling into “artificial harmony.”Matt also opens up about navigating personal and professional adversity, from weathering the 2020 derecho storm that destroyed his family's home, to leading through COVID-19, and how those experiences shaped his leadership philosophy rooted in humility, collaboration, and optimism.Timestamped Highlights[00:01:20] – Matt's journey at TrueNorth and how he helped the company grow from a local firm to a $165M organization.[00:05:16] – Lessons from moving between individual contributor and leadership roles.[00:07:00] – How TrueNorth's leadership transition inspired a more unified executive vision.[00:09:20] – Preparing to step into the COO role and finding mentors in the process.[00:10:44] – Why Matt joined the COO Alliance and what he learned from peers in other industries.[00:13:00] – Building clarity and accountability through RIMs and RIOs (Relatable Impact Metrics & Objectives).[00:15:00] – Starting TrueNorth's organizational health journey with Patrick Lencioni's Table Group.[00:17:34] – How Lencioni's framework helped the team prioritize what's most important right now.[00:18:46] – Team effectiveness workshops and how vulnerability-based trust builds healthy organizations.[00:20:35] – How to identify “artificial harmony” and address it before it erodes team commitment.[00:24:32] – Balancing collaboration with decisive leadership.[00:26:03] – Structuring meetings for clarity, speed, and results.[00:29:40] – How personal adversity (a devastating storm) strengthened Matt's leadership perspective.[00:33:54] – Leading with empathy, gratitude, and perspective through crisis.[00:38:52] – Building trust and vulnerability across teams.[00:40:31] – Strengthening the CEO-COO relationship and defining complementary strengths.[00:42:42] – Using Vivid Vision to align the entire company around purpose and feeling.[00:46:14] – Launching The TrueNorth Way: the company's roadmap for a world-class client experience.Resources & MentionsThe Apple Experience by Carmine GalloUnreasonable Hospitality by Will GuidaraMeetings Suck by Cameron HeroldThe Five Dysfunctions of a Team by Patrick Lencioni (and the related Five Behaviors of a Cohesive Team framework)About the GuestMatthew Rathje is the Chief Operating Officer of TrueNorth Companies, a Midwest-based insurance and professional services firm dedicated to protecting and maximizing its clients' assets, resources, and opportunities.Since joining TrueNorth over a decade ago,...

In this episode of the Second in Command Podcast, guest host Sivana Brewer sits down with Dr. Melonie Boone, Chief Operating Officer of Edesia Nutrition, a Rhode Island–based nonprofit on a mission to end childhood malnutrition worldwide.Dr. Boone shares her inspiring journey from corporate HR and executive consulting to joining a purpose-driven organization where every product saves lives. She opens up about leaving her consulting career to relocate her family and help Edesia scale globally while staying rooted in its humanitarian mission.Together, Sivana and Melonie explore what it means to lead in a business where the stakes are life and death, balancing operational excellence with empathy, trust, and resilience. From creating healthy CEO-COO dynamics to rebuilding confidence after crisis, she offers grounded advice for leaders who want to make impact and results coexist.Timestamped Highlights[00:02:31] – Dr. Boone explains Edesia Nutrition's mission to eradicate malnutrition and how each box of product saves a child's life.[00:04:29] – The personal loss that inspired her to pursue work with deeper purpose.[00:06:27] – How consulting for Edesia's CEO turned into a full-time COO opportunity.[00:08:09] – Combining her lifelong drive to lead with her mother's legacy of service.[00:10:14] – What challenges she was first hired to solve and how her HR and strategy background helped.[00:13:13] – Transitioning from consultant to COO and setting early “ground rules” for success.[00:15:00] – Dividing responsibilities with the founder and managing blurred lines gracefully.[00:16:20] – Facing two major business disruptions in her first six months on the job.[00:18:47] – Learning to adapt her leadership style during crises and rebuild trust.[00:20:18] – The power of transparency and “fighting together” with the CEO.[00:22:29] – How her four academic degrees shaped her approach to leadership.[00:24:08] – The lesson behind “anyone can show the numbers, but what do they mean?”[00:26:05] – Knowing which “Melonie” to bring into each meeting—coach, operator, or psychologist.[00:27:28] – How she keeps the pulse across 14 departments with weekly updates and morale checks.[00:31:29] – Using technology and HRIS tools to streamline communication and one-on-ones.[00:34:18] – Building cross-functional buy-in before making any system change.[00:36:50] – Tracking team morale and staying intentionally visible to every shift.[00:38:42] – Leading with authenticity as an introvert in a people-driven culture.[00:41:26] – Creating connection and fun through culture rituals, bingo, and bagel Tuesdays.[00:44:43] – What's ahead: a 100,000 sq ft expansion, global growth, and personal goals for joy and balance.[00:47:00] – Her advice for aspiring COOs, current operators, and CEOs hiring their “number two.”Resources & MentionsEdesia Nutrition Plumpy'Nut® – Edesia's flagship product saving children worldwideChildren Can't Wait Campaign – Donate HEROic Leadership by Dr. Melonie BoonePaycor HRIS – Tool for one-on-ones, performance, and team engagementAbout the GuestDr. Melonie Boone is the Chief Operating Officer of Edesia Nutrition, a global...

In this Fan Favorite episode of the Second in Command Podcast, Cameron Herold speaks with Anna Collins, President and COO of Bulletproof, the globally recognized brand behind Bulletproof Coffee, supplements, and biohacking products designed to help people perform better, think faster, and live healthier lives. She is also a Board Member of Ladies Who Launch.Before joining Bulletproof, Anna led multi-billion-dollar businesses at Amazon, Microsoft, and CVS Health, bringing a data-driven, operational mindset to every stage of growth. In this conversation, she reveals how she helped Bulletproof evolve from a niche “biohacker” brand into a household name—streamlining operations, tightening focus, and scaling omnichannel distribution without losing its visionary edge.Anna also shares her leadership principles, from managing a founder with 100 ideas a day to running metrics-driven weekly business reviews that keep innovation grounded in reality. Her insights bridge the gap between entrepreneurial chaos and corporate discipline, showing how great COOs turn vision into execution.Timestamped Highlights[00:00:00] – Cameron introduces this episode as one of the most downloaded in show history.[00:01:14] – Anna's career journey: from Microsoft and Amazon to joining Bulletproof.[00:03:52] – Why she left Amazon Prime for a mission-driven brand.[00:05:36] – What convinced her Bulletproof wasn't just a fad—but a real performance enhancer.[00:06:23] – Partnering with Dave Asprey: defining roles between visionary and operator.[00:07:18] – The challenge of narrowing focus when everything looks like a good idea.[00:08:54] – Bringing Amazon's frameworks—tenets, principles, and data mechanisms—into Bulletproof.[00:10:07] – How structure helped Dave trust the team and delegate.[00:10:26] – Shutting down international markets and cutting SKUs to simplify growth.[00:11:59] – Expanding into Amazon marketplace and corporate distribution channels.[00:13:28] – Convincing the founder to “grow beyond the core biohacker.”[00:17:00] – Managing an idea-rich founder without stifling creativity.[00:18:37] – Anna's leadership philosophy: define reality, create possibility, say thank you.[00:21:00] – Rebuilding Bulletproof's vision, mission, and values for clarity and culture.[00:24:20] – Weekly Business Reviews: the data-driven rhythm behind execution.[00:30:32] – How Anna divides her focus across key stakeholders—customers, team, and growth.[00:36:35] – Simplifying the Bulletproof brand for mainstream accessibility.[00:38:00] – Where she struggles as a leader—and the balance between speed and empathy.[00:42:33] – The advice she'd give her 21-year-old self: don't take it all so seriously.About the GuestAnna Collins is the President and COO of Bulletproof overseeing strategy, operations, and omnichannel growth for the globally recognized biohacking brand. Previously, she led billion-dollar initiatives at Amazon, where she managed global Prime membership programs, and at Microsoft, where she built the search advertising business from concept to $1.6B in revenue. She is also a Board Member of Ladies Who Launch.A Harvard MBA and transformational leader, Anna specializes in building scalable systems that bridge creative vision with operational discipline. At Bulletproof, she's helped expand the company from its core biohacker audience to a broader wellness market—making human optimization accessible to everyone.

In this episode of the Second in Command Podcast, guest host Sivana Brewer sits down with Daniel Quinonez, Chief Operating Officer of the Plumbing-Heating-Cooling Contractors Association (PHCC) — one of the oldest trade associations in the United States, founded nearly 140 years ago.Daniel shares how this long-standing organization is transforming to meet the modern era while honoring its heritage. From training apprentices who go on to run multimillion-dollar companies, to integrating AI and new tech tools into the trades, the PHCC is proving that innovation and tradition can coexist.He also opens up about leadership lessons from his own journey, from mopping floors at his father's bar to leading a national $30M organization, and how his personal mantra, “Be nice,” has shaped his management style, his culture, and his success.If you lead a legacy business, manage a growing team, or want to understand how blue-collar industries are embracing technology, this episode offers both inspiration and strategy.Timestamped Highlights[00:01:00] – The PHCC's 140-year history and why plumbing is a pillar of public health.[00:02:40] – How the industry came together to standardize clean water systems in the 1920s.[00:03:44] – What PHCC offers its members today: education, licensing, and community.[00:05:08] – From one truck to $10M: stories of self-made contractors in the trades.[00:06:14] – Why nearly every successful owner started as a hands-on apprentice.[00:08:00] – How AI is transforming the trades and why it's an ally, not a threat.[00:09:34] – Changing perceptions: convincing parents that the trades are a smart career path.[00:10:39] – The rise of entrepreneurship and financial freedom in plumbing and HVAC.[00:11:42] – Daniel's own career path from government and lobbying to COO.[00:13:57] – Becoming the first COO in PHCC's 140-year history.[00:15:25] – Helping a century-old organization modernize its operations and systems.[00:17:03] – Growing membership and education as PHCC's two strategic pillars.[00:18:55] – The PHCC Online Academy: 15,000 students and counting.[00:21:00] – The challenge of evolving legacy culture and systems in long-standing institutions.[00:22:30] – Why more contractors are creating COO roles for succession planning.[00:25:17] – Family businesses, private equity, and the changing face of ownership.[00:27:56] – Daniel's leadership mantra: “Be nice.”[00:33:38] – Balancing kindness with accountability and setting measurable goals.[00:35:00] – Building buy-in and bringing staff along during organizational change.[00:39:00] – Teaching business finance and leadership to new COOs in the trades.[00:43:36] – Daniel's excitement for PHCC Connect 2024 and the next generation of apprentices.Resources & MentionsPHCC – Plumbing-Heating-Cooling Contractors AssociationPHCC Academy – Online education and apprenticeship trainingQuality Service Contractors (PHCC Program) – Business coaching for contractorsFederated Insurance – PHCC partner for business succession planningSkillsUSA & WorldSkills Competitions – Annual events supporting young tradespeopleAbout the GuestDaniel Quinonez is...

In this powerful episode of the Second in Command Podcast, co-host Sivana Brewer sits down with Brittany Dunn, COO and co-founder of Safe House Project, a national nonprofit dedicated to eradicating human trafficking in the United States.Brittany shares the remarkable story of how she and her co-founder built Safe House Project from an idea into a nationwide movement, launching a full organization in just 90 days while balancing motherhood, military life, and a mission to save lives.She discusses how her background in international business and M&A shaped her operational mindset, and how she's using corporate systems to solve one of the world's most complex humanitarian challenges. From developing Simply Report, a tech platform helping identify trafficking cases, to fostering a trauma-informed team culture, Brittany offers a masterclass in leadership under pressure, emotional resilience, and purpose-driven innovation.Timestamped Highlights[00:01:00] – Brittany shares the mission behind Safe House Project and how it began.[00:02:15] – Only 100 safe house beds existed for 300,000 trafficked kids—why resources were so scarce.[00:04:26] – How two military spouses built a national nonprofit in 90 days.[00:06:01] – Why they launched nationally instead of locally (and how it changed everything).[00:08:00] – A day in the life: policy, survivor support, sting operations, and leadership.[00:10:20] – The corporate skills that transferred and the ones that didn't.[00:12:17] – Balancing strategy with empathy: why people aren't “projects.”[00:13:01] – Hiring survivors to co-create programs that work in real life.[00:15:27] – The emotional weight of leading in trauma-informed work.[00:17:14] – Launching Simply Report, a new tech platform for anonymous trafficking tips.[00:19:00] – The behavioral algorithm behind Simply Report and how it works.[00:21:17] – The power of partnerships and why Brittany took every call early on.[00:22:41] – Preventing burnout: clarity, communication, and individualized care.[00:25:37] – Inside her relationship with her co-founder and how they model healthy conflict.[00:29:23] – Building a culture of trust, ownership, and open dialogue (“Cuss and Discuss”).[00:34:05] – How Safe House Project hires intentionally and why cultural fit matters most.[00:36:10] – The art of letting go: why firing fast protects mission and morale.[00:37:30] – A recent setback and how the team turned disappointment into innovation.[00:40:18] – Choosing integrity over comfort: giving back salaries during COVID to keep promises.[00:42:01] – Daily rhythms that keep Brittany grounded in hard seasons.[00:43:23] – The next big challenge: state-level adoption of Simply Report.[00:44:13] – A hopeful look ahead: documentary, podcast, and shifting public awareness.Resources & MentionsSafe House ProjectSimply Report App (iOS & Android) – Anonymous reporting tool for human...

In this episode of the Second in Command Podcast, co-host Sivana Brewer chats with Will Smith, COO and Managing Partner of Lone Star Pups, a multi-location Dogtopia franchise with 15 stores across San Antonio and Denver.Will shares how he's scaled his team from zero to 140 employees in just a few years by leading with servant leadership, radical transparency, and a simple but powerful formula: Time + Trust = Influence.From teaching his staff about personal finance to running anonymous team surveys and writing heartfelt newsletters himself, Will breaks down how he creates a workplace where people feel seen, supported, and connected to the company's mission. He also dives into financial literacy and why understanding money, personally and professionally, is the missing link for many leaders.Whether you're managing a large service team or growing a people-first brand, this episode is packed with actionable leadership and financial principles that can transform both your team and your bottom line.Timestamped Highlights[00:04:15] – How Lone Star Pups began as a post-COVID passion project.[00:05:47] – The story behind Will's partnership with his CEO, Devin.[00:07:43] – Building trust by adding value—not ego—to leadership.[00:09:19] – Why Will left a 30-year hospitality career to run a dog business.[00:11:00] – Making decisions that impact 140 people every day.[00:12:00] – Servant leadership in action: clearing plates, fixing walls, setting culture.[00:13:34] – How Time + Trust = Influence became the company's core formula.[00:16:10] – What Will learned from his first company-wide employee survey.[00:17:00] – How monthly newsletters create connection and clarity.[00:19:10] – The truth about communication—why “no one ever over-communicated.”[00:25:20] – The meaning behind Watering Your Bamboo and why patience drives growth.[00:27:26] – How Will learned financial discipline from his grandfather.[00:29:00] – Teaching personal finance to staff—and why it improves retention.[00:31:36] – “Canary Metrics”: a system to track the financial health of each location.[00:33:49] – Why every manager must learn to write their own P&L variances.[00:35:00] – The link between personal spending habits and leadership performance.[00:40:35] – Helping the next generation reclaim their time, focus, and financial control.[00:41:15] – What's next: growth, teaching, and giving back.Resources & MentionsLone Star Pups, LLC Dogtopia Watering Your Bamboo by Greg BellThe 80-10-10 Rule – Will's personal finance framework (80% bills, 10% savings, 10% giving)The Speed of Trust by Stephen M.R. Covey

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 shares how his company has achieved near-perfect team retention and why their internal mantra—“Grow People, Grow Global, Grow Profit”—has fueled both performance and culture. From developing a system called The Ruby Way to empowering every team member to operate like an entrepreneur, Ebert breaks down how Ruby Digital builds sustainable high performance without burnout.He also explains how they've turned retention, trust, and human connection into a competitive advantage in a saturated market and why premium service is still one of the rarest differentiators in the U.S. marketing landscape.Timestamped Highlights [00:01:45] – Why Ruby Digital is expanding from South Africa into the U.S. [00:05:25] – The surprising gap in the U.S. market: quality and retention. [00:08:12] – How Ruby Digital achieves 95–100% staff retention. [00:10:20] – Creating “The Ruby Way”: an operating system built on trust. [00:12:45] – Letting employees act like entrepreneurs without the risk. [00:16:00] – “Step Up”: the six-month advancement model that keeps people growing. [00:18:30] – Guardrails against burnout: scorecards, balance wheels, and wellbeing KPIs. [00:22:40] – Why culture drives premium client delivery. [00:25:05] – How Ebert measures success: Grow People → Grow Global → Grow Profit. [00:27:15] – Ruby's philosophy: manage risk, not just marketing. [00:30:10] – B2B growth: focusing on long-term relationships, not quick wins. [00:33:25] – The “SMC client” model—serving sophisticated, mature companies. [00:36:10] – How much companies should invest in marketing (and why most don't). [00:41:10] – Ruby's 15% marketing reinvestment and in-house client mindset. [00:45:30] – Turning unused leads into referral revenue. [00:48:10] – The biggest lesson from failure: trust is earned, not given.Resources & MentionsSmart Marketing 2.0 Podcast – Co-hosted by Ebert GroblerScaling Up by Verne HarnishGood to Great by Jim CollinsAbout the GuestEbert Grobler is the COO and co-founder of Ruby Digital, a global performance marketing agency headquartered in South Africa with hubs in the U.K. and U.S. A former communication-science student turned “human-systems engineer,” Ebert is known for creating organizational models that blend business growth with human sustainability. Under his leadership, Ruby Digital has been recognized as one of the Top 20 Companies to Work For in South Africa by the U.K. Sunday Times and continues to redefine what it means to run a people-first, performance-driven company.

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 a 15,000-person company to stepping into her first COO role at a fast-growing 80-person firm. She opens up about how she learned to adapt, communicate, and stay grounded in high-pressure situations and the three core practices that help her regulate stress and lead with clarity.From learning to “roll on the edge” between people and performance to replacing stress with self-awareness, this conversation is packed with real-world leadership lessons for operators who want to grow without burning out.Timestamped Highlights[00:02:00] – How Cory went from HR leader to unexpected COO.[00:03:00] – Redefining what a COO really does (and doesn't do).[00:06:26] – “Right people, right seats”: her mantra for solving every problem.[00:08:12] – Building trust with the CEO and learning to push back.[00:10:21] – Deprogramming corporate habits in a smaller company.[00:13:07] – Leading teams without being the technical expert.[00:17:13] – Building fast trust through humility and honest communication.[00:19:25] – The mirror test: checking your own leadership energy first.[00:22:00] – Balancing people and business why great leaders “roll on the rim.”[00:23:40] – Running effective meetings that actually serve their purpose.[00:28:16] – Leadership breakdowns most middle managers make.[00:33:13] – How Cory learned to stay calm and centered under pressure.[00:36:49] – The one-next-right-thing method for managing stress.[00:42:00] – The isolation of being a COO—and how to find your support system.[00:47:16] – What's next for Cory personally and professionally?About the GuestCory Raggi, SHRM-SCP is the Chief Operating Officer of 1RDG The Financial Center, a company providing integrated accounting, payroll, benefits, and wealth management solutions for business owners. With a background in HR and organizational leadership, Cory blends people-first management with operational structure, helping teams stay aligned, communicative, and focused through growth.

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 one of the fastest-growing social networking brands in the world. She opens up about working alongside visionary founder Whitney Wolfe Herd, expanding into markets like India, building culture-first teams, and reimagining leadership through empathy and purpose.From balancing motherhood and executive leadership to driving global expansion and shaping company culture, Sarah's story offers an inspiring look at what it means to lead with both strength and softness.About the GuestSarah Jones Simmer is a seasoned business leader and former Chief Operating Officer of Bumble, where she helped scale the brand to over 50 million users worldwide. With a background in investment and strategy consulting, Sarah has built her career around mission-driven leadership, global expansion, and empowering women in business.

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 powered by technology and disciplined leadership. He opens up about developing next-generation leaders, learning to balance autonomy with accountability, and why the best operators focus less on “doing” and more on developing people who can think for themselves.From saying yes to opportunity to mastering feedback and context-switching, Brent breaks down how to lead through clarity, consistency, and reflection - and why great COOs act as both a shock absorber and a multiplier for the entire organization.Resources & MentionsLobUSPS (United States Postal Service) Amazon Discover Insights ProgramWharton Executive EducationPurdue UniversityInvest In Your Leaders Online CourseAbout the GuestBrent Hagan is the Chief Supply Chain Officer at Lob, overseeing logistics, vendor partnerships, and operational excellence for one of the fastest-growing direct mail automation companies in the U.S. A former Amazon leader and Wharton executive education graduate, Brent specializes in scaling operational systems, building resilient teams, and turning feedback into a strategic advantage.

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 serial entrepreneur to becoming the operational powerhouse behind Shopify's global rise. He opens up about working alongside founder Tobias Lütke, building the company's culture from the inside out, and leading through rapid growth and constant reinvention.Whether you're scaling a startup or steering a billion-dollar brand, Harley's insights on leadership, culture, and staying grounded in the middle of explosive success will challenge and inspire you.About the GuestHarley Finkelstein is the President and Chief Operating Officer of Shopify, where he's played a pivotal role in scaling the company from startup to a global leader in e-commerce. A serial entrepreneur and public speaker, Harley is also on the board of C100, an advisor to major venture funds, and a familiar face as a dragon on CBC's Dragons' Den.

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 confidence, elevate leaders, and use systems to scale companies without chaos.From the painful lessons of firing too aggressively to the wisdom of patient onboarding and leveraging AI, Imad shares the unfiltered truth about what it really takes to succeed as a second in command.If you're tired of firefighting and want proven systems to grow your company with less chaos, you can't afford to skip this episode. Listen now for exclusive insights you won't hear anywhere else.About the GuestImad Jbara is the COO of L2 Infinite Insurance and former COO of WoJo Media, where he helped transform client retention and scale revenues dramatically. He's trained some of the largest sales teams in the world and worked alongside icons like Tony Robbins, Grant Cardone, and Alex Hormozi. Imad is known for building systems, empowering leaders, and creating the cultural foundations that allow companies to thrive.

What does it take to scale a $100M company into a $365M powerhouse and beyond?In this episode, Cameron Herold sits down with longtime friend Erik Church, President & COO of 1-800-GOT-JUNK? and the O2E Brands portfolio. Together, they reflect on 30 years of leadership lessons, from fraternity houses and College Pro Painters to running one of the most recognized franchise brands in North America.Erik reveals how he uses the Painted Picture (now Vivid Vision) process to align his teams, why saying “no” is often the most important leadership move, and how 101 Life Goals have become a cultural cornerstone at O2E. He also shares the realities of working with a high-profile visionary founder, balancing bold, sometimes “crazy” ideas with operational discipline.If you're a second-in-command navigating rapid growth, culture challenges, or a visionary CEO, this episode delivers actionable insights from one of the most seasoned COOs in the franchise world.About the GuestErik Church is the President & COO of 1-800-GOT-JUNK? and the O2E Brands family (WOW 1 DAY PAINTING, You Move Me, Shack Shine). Since joining in 2011, he has helped scale the company from $100M to over $365M in revenue, focusing on culture, operational excellence, and leadership development. Previously, he served as President of EF Education Canada and held senior leadership roles across EF's global businesses. Erik is also an avid outdoorsman, traveler, and motorcycle enthusiast.

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 startup phase to a more mature stage of growth, and the lessons learned about balancing speed, creativity, and structure along the way. The discussion highlights both the excitement and complexity of operating in fast-changing environments where innovation and adaptability are key.The discussion also dives into team building, hiring strategies, and the cultural dynamics that shape organizations. From choosing between personality and experience when bringing people on board to the nuances of maintaining alignment in remote teams, Andrew offers valuable insights into leadership and people management. You'll learn the importance of trust, open communication, and knowing when to act.This episode offers a candid look at what it takes to grow not just companies, but also a 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!Enjoy!In This Episode You'll Learn:Andrew's journey from being a legal intern to a COO role in Dan Abrams' media businesses, including his decision to attend law school and his role in launching new businesses.The growth of the Law & Crime live trial network, starting with a legal-based website and expanding to live streaming murder trials.The acquisition of Law & Crime by Jellysmack, a European company focused on the creator economy.The challenges of transitioning from a COO role to a more visionary and risk-taking role. The need for a culture where mistakes are allowed and team members feel comfortable sharing ideas.And much more...Guest Bio:Andrew Eisbrouch is the former COO and General Counsel of Abrams Media and co-founder of Law&Crime, the viral true-crime network backed by Dan Abrams. He helped lead the business to a massive nine-figure acquisition while scaling the company's production, social media, and legal operations. Now, he's doubling down on his next venture: Bottle Raiders, which is rebranding to The Daily Pour on September 9th, a content and events brand at the intersection of liquor and non-alcoholic beverage media.Resources:Connect with Andrew: 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 LeadersConnect with Cameron on DelphiDisclaimer:...

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, accountability, and independent problem solving. Rather than leaders becoming the “referees” in every dispute, the discussion explores how to build confidence and skill within teams so they can work through disagreements productively.The conversation also dives into the practical realities of leadership training. It considers why teams often struggle to implement what they've learned, how to create space in busy schedules for professional development, and why ongoing practice is critical to mastery. By comparing leadership growth to athletic training, you'll discover the need for repetition, reflection, and reinforcement over time, and why one-time exposure isn't enough for long-term results.Tired of playing referee? Learn how to build leaders who resolve conflicts and drive results on their own. 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 growing skills and confidence through people rather than simply mediating conflicts. (0:37)Cameron's past experience with a leadership team at Blue Grace Logistics, and the importance of communication and praise. (3:31)Suggestions for implementing the Invest in Your Leaders training more effectively. (5:01)The adult learning cycle of abstract conceptualization, active experimentation, concrete experience, and reflective observation. (6:12)Why scheduling training time and holding team members accountable is vital. (7:58)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 LeadersConnect with Cameron on DelphiDisclaimer:The views, information, or opinions expressed during this podcast are solely those of the individuals involved and do not necessarily represent those of The Second in Command podcast or its affiliates. The content provided is for informational and entertainment purposes only and is not intended to be a substitute for professional advice. We make no representations as to the accuracy, completeness, suitability, or validity of any information on this podcast and will not be liable for any errors, omissions, or delays in this information or any losses, injuries, or damages arising from its display or use. Listeners should consult with a professional for specific advice tailored to their situation. By accessing this podcast, you acknowledge that any reliance on the content is at your own risk.

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 navigate expansion strategies, balance ambitious goals with practical execution, and manage the challenges that come with building scalable systems. The discussion highlights how clarity of vision and disciplined prioritization become essential when a business is pushing toward the next stage of success.The discussion also looks at the human side of transformation. It examines how to guide teams through times of change, especially when uncertainty and cultural integration are at play. You'll gain insights into communication, alignment, and creating structures that help people feel supported while maintaining momentum.With practical takeaways and thoughtful reflections, this episode offers valuable guidance for leaders seeking to build resilience and long-term 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:Nick's career journey, starting as an engineer and moving into sales and sales leadership, which allowed him to travel extensively.His experience living in Kazakhstan with his family, the cultural differences, and the need for a command-and-control approach in business.The transformation of Sitecore from an on-premise business to a SaaS offering, including the acquisition of modern technology companies.The importance of clear communication and vision in driving the transformation, as well as the role of talented individuals in making it successful.The role of the "cycle Sherpa" in integrating new employees, ensuring they are embedded into the business quickly and effectively.And much more...Guest Bio:Nick Malone is a seasoned executive with over 24 years of leadership experience in the Information Technology and Services sector, spanning the UK, Europe, the Middle East, the USA, Russia, and Central Asia. A graduate of Loughborough University in Manufacturing Engineering, he has built a rare leadership profile combining revenue growth, sales excellence, and operational efficiency. As former Chief Operating Officer of Sitecore, Nick led global operations, sales enablement, and large-scale transformation initiatives, consistently delivering results in both public companies and private equity portfolio firms. His expertise includes business development, cloud computing, and international partnerships, with a proven track record in driving growth across mature and emerging markets. Known as an agile leader and advocate for digital transformation, Nick is passionate about continuous learning, leadership development, and building high-performing global teams.Resources:Connect with Nick: Website | LinkedInConnect with Cameron: Website | LinkedInGet Cameron's latest book –

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 explains how to build a scorecard, define the role with precision, and identify the yin to your yang, so you can avoid a bad “marriage” and find the partner who actually complements your strengths.Cameron also shares why the CEO and COO should sit at the bottom of the org chart supporting their team, how to lean into your Vivid Vision to reverse-engineer the right fit, and why clarity on your weaknesses is the single most powerful step you can take before you hire.If you're a CEO considering a second in command, this episode gives you a proven roadmap for making one of the most important hires of your career.Highlights[00:30] – Why great COOs are rarely “on the market” and where to actually find them[01:27] – The scorecard exercise that reveals exactly who you need[02:11] – How to spot the yin to your yang (and avoid culture clashes)[03:43] – Why you don't have to be the cheerleader CEO if that's not you[05:00] – Flipping the org chart upside down: why CEOs and COOs belong at the bottom[06:08] – Using your Vivid Vision to clarify the COO role before you hire[08:00] – Why “Who Not How” should guide your hiring decisions[09:32] – The mistake of trying to become good at what you suck at and what to do instead[12:12] – Why hiring a COO is more like marriage than recruitment[13:28] – Why most CEOs who ask Cameron to be their COO would be a terrible fitResources & MentionsWho Not How by Dan Sullivan & Dr. Ben HardyImportant LinksWebsiteLinkedInCOO AllianceSecond in Command: Unleash the Power of Your COO BookInvest In Your Leaders Online CourseDelphiThe Second in Command Podcast is an original production hosted by Cameron Herold. Brought to you by COO Alliance. Production and editing by Podcast Your Brand.

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 insights on shifting customer demands, the evolution of long-standing models, and how Karmo is working to deliver more flexible, technology-driven solutions that better align with modern lifestyles.The discussion also explores how innovation and technology are shaping the way companies in this sector operate. From building a custom tech stack to integrating AI into the customer journey, you'll learn how efficiency, personalization, and self-service are becoming essential components of growth and differentiation.This episode covers everything from leadership, growth, and personal reflection to challenges such as recruiting top talent in a competitive market, strategies for building strong teams, and the importance of adaptability.Thinking about stepping into a COO role? Hear Andrew's journey from CEO to COO and what it takes to thrive in both. 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 concept of vehicle subscriptions, and how they compare to traditional leasing and rental models.Andrew's post-acquisition transition from CEO of Motopool to the COO of Karmo, as well as the alignment of values and vision between them.The decision to keep both the Karmo and Motopool brands distinct due to different customer bases.The shift from making all decisions (as CEO) to managing specific areas of responsibility (as COO) and the importance of a supportive executive team.Karmo's focus on building a tech-enabled platform for an exceptional customer experience, and the potential for AI to enhance customer service.And much more...Guest Bio:Andrew Rickett is the Chief Operating Officer of Karmo, Australia's largest car subscription provider, where he leverages his strong managerial background and extensive hands-on expertise to drive growth and innovation. With wide-ranging experience in business setup, implementation, and performance development, he brings a strategic vision that balances opportunity with risk while keeping customer and business needs at the forefront. A self-driven and self-reliant leader, Andrew is recognized for his advocacy, negotiation, and facilitation skills, consistently setting ambitious targets and leading by example. His focus on team building and leadership fosters an environment where people are engaged, motivated, and encouraged to excel, making him a key force behind Karmo's continued success in redefining the automotive industry.Resources:Connect with Andrew: Website | LinkedInConnect with Cameron: Website | LinkedInGet Cameron's latest book – "Second in Command: Unleash the Power of Your...

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 mishaps or lack of accountability, can be early indicators of deeper issues that shouldn't be ignored. You'll learn why asking tough, direct questions in interviews can uncover whether a candidate truly embodies the ownership and resilience needed for high-stakes leadership.Discover the relationship between this leadership role and the CEO, emphasizing the importance of trust, transparency, and mutual respect. Since not every CEO has the technical expertise to fully evaluate the position, Cameron shows how leaning on outside advisors or experienced professionals can provide the necessary insight to set clear expectations and define success from the outset. This ensures that both sides are aligned on responsibilities and performance measures.This episode offers practical guidance for any company seeking to strengthen its executive team and navigate the complexities of making the right leadership decision. Before you hire your next CFO, hear Cameron's insider strategies for defining the role and setting clear expectations.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 nuances of hiring a CFO, including addressing red flags and setting clear expectations. The importance of outside experts like fractional CFOs or accounting firms in defining roles and setting new CFOs up for success. The role of outside experts in guiding a new CFO and ensuring they meet the company's needs.The value of having a fractional CFO participate in the interview process to assess the candidate's skills. 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 LeadersConnect with Cameron on DephiDisclaimer:The views, information, or opinions expressed during this podcast are solely those of the individuals involved and do not necessarily represent those of The Second in Command podcast or its affiliates. The content provided is for informational and entertainment purposes only and is not intended to be a substitute for professional advice. We make no representations as to the accuracy, completeness, suitability, or validity of any information on this podcast and will not be liable for any errors, omissions, or delays in this information or any losses, injuries, or damages arising from its display or use. Listeners should consult with a professional for specific advice tailored to their situation. By accessing this podcast, you acknowledge that any reliance on the content is at your own risk.

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 insights, the conversation explores the unique balance required to lead both strategically and operationally, juggling long-term vision with short-term problem-solving. You'll hear how strong delegation, prioritization, and clarity of communication help keep leaders out of the weeds and focused on what matters most.Sarah dives into the hidden challenges companies face as they scale, especially around team structure, decision-making, and culture. You'll learn why emotional intelligence, feedback systems, and psychological safety are not just soft skills but essential operational levers. The episode highlights how creating space for team autonomy, fostering accountability, and removing decision bottlenecks can unlock innovation and engagement at all levels of the business.From moments of breakthrough growth in team members to practical rituals for prioritization, this episode is packed with stories, strategies, and mindset shifts that challenge traditional notions of leadership and invite a new way of thinking about operational excellence.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:Sarah's unique background, starting in commercial roles and eventually becoming a managing director, while also being a qualified therapist and coach.The differences between working with a CEO and a founder CEO, as well as the emotional and personal stakes for the founder.The use of post-mortems and team retrospectives to uncover underlying issues and gather data for making informed decisions.The importance of building a culture of feedback and creating an environment where people feel safe giving feedback in all directions.How Sarah's background in therapy and coaching helps her approach problems with empathy and curiosity.And much more...Guest Bio:Sarah Harris is a Fractional COO at OMG Commerce with a unique blend of operational expertise, coaching depth, and psychological insight. With a background as an ICF-certified coach and MBACP-registered counsellor, she supports growth-stage companies by aligning strategy, leadership, and mindset to scale sustainably. Sarah has spent her career leading business transformation—building leadership teams, optimizing operations, and guiding founders through the complexities of growth. Her integrated approach balances execution with people-centered change, helping leaders shift how they think, lead, and show up. From organizational transformation to mergers and acquisitions, Sarah partners with businesses to create resilient, high-performing teams and structures. She knows scaling isn't just about growing, it's about building something that works and lasts.Resources:Connect with Sarah: Website | LinkedInConnect with Cameron: Website |

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, exploring future possibilities, and setting direction, while planning deals with the tangible steps needed to execute that vision within a tightly focused 12-month window.The conversation emphasizes that while a vivid vision helps align a team around long-term aspirations, the execution must happen in short, realistic sprints. Leaders are encouraged to develop strategic goals with a two- to three-year lens, but to avoid placing rigid plans beyond one year due to the unpredictable nature of business environments. The discussion lays out a blueprint for how to reverse-engineer big-picture objectives into actionable, time-bound tasks, down to the staffing needs and recruiting timelines.Curious how to stop wasting time on plans that never land? This episode breaks down the right way to balance long-term vision with short-term execution—listen now and transform your planning mindset.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:Why strategy involves long-term thinking and a SWOT analysis, while planning is about making those strategies actionable within a 12-month period. (1:27)The importance of aligning everyone with the company's vision, emphasizing the need for a vivid vision and a focused annual plan. (3:03)Why planning for the entire 12-month period, ensuring all core roles are filled and recruiting processes are well-timed, is vital. (4:03)The process of briefing the management team and frontline staff in November or early December, ensuring everyone knows the plan for the year. (5:15)The value of aligning the right people, having meeting rhythms, and ensuring the team has the necessary leadership skills. (7:00)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 LeadersDisclaimer:The views, information, or opinions expressed during this podcast are solely those of the individuals involved and do not necessarily represent those of The Second in Command podcast or its affiliates. The content provided is for informational and entertainment purposes only and is not intended to be a substitute for professional advice. We make no representations as to the accuracy, completeness, suitability, or validity of any information on this podcast and will not be liable for any errors, omissions, or delays in this information or any losses, injuries, or damages arising from its display or use. Listeners should consult with a professional for specific advice tailored to their situation. By accessing this podcast, you acknowledge that any reliance on the content is at your...

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 during challenging times, the importance of surrounding yourself with trusted partners, and the mindset required to navigate uncertainty while pursuing growth.You'll discover the evolving role of leadership, and how true success comes not from doing everything yourself, but from developing others, fostering motivation, and carrying forward a culture that can outlast the original founders. The conversation investigates how structured training, core leadership skills, and intentional people development contribute to sustainable success and scalability.Curious how AI is changing real-world industries like veterinary care? This episode reveals surprising applications every leader should pay attention to. Learn why developing people, not doing it all yourself, is the true key to building a business that lasts.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 Blue River value proposition for owners selling their practices, emphasizing financial transactions and continuity of care.The operational efficiencies achieved through centralized back-office functions and the development of an operations team in 2019.The application of AI in veterinary care, including note-taking and administrative tasks, as well as the limitations of telemedicine in veterinary care.Blue River's marketing strategy for 210 independently branded hospitals, tailoring ads to specific products and promotions. The growth of the corporate team from four people to 150, with many senior leaders homegrown from within the organization.And much more...Guest Bio:Roy Jain is the co-founder and Chief Operating Officer of Blue River Pet Care, where he oversees daily operations and ensures the company fulfills its mission to be the most user-friendly acquirer of animal hospitals in the country. Since co-founding Blue River in 2009, he has taken on nearly every role within the organization, from marketing and recruiting to shaping the strategic roadmap that drives its success. Roy brings a deep respect for veterinary practice owners, recognizing that selling a hospital is more than a financial transaction—it's about finding a long-term home that honors each practice's culture and community. Prior to Blue River, he worked in investment banking and private equity, earned an MBA from Kellogg, and continues to teach and mentor within the veterinary and academic communities.Resources:Connect with Roy: Website | LinkedInConnect with Cameron: Website | LinkedInGet Cameron's latest book – "Second in Command: Unleash the Power of Your COO"Get Cameron's online course –

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 for such a role. The discussion highlights the essential qualities of a true second-in-command, including strategic insight, autonomy, and the ability to carry real financial and operational responsibility.Cameron dives into the importance of alignment between a leader and their counterpart. Through examples from high-growth companies, he explains how the ideal second-in-command often changes depending on the stage of the business. What works for a scrappy startup may not be right for a billion-dollar enterprise, and leaders must carefully consider timing, industry, and personal compatibility when filling the role. The yin-and-yang balance between a CEO and their chosen partner becomes a central theme.From conducting self-assessments to defining clear responsibilities, compensation, and cultural fit, this episode offers actionable advice for leaders seeking their own second-in-command. See how hiring the right second-in-command at the right stage can make or break your company's 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:How the internet revolution from 1995 to 2000 led to the use of titles as marketing tools, often given in lieu of actual compensation. (2:48)The importance of finding the right COO for different stages of company growth. (4:28)Why the job of a leader is to grow the skills, confidence, and connections of their team members. (7:32)The need to describe the COO role accurately, including responsibilities, metrics, and compensation, to attract the right candidate. (8:48)The benefits of using executive search firms that specialize in recruiting COOs and senior executives to find the right fit for the company. (9:07)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 LeadersConnect with Cameron on DelphiDisclaimer:The views, information, or opinions expressed during this podcast are solely those of the individuals involved and do not necessarily represent those of The Second in Command podcast or its affiliates. The content provided is for informational and entertainment purposes only and is not intended to be a substitute for professional advice. We make no representations as to the accuracy, completeness, suitability, or validity of any information on this podcast and will not be liable for any errors, omissions, or delays in this information or any losses, injuries, or damages arising from its display or use....

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 in the spotlight but is essential for organizational success. You'll discover the importance of clarity in responsibilities, effective communication, and balancing personal growth with professional demands. Learn how behind-the-scenes leadership roles drive company stability and growth.The conversation also examines the personal side of leadership, emphasizing the need for resilience, adaptability, and the ability to align personal values with professional responsibilities. Through real experiences and thoughtful reflection, Caitlyn shares how to navigate complex relationships, build trust, and maintain confidence when carrying significant responsibility.This episode provides practical wisdom for those seeking to grow as leaders while staying true to themselves, offering a perspective that is both grounded and inspiring. Discover how real leadership doesn't require perfection—just courage, clarity, and compassion.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:Caitlyn's background in tech and her deep involvement in the business, including being deeply embedded in scaling the company.The challenges of working with a CEO and fiancé, including the emotional and operational dynamics.How the EOS (Entrepreneurial Operating System) has been instrumental in scaling Inner Matrix Systems.Caitlyn's personal journey with Inner Matrix Systems, starting as a client to address anxiety and becoming part of the business to help others.The balance between the benefits of AI and the importance of human connection and personal development.And much more...Guest Bio:Caitlyn Fagan is the Chief Operating Officer of Inner Matrix Systems, where she leads operational excellence to ensure programs, training, and outcomes deliver maximum value for clients. A results-driven executive, she brings extensive expertise in business operations, process improvement, interactive marketing, technology, and project management. Before joining Inner Matrix Systems, Caitlyn served as CEO of a Denver-based digital agency, helping enterprise businesses craft and share their stories online. Her background in interactive marketing and technology allowed her to design and implement innovative digital strategies that produced measurable success. Caitlyn holds a Communications degree from the University of Miami in Coral Gables, FL, and continues to leverage her skills to drive meaningful impact in every organization she serves.Resources:Connect with Caitlyn: Website | LinkedInConnect with Cameron: Website | LinkedInGet Cameron's latest book –

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 momentum, even without a fully formed plan, sets the stage for long-term success and enables thoughtful preparation when it matters most.You'll learn how forward-looking strategy—distinct from rigid long-term plans—can shape critical business decisions. By thinking through “what if” scenarios and visualizing future states, companies can anticipate needs like infrastructure, staffing, or supply chain adjustments. This mindset doesn't require perfect predictions but encourages strategic conversations that prime the team for rapid execution when real opportunities or challenges arise.Cameron emphasizes the value of proactive visualization over exhaustive five-year plans. Instead of locking in static goals, this episode advocates for flexible, evolving strategy discussions that spark innovation, expose blind spots, and keep teams agile. The takeaway? Look ahead boldly, plan backwards, and be ready to act when the future arrives faster than expected.Want a clearer path to your $100M vision? This episode reveals how to lead with agility, think ahead, and make bold moves now—tune in and take the first step. 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:Insights on setting long-term goals, such as hitting $100 million, and the importance of working backward to determine the necessary steps and timelines.Why Cameron prefers a one-year tight plan and broad-brush plans for three and five years, as the landscape changes rapidly.The importance of strategic thinking and visualization, which can lead to proactive actions.The monthly strategy meetings at 1-800-GOT-JUNK, where they laid out 12 months and brainstormed about potential future scenarios.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 LeadersDisclaimer:The views, information, or opinions expressed during this podcast are solely those of the individuals involved and do not necessarily represent those of The Second in Command podcast or its affiliates. The content provided is for informational and entertainment purposes only and is not intended to be a substitute for professional advice. We make no representations as to the accuracy, completeness, suitability, or validity of any information on this podcast and will not be liable for any errors, omissions, or delays in this information or any losses, injuries, or damages arising from its display or use. Listeners should consult with a professional for specific advice tailored to their situation. By accessing this podcast, you acknowledge that any reliance on the content is at...

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 fostering connection and camaraderie when employees rarely meet face-to-face and highlights creative ways to build meaningful relationships that fuel collaboration and retention. You'll discover the importance of nurturing a positive company culture as a key driver for sustainable success.Sivana and Anthony also explore the human side of leadership, recognizing and addressing burnout, loneliness, and the emotional well-being of team members in an often isolating work environment. You'll hear thoughtful reflections on honest communication, empathetic follow-up, and the delicate balance between supporting individuals and meeting business goals. These themes underscore the evolving role of leaders as both strategists and caregivers in today's complex workplace.This episode provides practical tips and personal stories, offering a perspective on how leaders can stay grounded and inspire their teams amid constant change and uncertainty.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 day-to-day responsibilities of managing Finloc, FinPark, and VHub.The benefits of being a COO, such as ensuring efficiency and effectiveness and preparing the CEO for investor meetings. The tensions that exist with Anthony's CEO due to different approaches to building the company and fostering creativity.The challenges of managing a fully remote team across different time zones and cultures.The impact of AI on the transportation logistics industry and Finloc's approach to it.And much more...Guest Bio:Anthony Petitte is the Chief Operating Officer at Finloc 2000 Inc., where he leads operations, marketing, partnerships, and strategy for the company's innovative truck parking marketplace. A seasoned entrepreneur, investor, and advisor, Anthony previously founded and led the first truck parking marketplace in transportation, which successfully exited in 2021. With over 14 years of experience across logistics, executive search, and digital marketing, he is passionate about solving complex challenges in transportation and enhancing the stakeholder experience. Anthony is also an advisor to startups like Simporter, Zuum, and Torch, and holds certifications in Lean Six Sigma and Cybersecurity Board Governance. He earned his business degree with a minor in tourism from Kaplan University.Resources:Connect with Anthony: Website | LinkedInConnect with Cameron: Website | LinkedInGet Cameron's latest book – "Second in Command: Unleash the Power of Your COO"Get Cameron's online course –

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 critical, yet frequently neglected, art of interviewing. Drawing from his own experience scaling teams at a massive pace, he shares how operational excellence starts with equipping leaders with real training—not just theory—so they can spot who has genuinely done the work, not just learned how to talk about it.You'll learn how most organizations get stuck teaching people what they do instead of how to do it well, missing out on key elements like situational leadership, delegation, and coaching. Using memorable real-world stories and a few surprising truths, Cameron reveals how misjudging candidates, confusing traits like hard work with tenacity, or using the wrong people to interview for the wrong roles can sabotage a company's potential. He even flips the org chart—literally—to illustrate a leadership mindset grounded in support rather than control.Whether you're scaling a company, hiring your next team member, or trying to sharpen your leadership edge, this episode offers a refreshing perspective on the soft skills that power high-performance cultures. It will make you rethink how you train, who you trust to interview, and what it actually takes to spot a top performer.Want your team to master the 12 essential leadership skills? Check out the Invest In Your Leaders training program. 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 training for the interview process and why such training is essential.The common mistake companies make, training on the what and how rather than the why.The “torque process,” which involves running a series of one-on-one interviews and cross-referencing ratings.The 12 core skills that are essential for effective leadership, and why at least nine or ten of them cannot be replaced by AI.The challenges of hiring salespeople and why they often do not pass HR screening due to their unconventional methods. 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 LeadersDisclaimer:The views, information, or opinions expressed during this podcast are solely those of the individuals involved and do not necessarily represent those of The Second in Command podcast or its affiliates. The content provided is for informational and entertainment purposes only and is not intended to be a substitute for professional advice. We make no representations as to the accuracy, completeness, suitability, or validity of any information on this podcast and will not be liable for any errors, omissions, or delays in this

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 personal reflections, Cameron and Meridith peel back the curtain on what it truly takes to build and maintain a successful leadership partnership over nearly a decade. It's more than just strategy and execution. It's about trust, loyalty, and the unspoken understanding that fuels great teamwork.Throughout the discussion, Meridith touches on lessons learned from her personal journey, including the surprising turns that shaped her career and the core values that now guide her professional and personal decisions. Expect laughs, a few hard truths, and meaningful takeaways about pursuing work that inspires a deep sense of fulfillment. You'll also hear how intentional communication and alignment have helped this team navigate growth without compromising culture.With a heartfelt look at the past and an optimistic eye toward the future, this episode delivers a blend of wisdom, wit, and real-world leadership insight that will resonate with entrepreneurs, executives, and anyone in between.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 early days of the COO Alliance, the importance of connections, and the high rate of members wanting to continue participating.Meridith's experience of completing an Executive MBA and the lack of new business insights gained.The challenges of delegating and the importance of follow-up and systems like ClickUp.Why Meridith's genuine love for the COO Alliance and the ability to convey its value contribute to her sales success.The value of CEOs being informed about their COOs' learning and experiences.And much more...Guest Bio:Meridith Kuba is the VP of Operations & Sales at COO Alliance, where she's the go-to fixer—whether you need strategies planned or problems solved. Known affectionately as the “Wonder Woman” of the team, she balances big-picture thinking with a delightfully down-to-earth vibe. With a playful streak, farm-inspired grit, and a knack for multi-tasking, Meridith brings both heart and horsepower to leading teams in today's fast-moving business world.Resources:Connect with Meridith: 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 LeadersDisclaimer:The views,...

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 without derailing a company's strategic direction. One key tactic discussed is turning a spontaneous brainstorm into a structured dialogue, helping leaders stay aligned while respecting each other's distinct strengths.You'll discover the importance of clearly defined roles and responsibilities to prevent what's jokingly called "seagull management"—when leaders swoop in with ideas but leave behind confusion. Tools like the Impact Filter and return-on-investment questions are presented as effective methods for sorting through ideas and prioritizing the ones that align with current goals. Learn why having a documented set of commitments for the CEO can reduce the tendency to chase new concepts at the expense of ongoing work.This episode offers practical tips for generating personalized communication strategies for leadership pairs, leading to highly productive partnerships that fuel sustainable growth rather than constant chaos.Curious how to tame visionary chaos without killing innovation? Tune in to learn proven strategies for turning idea overload into growth momentum. 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:Why COOs should express interest in CEOs' ideas and then ask follow-up questions to understand them better, creating a type of verbal impact filter. (0:10)The challenge of delegating for CEOs and the importance of clear written roles to avoid "seagull management." (1:07)The process of deciding whether to green light, yellow light, or red light an idea based on its potential impact and resources. (3:15)How the communication differences between CEOs and COOs resemble the differences between men and women, and the need for effective collaboration (5:14)The importance of specialized coaching for both CEOs and COOs to build stronger, more effective partnerships. (6:32)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 LeadersDisclaimer:The views, information, or opinions expressed during this podcast are solely those of the individuals involved and do not necessarily represent those of The Second in Command podcast or its affiliates. The content provided is for informational and entertainment purposes only and is not intended to be a substitute for professional advice. We make no representations as to the accuracy, completeness, suitability, or validity of any information on this podcast and will not be liable for any errors, omissions, or delays in this information or any losses, injuries, or damages arising from its display or use. Listeners should consult...

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 walks through how the organization evolved from a simple idea to a multifaceted platform serving a diverse and rapidly growing user base. Along the way, she emphasizes the importance of research, automation, and customer feedback in shaping their product offerings and strategic decisions.You'll discover the delicate balance between scaling responsibly and maintaining a strong internal culture. Shanaz reveals how leadership plays a critical role in hiring decisions, avoiding unnecessary bloat, and ensuring every team member is aligned with long-term goals. She reflects on the art of learning on the job, the value of thoughtful delegation, and the discipline it takes to avoid being pulled into every meeting or task.This episode offers a glimpse into the mindset required to thrive in a leadership role, especially in fast-moving, high-growth environments.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:ZenBusiness' decision to go remote, made during COVID to keep expenses low and improve communication.The research and iterations involved in deciding on core products like entity formation and registered agent services.The importance of addressing one-star reviews, while also working on automation and AI to improve customer support and reduce manual processes.The lessons learned from the early days of tech, as well as the importance of profitability and strategic growth.ZenBusiness's funding, having raised about $275 million, with their last round at a $1.7 billion valuation. And much more...Guest Bio:Shanaz Hemmati is the co-founder and COO of ZenBusiness, where she drives growth through data, systems, and inclusive leadership. Originally from Iran, Shanaz immigrated to the U.S. to pursue her education and earned a degree in Electrical and Computer Engineering from UT Austin. Her career includes leadership roles at Excite.com, HomeAway, and ZenBusiness, where she's known for scaling high-growth companies while maintaining a human-centered approach. A passionate advocate for diversity, she spearheaded ZenBusiness's DEI strategy, achieving nearly 50% female representation across the organization. Recognized with awards such as Inc.'s Female Founders List (2025) and the Silver Stevie® Award (2024), Shanaz also serves as a board advisor to early-stage startups, mentoring entrepreneurs with a fearless, ethical, and impact-driven philosophy.Resources:Connect with Shanaz: Website | LinkedInConnect with Cameron: Website | LinkedInGet Cameron's latest book – "Second in Command: Unleash the Power of Your...

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 significance lies in caring for one another's dreams, fears, and passions. This philosophical reflection invites you to reconsider your perspective on life and the importance of empathy over material success.The discussion then shifts to the inspiring story of a remarkable individual who faced unimaginable adversity but cultivated resilience and wisdom in the face of hardship. Through anecdotes of pain, loss, and perseverance, you'll find out why life's challenges often aren't as bleak as they seem, and that maintaining a lighthearted, hopeful attitude can make all the difference. The concept that things are rarely as good or as bad as they appear encourages a more balanced, enduring outlook.Ready to step back from the hustle and reconnect with what really matters? This heartfelt solo episode will shift your perspective—from success and setbacks to purpose and connection. Don't miss this powerful reflection on resilience, empathy, and what it means to “walk each other home.”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 significance of the tattoo "Walking Each Other Home" from Ram Dass, which serves as a reminder that material success is insignificant compared to human connection. (2:03)The story of Dave Kekitch, who experienced severe back pain during a workout, leading to a slow bleed in his spinal cord and paralysis from the chest down. (2:46)Dave's travels around the world in search of a cure, and ultimately became an advocate for life extension. (4:19)The importance of human connection and caring about others. (6:21)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 LeadersDisclaimer:The views, information, or opinions expressed during this podcast are solely those of the individuals involved and do not necessarily represent those of The Second in Command podcast or its affiliates. The content provided is for informational and entertainment purposes only and is not intended to be a substitute for professional advice. We make no representations as to the accuracy, completeness, suitability, or validity of any information on this podcast and will not be liable for any errors, omissions, or delays in this information or any losses, injuries, or damages arising from its display or use. Listeners should consult with a professional for specific advice tailored to their situation. By accessing this podcast, you acknowledge that any reliance on the content is at your own risk.

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 how our personal and professional lives are deeply intertwined, and how intentional living can dramatically shift the way we experience success, leadership, and well-being. Through vulnerable storytelling and practical reflection, the conversation weaves through themes of boundaries, energy management, and showing up authentically in every space we occupy.You'll be taken on a journey that challenges the constant pursuit of productivity and perfection. Instead, the discussion invites a reimagining of how we define value and contribution—at work, at home, and in our communities. From navigating high-stakes industries to creating grounded, values-based households, you'll gain powerful insights into the importance of presence, purpose, and self-trust.Whether it's shaping the future of a critical industry or raising the next generation, the episode will leave you with a sense of hope, possibility, and a call to lead with intentionality.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:Stephanie's responsibilities at Children's Mercy, which include managing about 6000 people, focusing on people management, strategy, and organizational development.The importance of being visible and understanding the employees' perspectives, even if it requires scheduling and maneuvering. Why understanding the reasons employees come to work and ensuring they feel part of something bigger than themselves is vital.The role of the Center for Well-being at Children's Mercy, which provides non-judgmental support and therapy to employees.The value of adequate sleep, reading before bed, and setting boundaries to avoid burnout.And much more...Guest Bio:Stephanie Meyer, RN, MS-FNP, NEA-BC, is the Executive Vice President, Chief Nursing Executive, and Chief Operating Officer for Inpatient Operations at Children's Mercy in Kansas City, Missouri. With over two decades of service at the hospital, Stephanie has risen through the ranks from staff nurse to senior leadership, earning widespread respect for her collaborative approach and unwavering focus on patient-centered care. She holds both undergraduate and graduate nursing degrees from the University of Kansas and shares her expertise as adjunct faculty at local colleges and a sought-after national speaker on healthcare leadership. Recognized with the 2021 Excellence in Leadership Award by the Missouri Organization of Nurse Leaders, Stephanie is a champion of innovation, accountability, and the transformative power of nursing in pediatric care.Resources:Connect with Stephanie: Website | LinkedInConnect with Cameron: Website | LinkedInGet Cameron's latest book –

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 challenges the widespread belief that meetings are inherently awful, arguing instead that most people have never been taught how to run or participate in them effectively. Without that foundational training, leaders and employees alike contribute to the frustration, making meetings drag on or feel pointless.The discussion then uncovers some easy-to-implement habits that can transform meetings into productive, respectful experiences. From ensuring meetings end early to setting clear agendas with defined purposes and time allocations, Cameron shares real-world examples and personal coaching insights. These small adjustments not only help curb the common problem of lateness but also create a culture where time is valued and meetings are more efficient.This episode shows you how, by tailoring meetings to your true goals and attendees, your business can streamline communication and get better results—without sacrificing the human connection and spontaneous collaboration that meetings can foster.Know someone who runs meetings like a hostage situation? Share this episode with them—it might just save their team. 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:Why most people lack proper training in running meetings, leading to inefficiency and lack of productivity.The problem with complaining about business issues without proper training in essential skills, such as interviewing, coaching, and conflict resolution.The importance of reviewing the purpose, outcome, and agenda of each and every meeting to ensure clarity and efficiency.How to handle informal meetings by setting clear purposes and outcomes, even in casual settings.The challenge of managing large meetings with multiple topics and the importance of inviting only necessary participants.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 LeadersDisclaimer:The views, information, or opinions expressed during this podcast are solely those of the individuals involved and do not necessarily represent those of The Second in Command podcast or its affiliates. The content provided is for informational and entertainment purposes only and is not intended to be a substitute for professional advice. We make no representations as to the accuracy, completeness, suitability, or validity of any information on this podcast and will not be liable for any errors, omissions, or delays in this information or any losses, injuries, or damages arising from its display or use. Listeners should consult with a professional for specific advice...

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 journey through rapid growth, transformation, and the challenges of steering a company toward profitability. You'll get an inside look at the strategic pivots and cultural shifts necessary when a high-growth organization recalibrates its priorities to build a sustainable and thriving future. The discussion reveals how transparency, clear goals, and leadership resilience play pivotal roles in navigating tough transitions.Beyond the company's financial and operational evolution, you'll hear about the nuances of leadership itself. Rina reflects on the importance of execution over theory, the emotional intelligence required to manage diverse demands, and the continuous learning mindset that fuels personal and professional growth. The exploration of coaching as a vital leadership skill—contrasting it with mentoring—highlights how fostering curiosity and empowerment can transform teams and organizations alike.This episode offers inspiring insights into how leaders can cultivate trust, build culture, and approach challenges with grace and determination.Want more conversations like this—where coaching meets execution? Follow the show and get inside the minds of next-gen operators. 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 empathy and understanding Rina's team's motivations, which she believes are crucial for effective leadership.The underwriting process, which involves analyzing data from small businesses to provide quick funding decisions.Fundbox's growth strategy, focusing on platform and distribution partners that serve a multitude of small businesses. The cultural shift required to achieve profitability and the importance of maintaining a strong team.Rina's journey of pursuing a master's degree in leadership and organizational development with an emphasis on executive coaching.And much more...Guest Bio:Rina Jariwala is the Chief Operating Officer of Fundbox, known for her authentic, high-energy leadership and a passion for driving operational excellence. With extensive experience across technology, data, and service delivery, Rina specializes in turning around organizations and helping them reach peak performance. She excels at elevating service delivery, improving efficiency, and driving profitability through strategic planning and seamless execution. A dynamic communicator and influential leader, she motivates high-performing teams, spearheads complex process improvements, and fosters cross-functional collaboration. Her key strengths include business process re-engineering, change management, coaching, and organizational development. With a strong focus on customer impact and innovation, Rina brings a bold, people-centered approach to operational leadership that consistently delivers lasting results.Resources:Connect with Rina: Website | LinkedInConnect with Cameron:

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 business. With anecdotes from his own time at 1-800-GOT-JUNK and references to thought leaders in the field, Cameron explores how many leadership titles are incorrectly handed out, and why defining the true second in command begins with understanding the personality and skill gaps of the CEO.The conversation dives into seven key archetypes of COOs, from executors and change agents to mentors and MVPs—each fulfilling a unique function within a company. Whether serving as a stabilizing force in turbulent times, guiding a young founder through explosive growth, or acting as a public-facing counterpart to an introverted CEO, the COO's impact is always rooted in complementing leadership. Cameron also explores the often unseen dynamic of the CEO-COO relationship, likening it to a marriage where balance, trust, and mutual respect drive real progress.This episode shows that the role of the COO is anything but static; it's a powerful, adaptive force that, when aligned correctly, becomes the backbone of growth, execution, and sustained 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:The common misconceptions about COOs and how they are often confused with other leadership roles, like directors or VPs.The seven main categories of COOs identified by Nate Bennett and Stephen A. Miles in their book "Riding Shotgun." The importance of finding a COO who complements the CEO's strengths and weaknesses.How the role of the COO has evolved over time, with more CEOs investing in their own leadership growth and involving their senior leadership in coaching and mentorship.Why the role of the COO is seen as a source of culture through their vision, core values, and motivation towards goals.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 LeadersDisclaimer:The views, information, or opinions expressed during this podcast are solely those of the individuals involved and do not necessarily represent those of The Second in Command podcast or its affiliates. The content provided is for informational and entertainment purposes only and is not intended to be a substitute for professional advice. We make no representations as to the accuracy, completeness, suitability, or validity of any information on this podcast and will not be liable for any errors, omissions, or delays in this information or any losses, injuries, or damages arising from its display or use. Listeners should consult with a professional for specific advice tailored to their situation. By accessing this podcast, you...

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 the curtain of a rapidly evolving organization as its leadership navigates succession, growth, and transformation. Jason reflects on the decision-making process involved in identifying and promoting the right internal talent, exploring how mentorship, trust, and long-term planning played key roles in building a strong leadership team. Get a glimpse into how one leader balanced humility with decisiveness in preparing both himself and his team for the future.The discussion also explores the personal growth journey of the guest as he transitions from a behind-the-scenes operator to the public face of the company. He opens up about the challenges of stepping into the spotlight, embracing new responsibilities, and learning the nuances of strategic sales and marketing leadership in a niche space. The discussion explores the courage to seek help, partner with outside experts, and shift perspectives in order to lead effectively.This episode offers a candid, inspiring look at how thoughtful leadership can shape not only a company's trajectory but also its culture and impact. Curious about how eCatholic helps faith-based organizations thrive online? Visit eCatholic.com to explore their suite of digital tools.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:An overview of eCatholic, a company founded to provide digital tools for the Catholic Church, as well as their focus on helping churches reach their communities online.Jason's previous role as COO, focusing on systems, processes, and scaling the company in the first two years.The transition from COO to CEO, focusing on becoming, in his words, "three miles wide and one inch deep." The process of identifying and grooming Karen (Lackey) for the COO / VP of operations role, including her previous roles and responsibilities.The importance of hiring experts in areas where one lacks expertise, such as sales and marketing.And much more...Guest Bio:Jason Jaynes is the CEO of eCatholic, a company that provides a suite of digital tools and services tailored specifically for Catholic parishes, schools, and dioceses. With over 27 years of experience in the software and technology industry, Jason has held a wide range of leadership roles, including Co-founder, COO, CTO, VP of Product, VP of Business Marketing, and Senior Systems Engineer. His diverse background reflects a deep expertise in both technical innovation and strategic business development. Jason holds a Bachelor of Science in Computer Science from Texas A&M University and earned his MBA from the University of Texas, equipping him with the skills to lead mission-driven digital transformation within faith-based organizations.Resources:Connect with Jason: Website | LinkedInConnect with Cameron:

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 Jennifer discuss how executives can move from instinct-driven decisions to data-informed strategies, and why the ability to forecast with precision might be the difference between thriving and simply surviving. With real-life examples and personal anecdotes, Jennifer highlights how even successful leaders can miss critical signs when they aren't looking in the right places.You'll hear cautionary tales from companies that looked strong on the surface but were blindsided by deeper operational missteps. These stories serve as powerful reminders that misjudging certain internal dynamics can have cascading effects—especially when scaling, managing rapid change, or weathering financial uncertainty. Yet, within each challenge lies a roadmap toward clarity, if you're willing to look under the hood.Whether you're an entrepreneur wearing too many hats or part of a leadership team seeking sharper insights, this episode sheds light on how the right support structure can bring discipline, flexibility, and strategic alignment to your organization.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 differences between the roles of a CFO and a controller, including why a CFO looks forward to strategy and forecasting, while a controller focuses on historical accuracy and processes. (0:14)Common pain points such as not knowing gross margins by customer or product, and the importance of understanding these metrics. (8:35)The process of balance sheet cleanup and the importance of having accurate balance sheet accounts to ensure the P&L is correct. (14:11)Creating a P&L budget, balance sheet forecast, and cash flow forecast to predict future financial performance. (16:20)The potential for fractional CFOs to help companies build out their finance teams and eventually replace themselves as the company grows. (22:24)And much more...Guest Bio:Jennifer Barnes is the CEO and Founder of Optima Office, a firm that provides outsourced accounting, fractional CFO, and human resources support to nearly 300 companies nationwide, with a strong focus on the West Coast. With a commitment to flexibility and employee satisfaction, Optima operates on an hourly billing model and embraces a hybrid work environment, guided by the motto “Happy Staff = Happy Clients.” Jennifer earned her Finance and Marketing degree from the University of Arizona, completed her MBA at San Diego State University, and brings over 15 years of experience as a Controller. She has received numerous accolades, including SDBJ's Woman of the Year and the Top 50 Women of Influence in Accounting and Finance. Jennifer currently serves on several boards and is active in multiple leadership and mentorship organizations.Resources:Connect with Jennifer: Website | LinkedInConnect with Cameron:

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 explore how focusing on key results rather than micromanaging daily activities can drive better performance and foster a culture of trust. The discussion touches on how teams can prioritize what truly matters, making sure efforts align with the overall progress of the business.You'll hear about the evolving role of technology in the workplace, particularly how new tools can empower rather than replace team members. There's an emphasis on navigating change with openness and creativity, encouraging teams to see innovation as a way to amplify their strengths and take ownership of their work. Cultural values play a crucial role here, shaping how teams adapt to new challenges while staying true to their core mission.This episode invites you to rethink leadership dynamics and encourages a mindset that combines strategic focus, technological adaptability, and authentic human connection.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:Lauren's career journey, starting at Microsoft through an acquisition, where she was 'diagnosed' as a product manager. (2:30)The challenges of integrating the Tile app into Life360 and the decision to pull resources from a standalone product launch. (6:27)Lauren's experience of hiring a CMO and CTO to help manage the marketing functions and ensure accountability. (18:37)Why focusing on a few key areas and making disciplined choices to drive success is key to Life360's future growth. (25:38)Her approach to supporting leadership, including regular meetings and in-person gatherings to develop shared views and tackle problems together. (35:22)And much more...Guest Bio:Lauren Antonoff is the Chief Operating Officer of Life360, a leading family safety and social networking app. She brings decades of experience as a product and technology leader, known for driving growth through a focus on customer value, organizational alignment, and execution. Prior to joining Life360 in 2023, Lauren held senior executive roles at GoDaddy, where she led product and services development to empower small businesses. She also spent over 18 years at Microsoft, overseeing major initiatives such as SharePoint and Office 2007, and founded the Step Up Program to advance women in leadership. A former board member of Momentive, Lauren holds a BA in Rhetoric and Political Science from UC Berkeley and began her tech career through the acquisition of ResNova Software.Resources:Connect with Lauren: Website | LinkedInConnect with Cameron: Website | LinkedInGet Cameron's latest book – "Second in...

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 true pulse of a company's internal health. The conversation digs into why traditional methods often miss the mark and how a single question can unlock deep insights about employee sentiment, driving meaningful change without breaking the bank.Get a look behind the scenes of real companies that leveraged this tool to climb the ranks of the best workplaces nationwide, illustrating how culture can become a strategic advantage. From thoughtful ways to gather actionable feedback to surprising tactics that boost morale and loyalty, the discussion explores how cultivating happiness at work directly fuels productivity and profitability. Along the way, you'll discover how leaders can shift mindsets, set ambitious goals, and create a workplace where people genuinely want to stay—and thrive.Whether you're aiming to retain top talent, enhance teamwork, or simply understand what truly matters to your people, this conversation offers a roadmap to reimagine what a workplace can be.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 a simple one-question survey, the Net Promoter Score (NPS) can gather important feedback and improve company culture. (3:27)Why the process of gathering employee feedback is similar to writing a letter to Santa, as well as the importance of acting on that feedback. (4:33)Strategies for improving NPS, including setting ambitious goals and celebrating achievements. (10:59)The need to balance employee happiness with profitability, and why a high NPS can lead to increased revenue and profitability. (11:46)The impact of external competition and the importance of a strong company culture to retain employees. (12:27)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

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 her leadership style and the strategies that helped shape a thriving business. She discusses the unique mindset shift that occurs when transitioning between sectors, emphasizing the surprising realizations and lessons that come with stepping behind the curtain of business operations.You'll hear how her team has built a cohesive and agile remote workplace, where onboarding, accountability, and communication are thoughtfully structured for both efficiency and adaptability. Discover how personal assessments and intentional hiring play a role in aligning company culture, supporting autonomy, and creating a highly collaborative environment.This episode also highlights how growth challenges leaders to develop new skills, particularly in the areas of sales and marketing, and what it means to guide rather than micromanage.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 unique structure of the women-led team and TNG Private Wealth, as well as the benefits of having a diverse leadership perspective.Jeana-Rae's background, including her previous experience at a different brokerage firm and her decision to take a career break during COVID.TNG's onboarding process for new employees, which includes a structured first week to provide a comprehensive overview of the company. The restrictions on marketing and sales communications in the financial services industry and how the team manages within these constraints.The importance of accountability and the role of the COO in fostering a culture of responsibility and performance.And much more...Resources:Connect with Jeana-Rae: 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 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 industry leaders, You'll hear about the power of leveraging new technology to create impactful solutions on the fly—often with surprising results. The conversation also explores strategies for driving team adoption of emerging tools, emphasizing the importance of experimentation, collaboration, and internal engagement. Creative approaches, such as friendly competitions and structured learning initiatives, demonstrate how organizations can build a culture of curiosity and efficiency.With practical takeaways and compelling anecdotes, this episode serves as both a wake-up call and a roadmap for those looking to stay ahead in an ever-changing landscape.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 finding experts who can help automate processes and save time.Why training employees on AI tools and encouraging them to share their learnings with colleagues is vital.The importance of hiring sales and marketing people first to grow revenue before developing leadership skills.Cameron's approach to hiring offshore talent to save costs and increase efficiency.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

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 entire service industry. Brennan shares his perspective on what it takes to build multiple successful ventures simultaneously, while maintaining a high bar for leadership, execution, and strategic vision. Through the lens of real-world experience, he offers insight into the principles that drive long-term growth, the importance of founder mindset, and the structures that support sustainable scale.You'll hear about the complexities of aligning people, purpose, and performance in a high-stakes environment. From early-stage incubation to strategic talent selection, the guest explores the nuances of equity, compensation, and cultural alignment—laying out a model that favors ownership and trust over traditional hierarchies. There's also an honest look at how economic conditions and past market cycles influence today's decisions around valuation, fundraising, and team incentives.This conversation is both a roadmap and a rallying cry for anyone serious about building transformational ventures in today's evolving business landscape.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:Brennan's career path, starting in risk and compliance in banking, moving to Neo banks, and eventually becoming a Chief Operating Officer.The importance of mental health, fitness, and personal well-being for high performance. Infinity Constellation's model of building and scaling AI-driven businesses, including design as a service and executive assistance.The challenges of transitioning from COO to CEO, and the differences in focus between the two roles.Why aligning with like-minded investors who understand the company's vision and strategy is vital to success.And much more...Resources:Connect with Brennan: 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 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 behavioral assessments over standardized profiling tools, emphasizing the need for leaders to sharpen their ability to assess talent beyond surface-level metrics. You'll learn about the complexities of organizational transitions, offering practical advice on maintaining stability and focus during times of uncertainty. Cameron highlights the necessity of clear communication, structured short-term planning, and fostering a culture of transparency to ensure alignment within a team. With an emphasis on collaboration, adaptability, and intentional leadership, this episode will provide you with actionable insights you can apply immediately to strengthen your teams and organizations.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 motivation behind the COO Alliance: the need for a community specifically for COOs and second-in-command roles.The benefits of attending in-person events, participating in monthly calls, and utilizing the member portal for resources.The value of the Colby profile for understanding and working with CEOs and other team members. Cameron's approach to interviewing and hiring, focusing on behavioral profiling and past performance.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

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 and operational clarity. Discover a world where precision, timing, and emotional intelligence intersect to build strong client relationships and cohesive internal teams. The discussion touches on the subtle art of exceeding expectations while remaining grounded in clearly defined boundaries and agreements.Ted shares thoughtful strategies for protecting visionary leaders from unnecessary decision fatigue while still ensuring they're looped in when their insight is most valuable. You'll learn practical tools and routines that help manage both external client expectations and internal workflow tensions—especially in high-stakes, detail-sensitive industries.This episode is a must-listen for anyone interested in sustainable leadership, operational finesse, and thoughtful 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:FPA Med's evidence-based process, involving psychological testing, record review, and psychiatric evaluation, followed by reports and testimony.How Ted improved the intake process, reducing administrative hassle for Dr. Levy and the experts, and creating a more efficient team. The importance of collaboration among experts, including consultations and pairing psychiatrists and psychologists.The challenges and rewards of handling multi-plaintiff or mass tort cases, such as the assessment of 46 Navy sailors claiming PTSD. Ted's process of negotiating with clients to maintain positive retainer balances and avoid administrative delays.And much more...Resources:Connect with Ted: Website | LinkedIn | EmailConnect 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 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 proactive recruiting beats passive job postings when searching for a high-impact executive. Discover a structured interviewing process that evaluates both cultural fit and technical expertise, ensuring your new leader complements the CEO and drives the company forward. You'll also understand how rigorous reference checks provide critical insights into a candidate's true character and capabilities before making a hiring decision.Cameron uncovers best practices for defining compensation, clarifying roles, and setting organizational expectations that attract and retain top executives. You'll learn how to balance respect for existing leaders while empowering your new hire to remove obstacles and foster alignment across the company, creating a strong foundation for long-term success.The podcast explores how careful alignment of expectations and responsibilities can help create a harmonious, effective leadership structure that drives a company forward without unnecessary friction.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 difficulty of finding COOs as they are rarely unemployed and often need to be poached. (1:05)Why the old adage of 'hire for attitude, train for skill' no longer applies, and why you must hire for both cultural fit and skill set. (4:15)The importance of choosing the right job title to match the responsibilities and compensation. (7:11)The concept of maintaining a "virtual bench" of potential candidates for future roles. (23:04)The role of HR in supporting the search 9not recruiting) and the importance of rigorous interviews. (24:32)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

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 dominated by older, more experienced individuals. They explore how genuine connection and authentic care within an organization can transform workplace culture and foster a sense of belonging that goes beyond titles and tenure.They touch on the subtle challenges faced by women stepping into leadership roles, highlighting the unique pressures to prove themselves repeatedly despite their qualifications. The discussion reveals how shifting focus from self-doubt to relationship-building can empower leaders to break through preconceived notions and create meaningful impact—not just through their work, but through the human connections they nurture.This episode is an insightful exploration of leadership that encourages embracing imperfection, leaning into growth, and fostering trust as the true 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:Polina's upbringing in Canada, where she learned the importance of hard work, organization, and independenceHer formal transition to the COO role, and her experience in fractional and full-time capacities.The negative impact of siloed communication on team efficiency and customer experience.The differences between fractional and full-time COO roles, and the need for clear expectations and boundaries in fractional roles.The challenges of being a young female leader, and the need to focus on relationships and genuine care for the team.And much more...Resources:Connect with Polina: 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 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, revealing how saying "no" can be just as crucial as saying "yes." The discussion uncovers the nuanced strategies behind prioritizing projects, aligning team goals, and managing distractions—all essential skills for sustaining momentum without losing sight of the bigger picture.You'll discover the complexities of building an effective management system that encourages autonomy while maintaining accountability. Get a peek into how teams coordinate, make capital investment decisions, and refine processes to avoid unnecessary bloat. Jonathan also shares candid thoughts on the ever-present struggle to improve productivity, emphasizing a culture built on quality, efficiency, and mindset—one that demands getting things right the first time.This episode offers insights on the evolving nature of leadership, the importance of hiring the right people, and the journey toward doing less but accomplishing more.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:Empower Pharmacy's growth from a small storefront pharmacy with 32 employees to a company with 1200 employees across three states. (3:04)The shift in the pharmaceutical industry towards customized forms of medicine, driven by the need for personalized treatment. (10:56)The cultural differences in hiring as Empower Pharmacy grew from 32 to 1200 employees. (13:28)Empower Pharmacy's current focus on domestic growth, with plans to explore international opportunities in the future. (29:13)The CapEx charter process, which involves weekly meetings to review and approve capital requests. (32:49)And much more...Resources:Connect with Jonathan: 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 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, revealing how saying "no" can be just as crucial as saying "yes." The discussion uncovers the nuanced strategies behind prioritizing projects, aligning team goals, and managing distractions—all essential skills for sustaining momentum without losing sight of the bigger picture.You'll discover the complexities of building an effective management system that encourages autonomy while maintaining accountability. Get a peek into how teams coordinate, make capital investment decisions, and refine processes to avoid unnecessary bloat. Jonathan also shares candid thoughts on the ever-present struggle to improve productivity, emphasizing a culture built on quality, efficiency, and mindset—one that demands getting things right the first time.This episode offers insights on the evolving nature of leadership, the importance of hiring the right people, and the journey toward doing less but accomplishing more.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:Empower Pharmacy's growth from a small storefront pharmacy with 32 employees to a company with 1200 employees across three states. (3:04)The shift in the pharmaceutical industry towards customized forms of medicine, driven by the need for personalized treatment. (10:56)The cultural differences in hiring as Empower Pharmacy grew from 32 to 1200 employees. (13:28)Empower Pharmacy's current focus on domestic growth, with plans to explore international opportunities in the future. (29:13)The CapEx charter process, which involves weekly meetings to review and approve capital requests. (32:49)And much more...Resources:Connect with Jonathan: 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, 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. You'll discover creative ways to break free from the cycle of endless meetings and discover how intentional communication can transform collaboration. Alongside practical strategies, they also reflect on the human side of remote teamwork, revealing how shared experiences beyond the digital workspace help strengthen bonds and build culture.Get a glimpse into the dynamics of an executive partnership that thrives on trust, complementary strengths, and honest dialogue. The nuances of working closely together, knowing when to challenge and when to support, come to life through candid reflections on leadership styles and communication rhythms. You'll hear about the importance of transparency and alignment, emphasizing how regular check-ins and updates create a shared sense of purpose and momentum.The conversation also touches on the often unseen layers of responsibility that keep an organization running smoothly, from routine tasks to strategic initiatives. Whether you're scaling a business or navigating your own team, this conversation offers plenty to reflect on.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:Jarrell's day-to-day responsibilities at GrowthAssistant, including finance, data analysis, special projects, and supporting the CEO.The importance of data tracking in sales, covering key metrics such as funnel metrics, conversion rates, and sales cycles.The challenges of managing a remote, cross-functional team, including the need for intentional meetings and quicker communication. Why GrowthAssistant values dual responsibility in sales roles, ensuring that sales reps are also involved in client support and account management. The company's focus on recruiting high-quality talent, both in terms of hard skills and durable skills like communication and problem-solving. And much more...Resources:Connect with Jarrell: 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