Second in Command: The Chief Behind the Chief

Are you really wired to scale, or just bracing for endless chaos?Cameron Herold, the relentless "Business Growth Guru," rips open the playbook on what actually drives proven, sustainable hypergrowth in today's world. With stories from building global brands like 1-800-GOT-JUNK and years in the trenches with top COOs, Cameron refuses to let leaders settle for mediocrity. He dives brutally deep into the operational and psychological traps choking your ambitions, then hands you a clear, actionable path out.Miss this episode, and you risk falling behind a tidal wave of companies finally nailing what you keep saying is “impossible.” Listen now if you're done with excuses and ready for the real, unfiltered edge on systems, talent, and culture. Nobody else is mapping the way out of the chaos like this.Timestamped Highlights00:59 – The poll that instantly exposes entrepreneurial wiring03:14 – The $100M leap: inside systems that really scale09:04 – The Vivid Vision rewiring that most leaders get wrong17:12 – Why your vision should repel, not just attract22:01 – The underused firing muscle that speeds up growth25:57 – The “A Player” myth that's costing you millions39:01 – Brutal truth: why you're investing all your energy in the wrong people51:01 – Delegation, coaching, AI… why you won't survive unless you develop these nowMentioned ResourcesCollege Pro PaintersBoyd Autobody & GlassEOS (Entrepreneurial Operating System)“Good to Great” by Jim Collins The Secret (movie)Simon Sinek (Start With Why)Important LinksConnect with Cameron: Website | LinkedInExplore the COO Alliance - The World's Leading Community for Seconds in CommandGet Cameron's book: Second in Command: Unleash the Power of Your COO BookTake his course: Invest In Your Leaders Online Course (Use promo code PODCAST10 before the end of the month for 10% off)Chat or video call with AI Cameron via DelphiThe 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.

How do you actually scale without losing yourself or your team in the chaos?In this conversation, Sivana Brewer sits down with Mara Castro, COO at Twentyeight Health and former Warby Parker trailblazer, to dissect what it takes to build, lead, and sustain high-performing teams in brutally demanding, mission-driven environments. Expect raw takes on leadership, the dangerous myth of “just do more,” and what it really means to earn trust as a COO.If you've ever wondered why some leaders quietly burn out while others keep their team charging ahead, you cannot afford to miss this episode. Hear exclusive, battle-tested insights you won't find in any COO playbook. Don't settle for “what everyone does” and listen now before these lessons become your competitors' next unfair advantage.Sponsored byGenius Network - An exclusive community for highly successful entrepreneurs, connecting you with top-tier leaders, strategic insights, and powerful relationships to help you grow your business faster and smarter.Learn more: https://www.geniusnetwork.com/Timestamped Highlights00:22 – The unexpected journey from nonprofit roots to COO02:37 – Why a career break fueled a powerhouse comeback05:34 – The untold value of prior relationships for landing big roles09:14 – Networking for introverts: How authentic connections really win10:15 – The counterintuitive 90-day blueprint every new COO must follow13:06 – The art of KPI clarity and not getting sucked into the weeds17:50 – The hidden trap of too much complexity in health tech33:23 – Why guiding, not micromanaging, unlocks leadership at scale39:30 – The radical power of raising the white flag earlyAbout the GuestMara Castro is the COO at Twentyeight Health, where she leads product, engineering, clinical operations, and pharmacy for a fast-scaling women's telehealth platform. Previously, the first employee at Warby Parker, she helped build and scale one of the most celebrated brands in DTC history, before driving expansion at Evolve in hospitality tech. Her results-driven, human-focused approach makes her a standout leader in growth and transformation.

What does it truly take to lead five powerhouse brands… and keep every single customer and franchisee loyal? In this candid conversation, Ankin Laysha, COO of Wellbiz Brands, reveals what most COOs miss about operational scale, brand integrity, and building elite franchise teams that actually deliver.If you think brand consistency is just a checklist and that operations is paperwork, think again. From the brutal realities of breaking into the executive suite as a female leader to the battle of standardization versus brand magic, Ankin cuts through the noise on what works now.Tune in or miss the proven moves that keep 700+ franchises competitive. If you want to avoid getting left behind and hear the realities other execs won't share, this episode is your advanced playbook. Listen today and don't settle for surface-level leadership.Timestamped Highlights00:58 – Why female leadership is finally taking over the executive suite03:01 – The unexpected advantage of running five brands at once06:23 – The overlooked tools behind flawless brand consistency09:53 – Brutal truth: franchisee complaints vs. customer reality13:59 – The hard lesson on platform thinking and brand magic17:00 – The moment in-the-field leadership unlocked real innovation20:36 – What working front desk taught her about operational blind spots30:10 – How surprise and delight moments quietly crush the competition40:08 – The fast-track strategy for building trust with frontline teams53:04 – AI's real role in service businesses (and where human connection wins)About the GuestAnkin Laysha is the Chief Operating Officer of Wellbiz Brands, overseeing 700+ franchise locations across Drybar, Elements Massage, Amazing Lash Studio, Radiant Waxing, and Fitness Together. With a track record in multi-unit retail, franchise scale, and innovation, Ankin is recognized for operational rigor, brand growth, and building high-performance executive teams.

Ever felt the raw pressure of holding a company's fate and the founder's trust in your hands?Lindsay Smith drills into the no-filter reality of the “second in command” role, sitting down with Aaron Getty, President of Joe Taylor Restoration. This is not your average COO conversation.Aaron Getty lifts the curtain on his wild ride from sales rep to running every part of a rapidly scaling restoration business. He exposes the brutally honest partnership between visionary founders and operators, the loneliness most COOs quietly endure, and why clear vision beats perfection every day. You'll hear why most leadership “rules” are outdated, how to nurture real growth (not just bigger headcount), and what separates those who thrive from those who buckle under pressure.Listen now, or risk missing the exact frameworks and mindsets that separate average executives from legends. This is an insider's playbook you won't hear anywhere else and the shifts revealed here will shape your next leadership move.Timestamped Highlights00:00 – The vivid vision move that erased all guesswork overnight03:06 – Thriving with a founder who never stops—how to lead without being the brakes06:19 – The “loneliest seat” in the company and the hidden weights of the COO08:51 – How Aaron built an unstoppable leadership team from scratch12:47 – The slow, relentless sales approach that future-proofs your business15:01 – When leaders outgrow their teams: What happens next19:21 – The one training that finally unified frontline and executive growth30:06 – The vivid vision launch party and what it did for company velocity33:57 – Letting go: Why Aaron wants less decision-making power, not moreAbout the GuestAaron Getty is President of Joe Taylor Restoration, a powerhouse in Florida's emergency mitigation industry. With over a decade earned in the trenches, he's scaled the company from a seven-person shop to a 100+ member, seven-location force—setting a new standard for operational leadership in the high-stakes restoration sector.

What if your next big business breakthrough started with owning your own blind spots?This Fan Favorite episode throws you in the trenches with Cameron Herold and SaaS Academy's former COO and current CEO Matt Verlachi, as they go far beyond surface-level business banter. From surviving firefighting chaos to building, selling, and now scaling SaaS Academy, Matt Verlachi exposes the real skills that make or break Second in Commands. They unpack why customer obsession cures more growth headaches than any software, how to weaponize one-on-ones for radical team development, and what most COOs get dead wrong about CEO dynamics.Miss this? You risk coasting on old habits while others engineer unfair advantages. Listen now for hard-won tactics you won't find in any business course from the world's largest SaaS coaching engine. Timestamped Highlights00:45 – The firefighting mindset that built decisive business instincts05:56 – The overlooked power of “small unit” teams to unlock real growth09:44 – Are you a COO trapped in a CEO's title? The unexpected identity test13:43 – Brutal truths about customer obsession and why most leaders fail here16:18 – The lesson no founder learns soon enough when selling their company18:22 – The surprising reason joining SaaS Academy changed his life21:31 – The founder's hidden block: How self-worth destroys pricing27:31 – The counterintuitive leadership split that 10x'd their decision speed41:07 – How his “full-person” one-on-ones rip open performance breakthroughs About the GuestMatt Verlaque was the former COO of SaaS Academy (now Precision), steering operational strategy for the largest coaching platform serving B2B SaaS entrepreneurs. With first-hand experience ranging from firefighting to founding and selling a SaaS startup, he delivers operating wisdom forged under real pressure. He is currently serving as the CEO at Precision, where they help growth-minded founders understand how their business actually works so they can scale with clarity, not chaos.

What happens when you try to build a global movement teaching people how to breathe in an industry exploding with competition? Gary Torrens, co-founder and Second in Command at Soma Breath, sits down with Cameron Herold to reveal what most operators never say out loud. This conversation punches into operational realities: remote chaos, hiring struggles, visionary partner dynamics, and the brutal truth about what actually works when building a scalable certification business.Breathwork is everywhere, but Soma Breath's story is different. You'll hear how they went from wild psilocybin-fueled vision quests in Thailand to leading thousands of facilitators and facing the tough tradeoffs of pricing, growth, and culture. If you want to understand the Second in Command power dynamic and see the inside of a company growing faster than most can handle, this episode is your shortcut.Listen now or risk missing the real-world roadmap and the costly mistakes that separate scalable movements from also-rans. Only here: Gary's unfiltered answers and their playbook for the next stage.This episode is brought to you by our Silver Sponsor, Next Level Growth.They help COOs and leadership teams build Elite Organizations through a proven, customizable framework built around the Five Obsessions of Elite Organizations.If you and your leadership team are ready to operate at the next level, take the Elite Organizations Assessment and receive a free 20-page customized report based on your answers, plus a complimentary one-hour coaching session with a Next Level Growth Partner and Business Guide to begin implementing tools that will help you build an even more elite business.Complete the assessment here to get started - nextlevelgrowth.com/cooassessmentTimestamped Highlights06:53 – The unexpected business model nobody saw coming10:14 – Ancient breathing meets modern science: the strategy that sparked a movement13:10 – Why they priced the membership low—and the hidden risks17:16 – Remote chaos: problems they never saw coming with a global team22:10 – The controversial move to focus on city-based expansion24:19 – The real marketing mess they had to fix after explosive growth27:08 – The truth behind their biggest revenue engine34:07 – Gary's brutal leadership lesson that changed everythingAbout the GuestGary Torrens is co-founder and COO of Soma Breath. He helped turn a visionary idea blending ancient breathwork, modern science, and music into a global certification platform with 4,000+ facilitators. With a background in physics, finance, and digital marketing, Gary is known for building systems that scale impact, not just revenue.

What if everything you know about starting and scaling a bank is wrong?In this Fan Favorite episode, Cameron Herold uncovers the real story behind WIO Bank with former COO Jamal Al Awadhi, a leader fueling the UAE's platform banking revolution. From Abu Dhabi's government-driven vision to the ferocious war for top talent, Jamal lays out how to break tradition, lead through chaos, and unlock transformative team culture.If you skip this episode, you'll miss out on first-hand insights into word-of-mouth-driven growth, the secret sauce for hiring resilient operators, and the unfiltered truth about working with sovereign wealth funds. Listen now to tap hard-won lessons you won't find anywhere else. Your next strategic leap could depend on it.Timestamped Highlights01:13 – The immigrant mindset shaping global leadership grit06:04 – The real reason WIO Bank launched in the UAE—exposed09:09 – Unpacking painful problems traditional banking ignored14:00 – Did regulations crush or catalyze digital banking?15:42 – Competing with legacy players: a blunt take on building trust18:04 – Why word-of-mouth blew up WIO's customer growth overnight26:57 – The resilience litmus test: how to hire for hypergrowth chaos37:02 – Inside the CEO-COO dynamic that keeps a rocketship on track43:36 – Game-changing leadership lessons that rewired Jamal's styleAbout the GuestJamal Al Awadhi was the Chief Operating Officer of WIO Bank, Abu Dhabi's breakout digital platform bank. With over a decade in marketing, strategy, and operations across industries, Jamal blends international perspective with deep regional expertise to drive game-changing innovation and hypergrowth at one of the UAE's fastest-scaling financial disruptors. Currently, he is the CEO of Al Hilal Bank.

Are you secretly running on empty, wondering if burnout is targeting you next?In this episode, Alen Voskanian, COO of Cedars-Sinai Medical Network and author, pulls back the curtain on the raw realities beneath operations leadership. From the constant grind of clinical environments to the personal toll of endless firefighting, Voskanian exposes why burnout hits high performers hardest and how ignoring your creative side can quietly sabotage your impact. This isn't just about wellness platitudes. It's a real-world look at chasing fulfillment, designing systems that beat chaos, and the unexpected arts that make leaders resilient.If you're a COO (or run with one), you can't afford to miss these insights. The game has changed. Listen now or risk staying stuck in cycles that will bury both your team and your spirit. This is the side of leadership nobody else is showing you.Sponsored byGenius Network - An exclusive community for highly successful entrepreneurs, connecting you with top-tier leaders, strategic insights, and powerful relationships to help you grow your business faster and smarter.Learn more: https://www.geniusnetwork.com/Timestamped Highlights00:25 – The real reason burnout is rampant among COOs and physicians04:12 – The under-the-radar roles that secretly prepared him for operations07:29 – Three unconventional ways to master leadership fast12:18 – Why stand-up comedy became his secret tool for resilience15:57 – The hidden danger in neglecting your creative life as a leader19:53 – Brutal realities of burnout nobody is willing to admit29:55 – How lean principles are quietly transforming healthcare operations39:09 – What people on their deathbeds taught him about fulfillment and regretAbout the GuestAlen Voskanian, MD, MBA, is the Vice President and COO of Cedars-Sinai Medical Network. A board-certified physician in Family Medicine and Hospice & Palliative Medicine, he's also an author and sought-after keynote speaker. Alen is known for transforming healthcare to improve access and quality. He holds degrees from UC Berkeley, UC Irvine, and an MBA from Indiana University. He's a former innovation advisor for CMS, a Cunniff-Dixon/Hastings Center Physician Award winner, and a Health Innovators Fellow with the Aspen Global Leadership Network.

What do you risk when you run a mission-driven campaign that breaks every rule in politics? Amaryllis Kennedy isn't just directing the KENNEDY24 presidential campaign. She's rewriting the playbook on grassroots leadership, digital disruption, and brutal operational honesty.In this Fan Favorite unfiltered episode, Cameron Herold dives deep with Amaryllis on the real strategies behind building a nimble, values-first organization in the most polarized landscape imaginable. She reveals the raw tension of building trust, keeping chaos at bay, and rescuing authenticity from a world addicted to power and performance. Hard-won lessons from Silicon Valley and the CIA collide with everyday realities of parenting, digital activism, and fighting the system from the inside.If you miss this conversation, you miss the forbidden playbook on what leadership really looks like when the stakes are generational. Listen now for a front-row seat on strategy you won't get anywhere else and discover why the real power lies in what you're willing to disrupt.Timestamped Highlights00:44 – The counterintuitive campaign strategy that energizes a disillusioned public05:17 – Why young people are secretly shaping America's future08:05 – How breaking political storytelling rules actually breaks through13:04 – The brutal inside story behind government overreach19:47 – A behind-the-scenes look into a campaign where careers are truly on the line24:00 – The ballot access chaos that forces real innovation30:31 – Why authenticity beats perfection in a runaway grassroots movement35:32 – Democratizing campaign fundraising with bold gamified tactics47:44 – The sacred job of protecting your leader so they can really listen59:35 – The surprising benefit of Sabbath-style strategy in hypergrowthAbout the GuestAmaryllis Fox Kennedy is a former CIA intelligence officer, author, and advocate focused on diplomacy, conflict resolution, and public policy. She is the bestselling author of Life Undercover: Coming of Age in the CIA and host of Netflix's The Business of Drugs. She also served as a senior advisor and campaign surrogate during Robert F. Kennedy Jr.'s 2024 presidential campaign. She currently serves as Deputy Director of National Intelligence for Policy and Capabilities.

What does it really take to sit in the second seat and do it with drive, grace, and guts? In this episode, Lindsay uncovers the journey and mindset of Stanton Hill, the Chief Financial and Operating Officer for the National Society of Black Engineers. From his unexpected path into leadership to the high-stakes pivots required during a crisis, Stanton Hill reveals the nuts and bolts (and the emotional work) of steering a student-governed organization with 25,000+ members.If you're wrestling with hybrid teams, retention headaches, or scaling real culture, this is your masterclass. Avoid missing real-world tactics on delegation, resilience, and helping people thrive even when the world flips upside down. Listen now for the brutal, refreshing clarity on what it takes to lead from the number two seat while building a legacy that outlasts your title.Timestamped Highlights00:40 – The real reason student governance keeps NSBE thriving02:22 – The moment a father invests for life in his son's future06:04 – How a COO earns trust and evolves during big leadership shifts10:06 – Brutal revenue risks when in-person events collapse overnight13:02 – The hidden reality behind hybrid events few executives know16:12 – Career fair hacks that build total confidence in seconds17:20 – The overlooked muscle every COO needs: leading with empathy29:07 – The ruthless approach to blocking out overwhelm, not just emails40:12 – How personal adversity can forge leaders who never flinchAbout the GuestStanton Hill brings two decades of experience in financial strategy and nonprofit operations. Prior to joining NSBE, he held several roles at the United Negro College Fund (UNCF), where he managed multimillion-dollar operating budgets, streamlined financial processes, and led grant management initiatives totaling over $30 million. He began his career with a focus on business analytics and process optimization and has since advanced through NSBE's leadership ranks: from Director of Finance and Accounting to Chief Financial Officer, and now Chief Financial & Operating Officer. Stanton Hill earned his Bachelor of Arts in Business Administration from Morehouse College and a Master of Business Administration with a concentration in Innovation, Entrepreneurship, and High Technology from Northeastern University. He resides in Georgia with his wife Adrienne and their sons Davis and Carter.

What if cutting half your team could be the secret to explosive growth?In this Fan Favorite episode, Cameron Herold sits down with Benjamin Surman, COO of Somewhere (formerly Support Shepherd), a company that rocketed from $1M to $25M and is still hungry for more. The conversation tackles the real-world, often-unspoken operational questions: When do you fire instead of hire? Where's the hidden margin in automation? Why are so many leaders clinging to headcount when systems could do the job faster, cheaper, and with less chaos?If you're addicted to the idea that bigger is always better, this episode will shake your assumptions. Miss it and risk drowning in legacy thinking while your competitors eat your lunch. Listen now for the strategic edge you won't hear anywhere else.Timestamped Highlights00:48 – The real reason behind a bold global rebrand02:29 – How one contractor quietly took the reins as COO08:54 – Why bootstrapping (not VC money) set the right culture11:00 – The micro-influencer lever that brings 4,000 referral partners13:25 – What no one tells you about hiring in Latin America17:41 – The $3M decision: Slashing 120 employees with zero regrets20:13 – Behind the curtain of an automated sales pipeline25:37 – The COO playbook for uncovering invisible inefficienciesAbout the GuestBenjamin Surman is the Chief Operating Officer of Somewhere, a hyper-growth headhunting agency revolutionizing global talent acquisition. With a relentless focus on automation and operational excellence, Benjamin Surman has scaled the business from $1M to over $25M in just three years.

What happens when a regulated fintech meets the wild swings of crypto and then gets acquired by a Web3 giant?In this no-fluff conversation, Cameron Herold sits face-to-face with Sung Choi, COO of CoinMe, just months after their high-stakes Polygon Labs acquisition. They get blunt about what it really takes to survive in crypto, how to lead through M&A chaos without losing your best people, and why AI is rapidly rewriting the rules of operational excellence.If you want to hear war stories and hard-earned lessons from the frontlines of scaling a volatile, regulated business, this is your episode. Don't risk missing the sharpest insights on leadership, remote culture, and how to stay relevant through uncertainty. Listen now for playbook-level takeaways you won't get anywhere else.This episode is brought to you by our Silver Sponsor, Next Level Growth.They help COOs and leadership teams build Elite Organizations through a proven, customizable framework built around the Five Obsessions of Elite Organizations.If you and your leadership team are ready to operate at the next level, take the Elite Organizations Assessment and receive a free 20-page customized report based on your answers, plus a complimentary one-hour coaching session with a Next Level Growth Partner and Business Guide to begin implementing tools that will help you build an even more elite business.Complete the assessment here to get started - nextlevelgrowth.com/cooassessmentTimestamped Highlights00:06 – The brutal reality of CoinMe's early hardware dreams11:10 – Why powering partners crushed owning infrastructure13:04 – “M&A is like polyamorous dating” and what nobody tells you17:14 – The tension of disclosure and keeping employees sane22:25 – A surprising pivot: from bitcoin hype to stablecoin utility26:29 – The regrets and rewards of abandoning office life30:26 – How “work from anywhere” delivers hidden productivity34:01 – Why AI is now their secret operating system44:23 – The one leadership skill every modern COO must masterAbout the GuestSung Choi is the Chief Operating Officer at CoinMe, a leading regulated platform for stablecoin and crypto payments. With full-stack experience in scaling teams and driving innovation, he steered CoinMe through its pivotal acquisition by Polygon Labs. Sung Choi is recognized for blending real-world grit with bleeding-edge tech in fintech.

What if the best leaders are the least visible? In this episode, José Mejia pulls back the curtain on how a Venezuelan teen with just $120 became a transformational COO, unpacking what it really means to be the “Merlin” behind the CEO. This intimate conversation unlocks how true leaders create common ground, give permission to execute, and wield vulnerability as a superpower, especially in high-stakes, purpose-driven companies like Rapid SOS.If you think AI will automate your edge, think again. José Mejia shows why the human element, experiences, handwritten notes, and emotional role modeling, drive outcomes tech never will. Miss this episode, and you keep searching for culture and leadership hacks, while the real magic quietly passes you by. Push play now for insights you won't find anywhere else.This episode is sponsored by our Silver Sponsor, STS Capital Partners: Your expert guides on the journey to an Extraordinary Exit™. To learn more about STS Capital Partners and how they achieve maximum value by Selling to Strategics™, complete the inquiry form here: https://stscapital.com/coo-alliance/Timestamped Highlights00:33 – The unlikely airport arrival that rewired Jose's confidence for life06:24 – The “self-directed team” principle that built a 40-year inner circle09:16 – Why leaders must channel Merlin, not the King, to win with teams11:18 – The brutal difference purpose makes when lives are on the line13:23 – What true CEO-COO alignment REALLY looks like behind closed doors16:44 – Underground, Battleground, Common Ground: The language that kills or creates culture20:12 – How AI quietly transforms operator decisions in real emergencies31:05 – The unspoken burden of leading a company where mistakes can cost livesAbout the GuestJosé Mejia is the President and COO of Rapid SOS, leading a team of 500+ to save lives at scale. With a career spanning IBM, Lucent, and high-growth startups, Jose has built self-directed teams and organizational cultures admired worldwide. His “Merlin” approach to leadership is redefining how rapid-growth companies scale with heart.

Ever felt that urge to take total control, only to realize it throttled your team's growth and your own sanity?Claudine Ripert, COO and co-founder of Critical Control, and COO Alliance member, joins this fierce, truth-telling conversation about leading a fast-scaling restoration business through chaos, disaster, and family dynamics.You'll hear what it really takes to balance everyday emergencies with unplanned catastrophe, all while steering a company with your own son as CEO. Expect real talk on delegation, brutal lessons learned, what women face in construction, and the psychological traps that kill momentum.Miss this episode, and you risk driving your business into burnout, not breakthrough. Listen now for raw, exclusive wisdom you won't find in glossy leadership books—only from those who have lived it and bled for it.Timestamped Highlights06:12 – The real chaos of disaster recovery nobody tells you10:05 – Why chasing growth can sabotage your core business overnight14:05 – The unexpected curse of working with family17:00 – The radical communication exercise that finally changed everything22:29 – Brutal truths about enabling and hiring for potential27:15 – The moment Claudine Ripert stopped being a control freak30:06 – The shift from “majoring in the minors” to critical thinking41:46 – Why the right broker referral beats insurance programs every timeAbout the GuestClaudine Ripert is the COO and cofounder of Critical Control Restoration, and COO Alliance member, leading regional disaster recovery operations in California with a national footprint during major catastrophes. Known for scaling her family business through intense market disruption and emotional upheaval, she blends operational rigor with human vulnerability that few in her industry will discuss.

What happens when you set out to break every rule in one of America's most traditional sports, and people flock to watch?In this Fan Favorite episode, Jared Orton, President of the Savannah Bananas, unpacks how a no-name baseball team triggered a movement by making fun non-negotiable and burning down industry norms. Discover how relentless experiments, cultural friction, player resistance, and pandemic chaos forced Jared Orton and his team to make brutal business choices, all while scaling from selling a few tickets to filling stadiums across America.Miss this episode, and you risk clinging to safe growth strategies while your competitors reinvent, electrify their culture, and claim your customers. Listen now. Get the raw, strategic truth behind explosive growth and team alignment that most leaders never hear about.Timestamped Highlights00:00 – Why telling fans “You can't buy a ticket” made them desperate to get in03:34 – The culture playbook that turned baseball on its head07:59 – The brutal truth: fun was their only real competitive edge12:03 – The $15 all-you-can-eat gamble that shocked their market15:39 – How they engineer relentless fun without losing operational discipline20:44 – Why letting the wrong players walk is a proven culture win25:00 – The pandemic forced a do-or-die vision shift overnight34:00 – Their biggest tactical mistake and how it nearly cost everythingAbout the GuestJared Orton is the President of the Savannah Bananas, an electrifying baseball brand known for redefining the fan experience and selling out stadiums nationwide. With a proven track record in entertainment-driven growth, Jared Orton has transformed the Savannah Bananas from a struggling local team into a national phenomenon.

What happens when you're the glue holding a global mission together, but the glue starts to crack?In this electric conversation, Sivana Brewer digs into the trenches with Skye Blanks, COO of the International Council for Small Business, an entrepreneur, and a relentless global operator. They expose the raw truth behind cross-border team dynamics, the weight of relentless travel, and the personal toll of constant responsibility. This episode tears open the unfiltered reality of getting things done, teaching accountability, and building operational systems when the stakes and time zones are always changing.Listen now or risk missing the proven tactics and hard-won lessons that separate thriving leaders from burned-out managers. If you're ready to weaponize transparency, claim your seat at the table, and cut through nonprofit noise, this conversation is for you.Timestamped Highlights00:31 – The “born operator” mindset that shaped a global COO02:36 – The hidden power of loyalty and facing down risks bigger than Deloitte05:35 – How do you keep policymakers, professors, and entrepreneurs moving together?10:34 – The stop-doing list: Skye's ruthless system for switching hats daily15:06 – The radical transparency tactic that keeps remote teams accountable18:16 – What's really at stake when culture fails, and no one steps up23:58 – Skye's blueprint for replicable, world-class events—anywhere29:23 – Why firing people and failed partnerships still sting at the top34:18 – The “humane entrepreneurship” concept that rewrites how leaders show upAbout the GuestSkye Blanks is the Chief Operating Officer of the International Council for Small Business (ICSB), where he works closely with executive leadership to scale operations and support small and medium-sized enterprises globally. He is also the founder of Premo Cannabis and serves in advisory and board-level roles, bringing a hands-on operator's perspective shaped by building and leading organizations. His work centers on execution, governance, and being an effective second-in-command.

What would your workplace look like if every single leave of absence became a chance to build legendary loyalty and turbocharge retention?Sivana Brewer sits down with Taylor McLemore, COO at Tilt, for a conversation that slices through HR noise and exposes the uncomfortable truth: most companies fumble leave policies and lose their best people as a result. This episode unpacks the hidden costs (and wild upsides) of leave done right.From the real-world pain operators feel managing compliance chaos, to how AI is shaking the industry, and the “roles, responsibilities, expectations” framework that creates lasting clarity, this is actionable COO gold.Miss this, and you risk bleeding talent, tanking culture, and getting steamrolled by change. Listen now for raw lessons, war stories, and tested tactics you won't hear anywhere else.Timestamped Highlights00:40 – The brutal truth about why leave management is your hidden loyalty driver02:07 – The jaw-dropping time and complexity HR teams actually face08:20 – A career-changing moment: what empathetic leave really looks like13:16 – The overlooked ROI of doing leave brilliantly14:23 – Why Tilt planted the flag as the AI leader (and what that really means)16:43 – The four principles that keep AI both fast and safe inside HR22:40 – The surprisingly simple doc that ends CEO-COO confusion29:15 – The unexpected power of letting people define “winning” in their own roleAbout the GuestTaylor McLemore is the COO of Tilt, revolutionizing employee leave with empathy and technology. Taylor is the founder of the Human Potential Summit. Previously, he was an EIR at Stand Together. Taylor is a venture builder, scale operator, community connector, and investor. Taylor served on the Colorado Banking Board and the Board of Trustees for Colorado PERA. Previously, he launched and built the Techstars Workforce Development Accelerator as a Managing Director at Techstars. Taylor was the Co-Chair of the DAV National Veterans Entrepreneurship Council. He previously served as an advisor to SHRM Labs and sits on a number of startup boards. Previously, he was Managing Director of Able, a venture and product studio. While at Able, he was a co-founder and investment lead for Codeable, a coding school in Latin America. Taylor was the founder and a board director for Patriot Boot Camp, a nonprofit that supports military veteran and military spouse entrepreneurs. Patriot Boot Camp was acquired by DAV in 2021.

Ever wondered why one song can instantly give you chills… while another makes you feel nothing at all?In this episode, Selina Meere, COO of Trevanna Tracks, pulls back the curtain on the invisible system behind the music you feel in films, ads, and media. From navigating complex rights and scaling music operations for global brands to leading without a playbook, this conversation dives deep into what it really takes to operate at the intersection of creativity, technology, and leadership.They explore the realities of being a COO, managing elite teams, making high-stakes decisions, and building trust in environments where there are no clear answers.If you want to understand how world-class operators think, lead, and execute under pressure, don't wait. The cost of staying reactive instead of strategic is too high. Hit play now for insights you won't hear anywhere else.Timestamped Highlights[00:00] – The hidden force behind why certain songs instantly trigger emotion in movies and ads[02:14] – Why music licensing became exponentially more complex, and what most people don't realize[04:21] – The “Excel breaking point” that led to building a completely new category in media[06:37] – From book publishing to COO, the unexpected career pivot that changed everything[11:00] – The moment she had to learn DevOps, Agile, and engineering… from scratch[13:40] – The leadership mistake most companies make during major internal transformations[17:11] – How top teams actually prioritize when every client thinks their request is urgent[19:01] – The hardest part of being a COO, and why there's no such thing as a playbook[28:12] – The real way to build confidence when making big, high-risk decisions[31:54] – Why asking questions can quietly destroy trust, and how to fix itAbout the GuestSelina Meere is the COO of Trevanna Tracks, a pioneering music rights and workflow platform serving some of the largest media and entertainment companies in the world. With a background in publishing and PR, she has built a career partnering closely with founders to scale businesses, optimize operations, and drive growth across industries. Known for her adaptability and strategic thinking, Selina specializes in leading high-performance teams in complex, fast-evolving environments.

Ever worried you're missing your shot at breakthrough growth because your leadership team is stuck in old patterns?This episode is a raw look inside the mind of Sheldon Cummings, former Chief Operating Officer at Mailchimp and current President and General Manager at Smarsh, who's steered brands across continents and navigated acquisition into one of the world's most powerful tech companies. Cameron Herold digs deep into resilience, ruthless prioritization, and the magic of connecting culture to results, all delivered with a straight-shooter's clarity. If you're tired of shallow “success stories” and want the playbook for leading teams through uncertain times, this is your urgent reality check.Don't wait for your competitors to outpace you. Listen now! The invisible skills (and mistakes) revealed here will save you from costly setbacks, wasted energy, and slow, silent failure. These exclusive insights aren't recycled elsewhere. Your team (and your sanity) can't afford to miss this.Timestamped Highlights[00:00] – The one moment that reset Sheldon Cummings's entire career path… and how he engineered opportunity from chaos06:42 – How a bold toolkit-first mindset kept propelling him up—across continents, industries, and uncertain times11:07 – “Can you run a business you don't ‘make'?” The surprising truth from global CPG frontlines17:05 – The #1 underdog advantage in modern marketing—why Mailchimp doubled down on it during COVID18:36 – What nobody tells you about integrating remote teams after a billion-dollar acquisition22:58 – Ruthless prioritization in product roadmap: When discipline trumps ideas (and keeps customers loyal)24:41 – Find the real numbers that matter: How top execs slice through data noise (and ignore 9,000 distractions)35:40 – How to unfreeze middle management and create instant buy-in during relentless changeAbout the GuestSheldon Cummings is the former Chief Operating Officer for Mailchimp. Before stepping into his leadership role at Mailchimp, he had a dual role as a VP Intuit Sales in addition to serving as Intuit's Chief Diversity, Equity, and Inclusion Officer (CDEIO). Since joining Intuit in 2017, Sheldon has led a number of leadership positions across Intuit's Sales, Marketing, Global Partnerships, and Global Operations teams. Prior to Intuit Sheldon has had a number of roles across industries and countries, including leading a European business for 6 years headquartered in Zurich, Switzerland. Sheldon, a native of New York City, graduated with a BA from Wesleyan University, and received his MBA from Northwestern University's Kellogg School of Management with concentrations in Finance, Marketing, and Strategy. He is currently the President and General Manager of Smarsh.

What if the biggest thing holding your company back… is how you're thinking about what's possible?In this episode, David J. Lee, Global CFO and COO of WEBTOON, breaks down a radically different way to approach growth, leadership, and innovation. From scaling a global storytelling platform with 155 million users to partnering with visionary founders, David shares how elite operators think beyond “high probability outcomes” and instead build toward what must be true to achieve breakthrough success.This conversation dives into the realities of being a COO at scale, navigating public company pressure, leading global teams, and building trust with mission-driven founders.If you're tired of incremental thinking and want to unlock bold, category-defining growth, don't wait. The longer you operate within “safe” assumptions, the more opportunity you lose. Hit play now for a rare, high-level perspective most leaders never access.Timestamped Highlights[00:00] – The mental trap that keeps leaders stuck in “safe” growth instead of breakthroughs[02:32] – Inside WEBTOON: 155M users, 24M creators, and a global storytelling revolution[05:47] – Why the best operators don't specialize, and the real cost of being a generalist[08:49] – The one question great leaders obsess over that most companies ignore[11:28] – The brutal reality of going public, and why it forces true discipline[15:41] – What separates high-integrity founders from the rest, and how it shows up daily[19:01] – When a COO should stay… and when it's time to walk away[23:17] – How elite leaders stay calm in chaos, even in high-stakes environments[26:23] – The hidden danger of “oversteering” and why great leaders step back[33:14] – The “what must be true” framework used by NASA and top innovatorsAbout the GuestDavid J. Lee is the Global CFO and COO of WEBTOON, a global storytelling platform connecting millions of creators with over 150 million users worldwide. He has led major transformations across companies like Zynga, Impossible Foods, and Best Buy, bringing a unique blend of strategy, operations, and innovation to high-growth environments. Known for partnering with visionary founders, David specializes in scaling companies that are redefining entire industries.

What if the key to scaling your business wasn't more people, but ruthless focus combined with relentless speed?Cameron Herold teams up with Sean Kim, the former President and Chief Product Officer at Kajabi (ex-Amazon, ex-TikTok) and the current Chief Product Officer at HighLevel, to crack open the playbook that turns chaos into proven, compounding wins. Inside this conversation: why leaders who say “no” more often grow faster, how to make data the backbone of every decision, and the real story behind powering a $1.7B creator platform without burning out your team or chasing shiny objects.Listen now to dodge the trap of feature bloat, hiring sprees, and slow, clunky execution. These are unfiltered insights and backed-up frameworks from the inside that you simply won't get anywhere else, unapologetically blunt, deeply actionable, and designed for COOs and founders ready to scale, not just survive.Timestamped Highlights00:23 – Why Sean Kim said “hell no” to TikTok… at first. The surprising conversation that changed everything01:10 – “Discovery” is the real unlock… how it built TikTok's domination and sparked Sean Kim's obsession08:18 – What happens when you leave Amazon's scale for pure startup chaos… scrappy desks, no process, and surviving the LA office09:24 – The secret power of the “doc writing” culture… how writing, not slides, became TikTok and Amazon's unfair advantage12:24 – Ruthless speed… fail fast, double down faster, and outmaneuver every competitor. This is how TikTok really operates14:45 – Why Kajabi never bloats its teams… and how knowing exactly when to hire is a massive competitive edge17:13 – The impact calculator… predicting revenue, retention, and customer wins before a single feature ships25:40 – How to crush “feature creep” and avoid turning your SaaS into a Frankenstein's monsterAbout the GuestSean Kim was previously the President and Chief Product Officer of Kajabi, the all-in-one platform powering $1.7B+ in annual creator revenue. He previously led product teams at TikTok and Amazon Prime, shaping global growth strategies and a customer-obsessed culture. With a reputation for world-class execution and a bold, systems-driven mindset, Sean stands out as a top operator for scale-minded founders and COOs. He is currently the Chief Product Officer at HighLevel.

Ever wonder why some COOs quietly double revenue while others burn out cleaning up someone else's mess?Cameron Herold unpacks the “second in command” reality with Rick Marini, serial entrepreneur, private equity veteran, and former COO powerhouse at iconic brands like Grindr. They dive into the realities most leaders dodge: gutting toxic teams, the cost of misaligned culture, and the real career advantage of NOT being CEO. You'll get the battle-tested playbook for earning team trust, breaking through stagnant growth, and building companies where A-players fight to stay.Miss this episode, and you risk leading a team that resents you, losing your top talent, or—worse—sleepwalking into irrelevance while your competition surges ahead. Listen now before your window to upgrade your influence and execution closes. This is unfiltered COO intelligence you won't find anywhere else.Timestamped Highlights15:05 – How do you fix a company doing $100M with a 1.8-star Glassdoor? The turnaround playbook starts here.17:15 – Three straight owners, one legendary LGBTQ brand: The wild truth about trust-building at Grindr20:08 – Held hostage for a million? Why Rick Marini and team had to moderate user content—and what it taught the company21:04 – The one line that made an exec break down in the NYSE lobby, and how you really know your team would run through walls for you25:16 – A-players vs. B-players: The uncomfortable signs you're settling, and how to actually spot (and hire) difference-makers31:08 – Do you really have the right COO? How private equity calls BS on CEO/COO dynamics42:00 – With AI moving this fast, how do you NOT get blindsided? The war room approach to offense vs. defense46:06 – Mentorship, “work from home,” and why Gen Z will lap you if you hide behind ZoomAbout the GuestRick Marini is the Co-Founder and Managing Partner of Catapult Capital and the Co-Founder, President and COO of Rails, and a renowned operator, investor, and board leader with over 25 years scaling and transforming businesses. Previously CEO/COO at Grindr and Rails, Rick specializes in high-stakes turnarounds, talent strategy, and innovative culture design for tech and consumer brands.

Ever feel like you're drowning in urgent tasks and legacy processes, wondering how real COOs actually turn chaos into clarity?Meet Arnold le Rutte, COO of The Virtual Hub, COO Alliance member and bronze partner, who went from retail entrepreneur to running the nerve center of a 300+ strong offshore team. Together with our new podcast co-host Lindsay Smith - appearing in her first episode in the co-host role - they pull the curtain back on ruthless prioritization, AI survival strategies, and the misunderstood art of building bulletproof, scalable systems that actually unlock human potential. No corporate platitudes, just real stories on managing explosive turnover, navigating the tricky CEO handoff, and how the best operators weaponize client-side empathy.Listen now, or risk drowning in the overwhelm that kills too many leaders. These are insights you will not find on LinkedIn, and you'll wish you'd heard them before your next hire, your next pivot, or your next fire to put out.Timestamped Highlights01:19 – The pizza delivery gig that rewired Arnold le Rutte's approach to problem-solving (and what it means for COOs today)03:32 – What really happens inside a 100+ person offshore operation and why most clients completely miss the point06:39 – Bittersweet business: when growth isn't enough, and the turning point that led to a radical career shift11:23 – The game-changing realization about SME clients that upended The Virtual Hub's business model15:41 – How to blow up burnout: Supporting teams, slicing admin, and warning signs leaders mess up21:55 – The AI smokescreen: Why true capacity-building is about brains, not bots26:58 – The one question every client gets wrong about outsourcing and how Arnold le Rutte reframes it for explosive leverage44:31 – Undercover boss confessions: The invisible complexity behind every “simple” successAbout the GuestArnold le Rutte is COO of The Virtual Hub, a COO Alliance member and bronze partner, and a powerhouse operations executive and former founder who scaled retail and wholesale businesses before taking the reins at one of the world's leading offshore virtual professional firms. Known for blending client empathy with brutal operational clarity, he transforms complex, people-centric businesses by driving process, deep tech adoption, and relentless culture-building across borders.

What would happen if you finally ditched micromanagement and actually let your teams run wild, faster, riskier, and more creative than you'd ever dare on your own?Ben Plomion, COO of Pearl AI, joins Sivana Brewer for a sharp, no-fluff deep dive into the gritty reality of leading in markets where mistakes happen fast and growth is non-negotiable. Drawing from cross-functional battle scars in marketing, ops, and tech, Ben unpacks how he leveraged his CMO chops to become a next-level COO, why most leaders fail at “connecting the dots,” and exactly how he's turning AI into his secret weapon for culture and operational scale.If you're tired of theory and ready for the untold COO playbook that frees you from indecision, protects you from hidden traps, and gives you unfair access to what the best operator-leaders are actually doing, listen now. Stalling means losing team trust, missing radical growth, and getting left behind.Timestamped Highlights[00:03:42] – The shocking “dumpster” pitch that clinched Ben's COO job—would you take this text?[00:05:10] – Connect the dots or die: Why leaders who only skim the surface always lose big[00:07:26] – Zero in-house finance, outsourced chaos—how Ben plugged the leaks before it was too late[00:10:51] – From chief cook to master delegator: The brutal art of giving up “employee benefits” and focusing where it matters[00:14:42] – CEO second-in-command: The secret archetypes and why most COOs get it wrong[00:18:29] – CMO to COO crossover: The superpowers that every operator should steal from marketing[00:21:23] – Ditching values for operating principles—radical new rules for building a creative, AI-savvy team[00:32:19] – “Let them run”: The unorthodox motto that keeps Ben's teams breaking the rules, beating churn, and staying aheadAbout the GuestWith over two decades of experience in marketing, commercial and operational leadership across Artificial Intelligence, Computer Vision, and Blockchain, Ben Plomion is the Chief Operating Officer at Pearl—the leading AI Software-as-a-Service (SaaS) company in dentistry. Prior to Pearl, he served as Chief Marketing Officer at Dibbs, an Amazon-backed tokenization-as-a-service (TaaS) platform. He was previously Chief Growth & Marketing Officer at GumGum, where he played a pivotal role in advancing AI-driven contextual advertising. Earlier in his career, Ben led global digital media efforts at both Magnite and GE Capital. A Forbes contributor and trusted advisor to companies like Deanna.ai, PebblePost, and #Paid, he is also a committed educator in the realms of AI, marketing, and Web3.

Ever felt like your company is running in circles while you quietly burn out, stuck between drive and exhaustion?This episode is a blunt, emotionally raw exploration with Lindsay Gibson, COO of TextNow, a leader who's walked away from the grind, returned for redemption, and rebuilt both companies and herself from the inside out. Sivana Brewer dives deep with Lindsay into the shock of losing vision, the chaos of remote work, and the brutal clarity that comes only after you've crashed headlong into career “success.”If you're tired of vague leadership advice and want exclusive, no-BS strategies for authentic leadership, unclenching burnout's grip, and making culture work for real teams, listen right now. Miss this, and you might repeat the pain Lindsay barely escaped. These lessons are battle-forged, urgent, and unlike anything the standard playbooks offer.Timestamped Highlights[00:01:11] – The brilliant but gritty origin of TextNow: solving real pain for people who have to choose between a phone bill and groceries[00:02:45] – Why Lindsay left her COO seat (twice) and what chasing “interesting work” really costs[00:04:34] – The BlackBerry “return rate” disaster: how fixing buyer's remorse became a master class in real-world delegation[00:07:49] – The shocking truth: Engineering wasn't the problem—here's what really derails a company's goals[00:10:11] – The brutal downside of remote-first culture… and the hardest part of rebuilding accountability across a fractured team[00:14:32] – Motherhood, loss, and the hidden price of ambition: Lindsay's real talk on the boundaries she'll never break again[00:19:04] – “Dead bodies in the process”—when leadership feedback stings and the rebirth of authentic management[00:27:54] – Why remote teams lose their soul (and how one-on-one connection fights back against isolation)About the GuestLindsay Gibson is the Chief Operating Officer of TextNow, a disruptive, ad-supported mobile carrier serving millions who demand true flexibility in mobile communications. With over two decades shaping iconic tech cultures, including a 16-year run at BlackBerry, she's mastered the hard edge of scaling, comeback leadership, and authentic team connection. Known for leading through crisis and comeback, Lindsay is a straight-talker driven by integrity and obsession with growth.

Ever secretly wondered if success, early retirement, a big exit, and the CEO chair are as good as it looks? What if the “dream” of ownership leaves you restless, searching for meaning, and itching to build again?This episode pulls back the curtain on the real journey: Marcus Hantla, a relentless builder who's seen both sides, reveals the wild emotional highs of exits and the raw, daily grind of COO life inside Contractor Foreman, a fast-growing SMB construction SaaS. He and Sivana get blunt about AI hype, hands-dirty delegation, and the gut-check moments that test even the toughest operators.The stakes: Stop winging it in your own career, team, or transformation or risk getting left behind. Listen now to confront the myths of growth, find new ways to thrive, and get the gritty, exclusive playbook you won't hear in sanitized TED Talks.Timestamped Highlights03:41 – What no one warns you about early retirement and the uncomfortable truth about waking up “free.”06:43 – How a random plumber changed Marcus's entire career (on his very own porch).09:10 – The COO/CEO “deciding dance” and why true empathy is a secret growth weapon.14:40 – Real talk: Losing a debate with the CEO (and why not every “brilliant” idea should win).17:25 – AI sales calls, live demos vs. real humans—what actually works right now.20:55 – Is the “beautiful” user interface dead? Why the next SaaS war is about simplicity, not design.26:14 – The dangerous side of AI consensus: Can chasing “truth” kill the next big breakthrough?35:03 – The sobering math of executive gratitude (and the crisis no leadership manual covers).About the GuestMarcus Hantla is the COO of Contractor Foreman, a leading construction management software platform engineered for small and mid-market builders and contractors. With 25+ years in construction and tech—plus multiple exits—Marcus is renowned for his hands-on leadership and hard-won insights at the intersection of trades, SaaS, and rapid growth.

What if the single greatest unlock for scaling your company has nothing to do with strategy, and everything to do with how much you care?In this gut-level conversation, Sivana Brewer sits down with Amit Shah, COO of Virta Health, a company on a mission to reverse metabolic disease in a billion people. They reveal the raw mechanics, hard decisions, and emotional realities of building a culture where real feedback, personal mission, and relentless impact actually drive bottom-line results. Expect stories that challenge your comfort zone, a blueprint for turning skeptics into true believers, and a rare glimpse into what makes teams (and COOs) last a decade or more through hyper-growth.If you're tired of surface-level advice and want the proven, exclusive tools to protect your culture (and your soul) as you scale, hit play now. The risk of mediocre leadership has never been higher, and these lessons simply can't wait.Timestamped Highlights[00:00] – The rebel truth about why people don't care what you know until something shocking happens[00:03:23] – Inside Virta's billion-person mission and the radical evidence that built unwavering belief[00:06:57] – The jeans, Disneyland, and moment a clinical trial changed thousands of lives[00:13:17] – The single conversation that blew away a hardened healthcare skeptic[00:17:13] – Why LIVE patient stories kick off every company meeting and what that does to culture[00:21:24] – How Virta built a team that actually sticks (and outgrows their own roles)[00:25:41] – When your job changes every 12 months: The hidden playbook for surviving hyper-growth[00:33:24] – The care vs. candor tightrope—how to love your team while pushing for relentless resultsAbout the GuestAmit Shah is the Chief Operating Officer of Virta Health, where he leads growth, product development, and patient care delivery for a hyper-growth company that's transforming metabolic disease care. With a track record spanning executive roles at Paladina Health, McKinsey, and Amazon, plus roots as a mission-driven entrepreneur, Amit is known for building high-performance teams that scale with heart and precision.

Ever feel overwhelmed by growth or haunted by the worry that your team's success might derail the mission?This is your inside pass. Sivana Brewer dives deep with Dan Murphy, COO of D1 Training, to uncover what really separates winning brands from chaotic burnout. From scaling a nationwide fitness franchise by 100+ units fast, to building a culture where passion crushes bureaucracy, and tough metrics make or break careers, this episode exposes the choices, pivots, and vulnerable moments every top operator faces.Listen now if you want to avoid stalling your company's growth, escape the COO loneliness trap, and get proven, unconventional takeaways on reinventing your playbook in a frantic market. This is real talk you won't find anywhere else, straight from the second in command.Timestamped Highlights[00:01:01] – The wild origin story: Losing a pro career, the CEO's game-changing invention, and how it launched a new franchise model[00:03:39] – Why D1 threw out the playbook and planted flags everywhere plus what they learned scaling from 1 to 160 locations[00:05:17] – The counterintuitive “avatar” that drives most revenue and why it's probably NOT who you think[00:09:57] – How the right “spark” can reveal your company's true North—advice for COOs looking for their next big thing[00:13:37] – The brutal scale-up pivot: When to walk away from side businesses, passive owners… and old friends[00:16:11] – Outsourcing secrets, bringing it all back in-house, and the moment when cost control meets franchisee happiness[00:21:28] – The biggest “aha” that changed their growth trajectory—what actually gets local buyers to care and buy in[00:25:34] – When loyalty isn't enough: Handling hard conversations with passionate, under-performing leaders[00:27:48] – Managing egos, CEO/COO conflict, and why “freedom to dream” requires radical focusAbout the GuestDan Murphy is the Chief Operating Officer of D1 Training, a national franchise leading the youth and community athletic training space. A former Division I soccer player and West Point graduate, Dan has decades of leadership experience spanning military and high-growth franchise operations. He's known for his relentless execution, passion-driven leadership style, and community-building expertise helping D1 scale from a single Nashville gym to 160+ locations and counting.

Ever question if you're truly moving the needle in a high-stakes, fast-growth role or just treading water in chaos?In this unfiltered replay, Cameron Herold gets radically real with Asana's COO, Anne Raimondi, a powerhouse operator with a track record scaling iconic SaaS brands from eBay to Zendesk. Their candid conversation delivers hard-hitting truths and breakthrough strategies for COOs, VPs of Ops, and ambitious seconds-in-command. From conquering boardroom friction to onboarding at scale, and from navigating imposter syndrome to wielding conscious leadership, this episode is your no-nonsense roadmap to building culture, resilience, and runaway growth.The window for operational greatness closes quickly. Don't risk getting left behind as your competitors dial in these proven systems. Press play now for a front-row seat to rare, real-world tactics you won't hear anywhere else.Timestamped Highlights[00:00] – Why this Asana episode is a record-breaking, fan-favorite comeback[00:03:02] – The one skill that built Anne's “uncommon” career and why she doubled down on curiosity[00:05:33] – A dot-com crash, a diamond startup, and how obsession with customer pain points kept Anne in the tech arena[00:07:47] – Is product obsession really the COO's unfair advantage? Anne reveals what sets true ops leaders apart[00:13:14] – How Anne's onboarding at Asana destroyed all her old assumptions about exec transitions[00:15:10] – The joy of “extra delights”—what most SaaS products miss about human motivation[00:25:34] – The real source of company politics (and how transparency kills it dead)[00:44:38] – Anne's most vulnerable answer: How she faces down imposter syndrome and winsAbout the GuestAnne Raimondi is the Chief Operating Officer of Asana, a global leader in work management software empowering teams to orchestrate their work with clarity and impact. With 20+ years scaling technology giants, including senior roles at Zendesk, TaskRabbit, SurveyMonkey, and eBay, Anne brings deep boardroom and operational wisdom to fast-growth SaaS. She's also a lecturer at Stanford Graduate School of Business and has served on the boards of Gusto, Patreon, and more. Anne is renowned for her mission to build workplaces that blend high performance with humanity.

When was the last time you felt your vision misunderstood, your partnership undervalued, or your operational roadmap tangled? If you're a COO wrestling with translating big ideas into real impact, this conversation is your lifeline.Sivana Brewer welcomes Stephanie Kauffman, Chief Operating Officer at Melanoma Research Alliance, for an urgent episode that lifts the veil on what actually moves the needle for COOs. From converting financial “legends” into game-changing board allies to crafting story-driven partnerships that triple outcomes, you'll hear how real-world translation builds trust fast, drives innovation, and prevents career-stalling burnout.Press play now. Don't risk getting stuck in your leadership bubble. Every minute here arms you with exclusive, proven techniques to connect, influence, and scale before someone else beats you to it.Timestamped Highlights[00:10] – A stunning perspective shift: why “second in command” is really “dual in command” for COOs everywhere[00:02:25] – The myth of melanoma: deadliest form of skin cancer, massive underestimation, and breakthrough facts COOs should know[00:08:21] – Surprising everyday tips for preventing melanoma beyond just sunscreen (plus one you've likely never heard)[00:10:39] – How legendary finance leaders shaped Stephanie's radical “private equity” nonprofit strategy—what every COO can steal[00:18:49] – The $12.7 million secret: bold partnerships that defied board skepticism (and the power of gaming for social impact)[00:27:11] – Data-driven storytelling for buy-in: How Stephanie translates emotional conviction into actionable board wins[00:31:47] – Professional translation: the vital COO role in turning CEO vision into operational clarity for every stakeholder[00:43:15] – The “3 Bs” formula and simplifying the complex: brief, brilliant, be done—your solution to communication chaosAbout the GuestStephanie Kauffman is Chief Operating Officer of the Melanoma Research Alliance, the world's largest nonprofit funder of melanoma research. Known for high-impact storytelling and cross-industry partnership wins, she previously held SVP roles at Universal Studios and Breast Cancer Research Foundation. Stephanie is recognized for translating visionary ideas into scalable operations, bringing decades of experience across finance, media, and biotech.

Ever felt like you're carrying the weight of growth, but struggling to shift your company from band-aids to real, sustainable breakthroughs?Meet Nicki Baty, COO at Freshpet, who's rewriting the playbook for second-in-command leadership inside a rocketship culture. In this revealing conversation, Nicki Baty opens up to host Sivana Brewer about pioneering a COO role from scratch, installing trust (in teams and at home), and building a business fueled by missionary drive, not mercenaries.Explore how to turn constant change into your secret weapon, earn buy-in when the North Star keeps moving, and design a culture that scales with speed without chaos.You can't afford to run on autopilot or yesterday's wins. Discover the steps that separate successful COOs from those stuck in a cycle of busyness. Listen now for exclusive insights you can't afford to miss. The next wave of growth is already here, and this episode holds the edge.Timestamped Highlights[00:00] - The one guarantee for every COO—how to win when change is constant[03:41] - Missionaries vs. mercenaries: Why purpose-driven teams deliver differently[07:40] - Moving a family across continents for growth—what business leaders really learn[12:11] - “Making room in the boat”: Building trust, networks, and resilient teams on the fly[19:12] - Nicki reveals how to plan post-onboarding in a brand new leadership role[23:35] - Finding your “most valuable pet parent” and reshaping the company around them[28:35] - The surprising power of Freshpet's pioneering spirit—and what big companies still get dead wrong[37:13] - The real difference between strategic priorities and tactical noise (and how most teams get stuck)About the GuestNicki Baty is the Chief Operating Officer at Freshpet, a company redefining the pet nutrition industry with its human-grade, refrigerated pet food. Formerly President and General Manager of Hill's Pet Nutrition US (Colgate-Palmolive), Nicki's career has spanned the globe—from the UK and Europe to Asia and the Americas. She is recognized for her track record in scaling organizations, her passionate belief in purpose-driven work, and her relentless focus on building trust and sustainable growth in fast-moving environments.

What if the biggest threat to your company's growth is how you show up every day—burned out, distracted, or just going through the motions? Most COOs know the cost of chaos, but few stop to ask what's driving it inside themselves.Enter Sunil Rajasekar, former President and CTO of Mindbody, who sits down with Cameron Herold for a no-holds-barred conversation about burnout, resilience, and building a global wellness empire with gratitude at its core. From the backstage mechanics of a platform used by millions to the secret link between world-changing tech and personal wellbeing, this episode delivers the eye-opening truths every leader needs.Listen now before your stress becomes your biggest blind spot. Actionable, exclusive, and radically honest. These insights aren't just a luxury, they're your lifeline.Timestamped Highlights[00:00] – What nobody tells you about burnout (until it's too late)[00:03:31] – Why Sunil reversed the script: an origin story you didn't expect[00:06:15] – The real reasons high-powered execs flame out (and how Sunil rebuilt himself)[00:14:23] – Two CEOs, one mission: Navigating seismic leadership transitions[00:16:50] – Under the hood of Mindbody: Why perfection on the surface means wrestling chaos behind the scenes[00:24:28] – The make-or-break moment for small businesses—and why most lenders get it wrong[00:29:32] – The war for tech talent and how to keep your team's soul intact[00:33:35] – What COVID proved about wellness, grit, and the “missionary vs. mercenary” divide[00:40:50] – The gratitude ritual that saved Sunil—and could save youAbout the GuestSunil Rajasekar is the former President and Chief Technology Officer at Mindbody, the global platform powering the wellness industry in over 100 countries. With more than two decades leading technology and product transformation at eBay, Intuit, Lithium Technologies, and then Mindbody, Sunil is renowned for scaling businesses that shape industries, without sacrificing the humanity at their core. His mission: Connect the world to wellness, one breakthrough at a time.

Are you trapped in operational chaos, fighting burnout, and searching for a formula that actually scales? You're not alone. This electrifying episode features Guillaume Bouvard, Co-founder, COO and CMO of Extend, as he sits down with Sivana Brewer to reveal the real-life victories and invisible battles behind explosive fintech growth. From his unusual rise at American Express to building a team of true experts (not just generalists), Guillaume exposes the proven rituals, painful lessons, and cultural shifts that unstick founders and COOs worldwide.If you've ever wrestled with hiring mistakes, boardroom pressure, or the fear of letting go, this conversation is your playbook for escaping overwhelm right now. Tune in for exclusive strategies you won't hear from the usual talking heads—and avoid the pain of staying stuck another quarter. Listen now, because your breakthrough can't wait and these field-tested insights are only found here.Timestamped Highlights[00:00] – The daring anti-micromanagement view that reshaped a whole company's culture[00:07:08] – Why Guillaume became COO and what most founders never tell you about picking partners[00:09:12] – How a “no two days alike” mindset powers world-class operations without chaos[00:12:27] – The little-known boardroom rituals that drive results, build trust, and end nasty surprises[00:19:44] – Guillaume's radical philosophy for staying engaged, focused, and unshakable against daily setbacks[00:21:01] – The breakthrough hiring lesson that can rescue any leader from burnout (before it's too late)[00:28:14] – Steal-this-process: Monday all-hands, relentless transparency, and celebrating the hidden heroes[00:34:29] – Real-life wins: How a single empowered team member triggered a market wave using curiosityAbout the GuestGuillaume Bouvard is the Co-founder, Chief Operating Officer, and Chief Marketing Officer of Extend, a venture-backed digital credit card platform revolutionizing spend management for banks and businesses. With more than two decades of leadership across American Express and international fintech, Guillaume blends corporate discipline with disruptive startup agility. His obsession with hiring world-class talent, building intentional culture, and empowering true ownership makes him a sought-after voice for COOs ready to scale with clarity and conviction.

What if your next breakthrough isn't more hustle, but ruthless focus on what actually matters?Scott Levy, Founder and CEO of ResultMaps, joins Sivana Brewer for a candid, zero-fluff conversation on why most CEOs and COOs are drowning in distraction and what separates “second in command” leaders who skyrocket growth from those stuck grinding. They pull apart why ambitious teams spiral into task overload, the critical metrics every department truly needs, and the battle-tested rituals that free up your brain for high-stakes decisions.Ready to step off the treadmill of constant fires, endless meetings, and “yet another platform” promises? This episode exposes the cost of delay and throws you a direct path out, real systems, real clarity, real results. If you wait, you risk another year of burnout and missed breakthroughs. Press play now for inside strategies unavailable anywhere else.Timestamped Highlights[00:54] – Why “good” content became too dangerous for Speaker A to binge (and what that reveals about focus)[02:09] – The real operations heartbreaks hidden behind entrepreneurial success stories[07:09] – Why small teams will devour giants in the AI revolution (the Special Forces lesson nobody teaches MBAs)[10:34] – The shockingly simple hack for bypassing bloated CRMs and running your pipeline on autopilot[12:02] – How to extract a Vivid Vision in 30 minutes—no trust falls required[16:13] – “Eff your feelings, follow the plan?” Dissecting the truth (and limits) of systemizing emotional chaos[26:52] – The fatal flaw of cascading goals—and what truly separates winners from burned-out operators[44:36] – The raw moment CEOs finally break—and why some refuse to suffer the same mistakes twice About the GuestScott Levy is the Founder and CEO of ResultMaps, a cutting-edge SaaS platform designed to help founders and leadership teams obliterate operational friction, scale clarity, and get real results. With a background spanning management consulting, software, and building systems for high-growth companies, Scott's passion is turning entrepreneurial chaos into decisive execution. He's especially known for integrating technology and coaching with powerful simplicity.

Are you overwhelmed by nonstop chaos, endless stakeholder demands, or the fear you'll break while scaling up? This episode delivers urgent answers for every COO, integrator, and senior ops leader pushing to get their head above water.Cameron Herold sits down with Kelly Knight, President and Integrator of EOS Worldwide, for a rare, candid look at the systems and mindset that power explosive growth and keep organizations aligned when everything feels impossible. Kelly lifts the curtain on EOS's real role in revolutionizing the “second in command” function, gives you her hard-won playbook for winning over visionaries, and exposes how elite integrators preserve culture, even through private equity takeovers and seismic business model shifts.Stop guessing and start winning. Listen now to avoid burnout, grab proven EOS secrets, and finally align your team before something breaks. These insights are exclusive, actionable, and you won't hear them anywhere else.Timestamped Highlights[00:00] – Chaos or clarity? How EOS aligns human energy when everything's changing[00:02:41] – Why most “second in command” titles are missing the mark (and where EOS fits in)[00:03:27] – The system for managing human energy that built a raving fandom[00:07:14] – Inside the “VI Duo”—the secret sauce that powers badass leadership teams[00:10:11] – One killer meeting rhythm that keeps visionaries and integrators in lockstep[00:13:02] – From outsider to integrator: Kelly's surprising first 90 days and the mistake even top COOs make[00:17:03] – Private equity chaos? How Kelly realigned 27 stakeholder groups and survived[00:27:01] – Navigating massive change: Candid truths about communication, relationships, and earning trust[00:29:44] – Why EOS failed at software and the power of doubling down on your “hedgehog”About the GuestKelly Knight is the President & Integrator of EOS Worldwide, the pioneering force behind Entrepreneurial Operating System®. Known for her expertise in scaling operations, leadership development, and stakeholder alignment, Kelly has guided EOS through private equity acquisition and global expansion. She regularly mentors visionary-operator duos around the world, helping them navigate change and build lasting company culture.

What if you could transform a team of rookies into high-performing, loyal leaders and stay sane in the process?This episode delivers an unfiltered look inside the mind of Richard Comitz, Chief Operating Officer of American Corporate Partners, a West Point PhD and retired Army Lieutenant Colonel now leading one of America's most mission-driven nonprofits. He sits down with Narrator to unpack the proven discipline, radical transparency, and mentorship strategies he honed in combat and now deploys to scale an 80-person organization serving over 5,000 mentorships nationwide.Want to dodge burnout, ignite next-gen talent, and finally get your CEO partnerships working for—not against—you? Listen now. Skip it, and you risk getting buried by the next Ops crisis. This is an urgent, inside-access episode you won't find anywhere else.Timestamped Highlights[00:00] – The leadership power move that made junior staff instantly trust Richard Comitz[00:04:12] – Why a PhD, combat zones, and organic chemistry are COO superpowers (and how higher ed nearly cost him)[00:08:48] – How to “inherit” a role from a founder without clashing or caving[00:13:05] – The secret architecture behind training 60+ brand-new hires (and spotting future all-stars fast)[00:15:53] – Shocking truths of what actually works to fight young-employee burnout and what never does[00:19:30] – Hidden mentorship hacks that win powerful partners in Fortune 500s[00:23:16] – Does military “figure it out” energy work with Gen Z? The raw reality from the field[00:37:26] – Navigating founder-CEO rigidity and pitching bold new ideas (without ending up fired)About the GuestRichard Comitz is the Chief Operating Officer of American Corporate Partners (ACP), a powerhouse nonprofit connecting U.S. veterans and military spouses with Fortune 500 mentors for next-level careers. A retired Army Lieutenant Colonel, West Point organic chemistry instructor, and experienced higher education COO, Comitz is celebrated for turning disciplined military leadership into explosive organizational growth in both the public and nonprofit sectors.

What if the difference between scaling up and burning out comes down to just one overlooked decision you make today?In this exclusive Second in Command episode, Cameron Herold sits down with Jon McNeill, former President of Tesla and COO of Lyft, and current CEO and Co-Founder of DVx Ventures, for a bold, eye-opening deep dive into the raw realities of being second in command at companies that redefine entire industries.You'll hear battle-tested lessons on navigating visionary founders, eliminating organizational bloat, and building operating systems that drive exponential growth, plus what most leaders get dead wrong about innovation, hiring, and execution at scale.If you crave real-world playbooks and not more recycled platitudes, hit play now. Miss this conversation and risk falling into the same chaos that sinks even the greatest companies. Listen today to steal field-proven COO frameworks you won't hear anywhere else before your competition does.Timestamped Highlights[00:03:16] – The $108 million mistake: why Jon McNeill turned down Uber and Tesla before they became giants[00:07:22] – From Bain to boardrooms: how Cameron Herold went from $1.8B to $20B in 30 months[00:14:49] – What it really feels like to drop into Tesla's leadership team—no roadmap, only chaos[00:17:04] – The pivotal moment Cameron Herold broke the rules at Tesla and why Elon Musk said “You'll fit right in”[00:21:09] – The “Big Thing” meeting—the deceptively simple method Cameron Herold stole from Facebook's top minds[00:26:43] – How to push back (and win) with the world's most demanding CEO[00:36:11] – The ruthless self-topgrading system that kept Tesla lean—could you survive it?[00:47:11] – Tesla's “Algorithm” revealed: the counterintuitive systems any leader can stealAbout the GuestJon McNeill is the former President of Tesla and COO of Lyft, a renowned serial entrepreneur, and current CEO and Co-founder of DVx Ventures. Recognized for multiplying company valuations and pioneering operational mastery at the world's most innovative companies, Jon now empowers founders and operators to scale with speed and discipline. His latest book, The Algorithm, reveals the operating system behind Tesla's success and is quickly becoming a must-read for growth-focused leaders.

Ever wonder why some COOs scale businesses to legendary heights while others get swallowed by chaos and politics? If you're craving clarity, confidence, and uncommon edge in your second-in-command role, this Fan Favorite episode is your wake-up call. Cameron Herold sits down with Matt MacInnis, COO of Rippling and co-founder of Inkling, for a raw, actionable conversation about the real challenges behind hyper-growth, hiring, trust, and culture. They dig into what makes the COO role so “special,” how to build a game-changing flywheel, and why patience, precision, and authenticity are the ultimate power moves.The pain of “going it alone” is real. Tune in to learn how to avoid disaster, dodge politics, and harness proven tactics you won't find in any business book. Don't wait until burnout bites. Listen now for fiercely exclusive COO insights, bold truths, and systems that will let you scale smarter, not harder.Timestamped Highlights[00:02:22] – The hidden pain in HR, IT, and how Rippling breaks the “original sin” of bad data[00:05:55] – Why Matt almost walked away—then got schooled by Parker's contrarian “rocket ship” logic[00:08:30] – The untold power of preexisting trust between CEO and COO—and what happens if you hire without it[00:12:49] – Topgrading secrets: Why most executive hiring fails and how to get it right (even when everyone says they're an “A player”)[00:15:44] – Copilot dynamics: How Matt and Parker run the company with surprisingly little contact (and why it works)[00:19:18] – Should you debate the CEO in front of the team? The cathartic, risky art of public disagreement[00:23:13] – Inside Rippling's flywheel advantage—what Salesforce, Facebook, and Brex did differently and why you can too[00:31:04] – Killing bureaucracy and politics: The simple rule for hiring and process that most leaders ignore[00:39:29] – The brutal, proven formula for layoffs: What Sequoia teaches (and how to survive the “survivor's guilt”)About the GuestMatt MacInnis is the Chief Operating Officer of Rippling, a revolutionary all-in-one HR and IT platform transforming how businesses scale and manage people. Matt was also the co-founder and CEO of Inkling, a mobile learning platform that raised over $100M before its acquisition. With deep roots at Apple and a Harvard engineering degree, Matt blends big-company brilliance with entrepreneurial firepower. He's known for breaking boring business norms and igniting hyper-growth, all while refusing to tolerate politics, inefficiency, or shallow executive hiring.

Feeling the pressure to scale but terrified of losing your best people, or watching team morale dissolve as your business grows?This episode, guest host Sivana Brewer gets real with Isaac Tobelen, current CMO at Springs Rejuvenation and seasoned COO, on the inside challenges of recruiting, retaining, and motivating talent in rapid-growth settings. Isaac shares proven systems for hiring culture-aligned operators, the brutal mistakes that cost him top performers, and how “Innovation Day” became a surprising game-changer for agency culture.If you want actionable tactics to build a resilient team and avoid silent exits, listen now, not later. Your next big hire, retention strategy, or culture upgrade may hinge on these lessons. Tune in for exclusive, hard-won insights that most COOs only learn the hard way.Timestamped Highlights[00:00] – The “quiet risk” that nearly cratered Isaac's agency and why losing one key player can trigger a domino effect[03:08] – Rewiring direct response marketing for an unexpected industry and scaling it to $1.2M/month[08:59] – Why competitors keep stealing Isaac's ads, but can't touch his team's execution[11:08] – The secret overlap of visionary CEO and practical COO—why it worked for Isaac and Ashton[13:49] – How teaching people “how to think” crushed micromanagement and burnout[15:02] – The counterintuitive hiring process that filters for real values (not just resume skills)[24:29] – Unconventional interview tactics, homework, and the non-negotiables that reveal true fit[32:00] – “Innovation Day” revealed – How letting teams fail forward built trust and inspired breakthrough creativity[38:11] – Isaac's 2 biggest mistakes: concentrated risk and a disastrous acquisition—what he'd do differently[52:44] – Is AI really changing everything? Isaac's blunt take on what's hype, what actually matters, and why talent must upskill nowAbout the GuestIsaac Tobelen is the Chief Marketing Officer at Springs Rejuvenation, a leader in stem cell and exosome therapy. Previously, he was COO at Hemon Media, where he scaled the agency to $500K/month in 18 months, managed $36M+ ad budgets, and built high-performing teams from scratch. Isaac is known for his systems thinking, rapid operational scale, and real-world people development.

Ever wondered how legendary operations leaders onboard 800 seasonal hires for world-class performance in just 30 minutes? What if your biggest edge wasn't tech, but radical clarity, proven systems, and the courage to democratize what most companies hide?In this revealing conversation, guest host Sivana Brewer sits down with Tom Root, Managing Partner at Zingerman's Mail Order and a driving force behind its remarkable open-book management culture. Tom isn't just running a $24M operation; he's helping to architect the Zingerman's way, a playbook that turns consensus, culture, and scientific thinking into a market advantage.Dive in to discover how Tom's team hires 800 people for the holidays, keeps SOPs thrillingly relevant, leverages just-in-time knowledge systems, and makes “lean” truly work. If you crave real answers on scaling without chaos or losing culture, THIS episode is your exclusive playbook to operational victory. Listen now to avoid another year of stalled growth, outdated systems, and disconnected teams.Timestamped Highlights[00:00] – Why “democratization” is a double-edged sword for accountability[03:07] – Zingerman's wild origin: Russian anarchists, consensus, no classic CEO—and their bold growth vision[06:37] – Why illustrated food (not photos) is marketing magic…and why it works[13:27] – The single ops lever for onboarding 800 people in 30 minutes (no, it's not superstar managers)[17:28] – Secrets behind just-in-time knowledge, digital twins, and how training is dead[23:15] – “Tim's Law”: What happens when only one person “knows everything” and how to fix it[28:41] – Radical SOP audits, the core mistake most leaders make (and how Tom solved it)[31:39] – How open-book management paid off $300K debt and kept Zingerman's profitable every year since[42:09] – Scientific thinking vs. the “tools” trap, and why organizations resist outsidAbout the GuestTom Root is Managing Partner at Zingerman's Mail Order, part of the legendary Zingerman's Community of Businesses in Michigan. He's recognized for championing open book management, building empowered teams, and pioneering proven operational systems that help Zingerman's scale their beloved brand while keeping culture alive. Tom's unique perspective joins hands-on leadership with a background in tech, manufacturing, and continuous improvement.

Struggling to scale your law firm or lead expert teams without burning out or losing your edge? You're not alone. In this episode, Cameron Herold brings you an unfiltered, radically honest conversation with Dan Cuneo, CEO of Melone Hatley. Dan reveals the surprising truth behind law firm growth, why lawyers love culture but hate change, and the communication systems driving results in a multi-office, 100+ employee business.What does it really take to compete, attract talent, and thrive when AI, client demand, and team alignment keep shifting? Get the inside playbook, raw stories, and proven systems to finally build sustainable scale, without sacrificing humanity or profit. Listen now, because the biggest risks are waiting, hoping, and copying what every other law firm is already doing. This episode delivers exclusive, actionable strategies that win with today's top talent and future-proof your firm.Timestamped Highlights[00:00] – The one business skill most lawyers are missing (and why it holds firms back)[04:10] – How Melone Hatley picks winning markets and why they avoid the “big city trap”[07:25] – Recruiting smart attorneys: drive vs. ambition, culture fit vs. pure skill[10:54] – Topgrading and the secrets to high-impact, low-turnover legal hiring[13:21] – Can a non-lawyer run law firm ops? Why Dan says “it depends,” and what really matters[15:31] – From band-aids to sustainable hires: scaling up, alignment, and culture that actually sticks[17:15] – The silent killer: how misalignment eats into growth (and what to do about it)[20:18] – The real impact of AI in law: opportunity, risk, and what Dan refuses to automate[25:26] – Marketing channels that don't work anymore and how Dan finds blue ocean opportunitiesAbout the GuestDan Cuneo is the CEO of Melone Hatley, a rapidly scaling multi-state family law and estate planning firm known for its aggressive, people-first approach to talent and market expansion. With 100+ team members across multiple offices, Dan is a rare law firm leader who combines litigation experience with a relentless business-building mindset. He's a TEDx speaker, champion of culture-first leadership, and a voice for operational innovation in a tradition-resistant industry.

Are you tired of chaotic operations, burned-out teams, and the relentless pressure to execute big visions without breaking yourself in the process? In this can't-miss fan favorite episode, Cameron Herold goes deep with Griff Long, former COO of Orangetheory Fitness, a leader who's transformed personal growth and business results at some of America's top brands. If you're a second-in-command, exhausted by firefighting and silo wars, this conversation will shake up your playbook. Griff shares battle-tested leadership secrets, why people (not processes) matter most, and how data-driven innovation is gripping the fitness world.Skip another mediocre “growth” podcast. Listen now to avoid the #1 pain point for COOs: stagnant teams, missed opportunities, and burnout. This is your backstage pass to proven strategies and exclusive insights you won't get anywhere else.Timestamped Highlights[00:00] – Why this episode is a fan-favorite (and why you need it now)[00:28] – Griff's devastating rookie mistake and how it reshaped his approach[01:24] – The “double threat” that got Griff hired at Orangetheory[03:09] – The surprising science and secrets behind Orangetheory's addictively sticky workouts[09:33] – Griff's golden thread technique for obliterating silos and boosting buy-in[13:00] – Why running corporate-owned studios is Orangetheory's secret weapon[16:02] – How Griff rebuilt the org chart and what every COO should copy[19:20] – Laser focus vs. death by a thousand cuts: How to avoid competitive distraction[25:19] – Griff's top-three leadership lessons (and the #1 thing he'd tell his 22-year-old self)[34:08] – The red/yellow/green “traffic light” playbook for direct reports and leadership developmentAbout the GuestGriff Long is the former COO of Orangetheory Fitness, blending 25+ years of hands-on leadership with a passion for measurable growth and elite team culture. Known for scaling fitness giants like PureBar and SoulCycle, Griff has rebuilt teams, crushed operational bottlenecks, and championed transformations using data and heart. He's a US Triathlon Coach, a Six Sigma Green Belt, and a master at developing people before processes—essential context for any COO facing existential growth pains.

Ever wonder why some companies feel magnetic while others are just…a job? If you believe company culture is fluff, this conversation will put you on your heels. Cameron Herold sits down with Amy Emberling, Managing Partner of the legendary Zingerman's Bakehouse—a $16M+ artisan bakery with a cult following and a blueprint for employee loyalty big brands envy. Together, they pull back the curtain on Zingerman's famed “Community of Businesses,” why profit isn't a dirty word, and how even a manufacturing team can become fiercely passionate.Don't settle for endless turnover, disengaged people, or another bland org chart. Discover the real-world actions and surprising rituals that transform frontline staff into owners (and skeptics into super-fans). Listen now because one insight could radically shift your retention, results, and reputation. This episode delivers the practical and emotional gut-punch you won't find anywhere else in operations podcasts.Timestamped Highlights[00:00] – Why showing vision to new hires exposes if they really want to learn (or not)[03:01] – How an Ann Arbor Deli became a multi-business giant—without franchising[07:07] – The origin myth: Saying "no" to chains and revolutionizing local growth[09:33] – Why Zingerman's refuses to franchise (and why profit wasn't the goal)[14:43] – The surprising role of vision statements and posters in a baking plant[16:10] – Handshakes over contracts—trust, ownership, and radical accountability[19:27] – Secret sauce: How weekly "appreciations" meetings melt even the toughest shells[25:43] – Culture hacks that turn hourly hires into a vibrant, all-in teamMentioned ResourcesZingerman's Community of BusinessesAri Weinzweig (Zingerman's Co-Founder)Paul Saginaw (Zingerman's Co-Founder)Zingerman's Bakehouse (Amy's business)Zing TrainZingerman's Bakehouse Book, Celebrate Every Day Book1-800-GOT-JUNK (culture reference)Great Little Box CompanyAbout the GuestAmy Emberling is Managing Partner of Zingerman's Bakehouse, Ann Arbor's nationally acclaimed artisan bakery. Leading a team of 150, she helped scale Zingerman's into a powerhouse community business known for its uncompromising...

Are you tired of feeling trapped in the chaos of scaling, with too many projects and not enough clarity on what actually drives growth? In this episode, host Cameron Herold sits down with Josh Post, COO of Cabochon Group and longtime COO Alliance member, for an emotionally raw, practical conversation about breaking out of operational overwhelm.Josh reveals how he went from reluctant family business leader to proven integrator, leading turnarounds, managing conflict, and creating systems real teams can actually use. From delegating all the right things to mastering financial fluency, you'll get the strategies and truth bombs most COOs wish they had known at the start.If you're hungry to escape burnout and unlock your next level as a second-in-command, listen now to avoid the expensive mistakes nearly everyone makes while scaling. This episode delivers unfiltered wisdom you won't find anywhere else, and the urgency to take action before chaos catches up with you.Timestamped Highlights[00:00] – Why most owners don't know how their business really makes money (and what to do about it)[03:25] – The journey from accidental entrepreneur to turning around failing operations[06:00] – Exclusive lessons learned surviving and thriving inside – a family business[10:19] – How Josh navigated a tense partner buyout and instantly simplified everything[13:46] – Choosing the right leadership roles: birth order, strengths, and painful missteps[16:09] – The only books and frameworks that actually moved the needle (and why “just-in-time learning” beats old-school reading habits)[20:22] – From swinging hammers to overseeing finance – demystifying numbers when you're not a CPA[26:42] – Weekly pulse meetings, candid conflict, and the real CEO-COO dance[29:04] – How fractional COO work revealed the true bottlenecks in small business growth[33:13] – The most costly mistake COOs make (and how Josh trains owners to finally be “all in”)About the GuestJosh Post is an industry-recognized Business Turnaround Expert and Fractional Chief Operating Officer who specializes in business recovery, optimization, and rapid growth. Between his position as a COO with The Cabochon Group of Companies and his work as an Independent Expert, he manages a diverse portfolio of over $57 Million spanning several industries.From streamlining operations and accounting to marketing and even acquisition, The Cabochon Group of Companies is the ultimate business support hub where businesses can access a unified strategy from a single source of seasoned professionals that provide a comprehensive, integrated experience.As a Fractional COO and Business Advisor Josh leverages his expertise to provide businesses with targeted, one-on-one guidance on the critical challenges threatening operations. Through resources like his signature business assessment, the Business MRI, he's able to hone in on the root issues, tailoring strategies that work.He credits the COO Alliance for helping him to overcome imposter syndrome, teaching him how to harness his strengths as a Galvanizer and Enabler to drive execution and momentum at scale.

What if the real key to scaling your business isn't a revolutionary product, but your ability to build a culture where “weirdness” is an asset and radical respect transforms politics into partnership? In this electric episode, Cameron Herold sits down with John McDonald, Chief Operating Officer at Poshmark, to unpack how one of the world's most beloved marketplaces keeps growing in spite of Goliath competitors and shifting markets.Together, they reveal why most leaders get core values wrong, how Poshmark keeps small sellers winning (not just the giants), and what it truly takes to expand internationally without derailing your DNA. John's stories are real, the lessons are battle-tested, and you won't find a paint-by-numbers playbook here—only hard-won insights and rare candor from inside the trenches.Don't wait. Listen now to avoid building a company that stalls at “good enough,” or tears itself apart scaling fast. This episode unveils systems, strategies, and human truths you won't hear anywhere else.Timestamped Highlights[00:00] – Why this “fan favorite” episode is back and the lesson it delivers for every second-in-command[02:20] – What Harvard Business School actually teaches about decision-making in chaos[05:28] – Unmasking Poshmark's origin: Why the human touch, not tech, is their unfair advantage[09:00] – The $1,000 sneaker flip… and how Poshmark makes money (no nickel-and-diming)[13:24] – What really changes when you grow from 35 to 400+ people (and where companies go wrong)[19:41] – How they killed company politics and the “respect” system that keeps silos from forming[23:04] – Are your “core values” just words? The surprising reason Poshmark's work (and most don't)[28:37] – How Poshmark protects small sellers—and why giving back unlocks explosive growth[33:57] – The dangerous moment for org charts: when matrix thinking becomes non-negotiable[40:55] – Why learning to listen is the hardest (and most critical) leadership skill for COOsAbout the GuestJohn McDonald is the Chief Operating Officer of Poshmark, a leading social commerce platform revolutionizing how the next generation shops and sells. With a deep background in marketplace management (including eight years at eBay), John's powered Poshmark's exponential growth and built culture-first teams that thrive. He's a Harvard MBA, an operations architect, and a fierce advocate for scaling with love and discipline.

What if the most valuable currency in your career isn't money, but authentic relationships nobody can take away?In this urgent episode, guest host Sivana Brewer digs deep with John Rubino, COO and founder of JID Investments and a US naval aviator turned business leader. Together, they unravel how military discipline, open-book honesty, and relentless connection-building are the forgotten keys to thriving in today's high-stakes market.Discover the proven systems, mindset shifts, and emotional skills John uses to lead through market chaos, burnout, and uncertainty. If you're tired of surface-level business advice and want the real trade secrets to scaling impact and resilience, you need this now.Listen or risk missing out on the exclusive moves that successful second-in-commands use to win, when everyone else is underwater.Timestamped Highlights[00:00] – Transitioning from Navy pilot to COO: war stories behind real discipline[02:05] – How John's military roots shaped his leadership style and investor trust[04:40] – The wild pivot: launching a business before leaving active duty[07:07] – Top Gun moments, family legacies, and the dream of commanding multi-million dollar assets[10:53] – Secret systems for managing 18+ deals and 200+ investors without chaos[14:02] – Navigating COVID uncertainty—how top COOs adapt and overcome[17:02] – The hidden ROI of real relationships and why most companies are doing it wrong[29:44] – Masterminds and tribe thinking: the best advice John gives his own kids[34:02] – John's high-impact daily process for balancing work, team, and personal lifeAbout the GuestJohn Rubino is the COO, founder, and co-managing partner of JID Investments, where he's raised over $45M and delivered returns across dozens of real estate projects for 200+ investors. With more than 20 years as a U.S. naval aviator followed by a decade in private equity, John is renowned for his disciplined, relationship-first approach to investing and leadership. He also coaches real estate and financial professionals in strategic wealth-building at KW United Wealth.

Are you secretly worried your growth will wreck the “family” vibe in your business or that tighter systems will make top talent leave? In this episode, Sivana Brewer interviews Erica Wright, COO of VRA Realty, whose systems-first playbook catapulted the brokerage from 85 to 115 agents, spanning five states.They dig into the raw truth of building infrastructure for explosive scale (without losing loyalty), balancing tough accountability with real compassion, and leading teams remotely while launching new ventures abroad. Discover how Erica harnessed her psychology and sales background to build trust, manage visionaries, and create a culture where hard conversations actually drive growth.Don't miss this episode if you want to avoid costly attrition, burnout, and lost culture. Listen now for exclusive, actionable insights. These proven moves aren't taught anywhere else!Timestamped Highlights[00:00] – Erica's bold entry: transforming chaos into compliance with her first CRM rollout [05:51] – How a psychologist became an operations powerhouse (and opened 8 offices in 6 months) [09:45] – Balancing ambition and deep family ties after personal loss—the surprising lessons for remote executives [13:46] – Color-coded calendars and time-blocking rituals: how Erica runs five business lines from Mexico [16:01] – Her step-by-step playbook for deciding what to delegate, outsource, or tackle solo [19:11] – The “idea overwhelm” dilemma—how to hold visionaries accountable to the real mission [21:37] – Inside the first 90 days: building trust, rolling out new systems, and avoiding agent revolt [25:27] – The truth about “family cultures”: love, accountability, and how to fire without guilt [28:07] – Why being COO feels lonely (and what to do about it, ven if you're building a team abroad) [31:31] – Emotional management, therapy sessions, and creating radical honesty in a high-turnover industry [39:28] – Erica's regrets—and #1 advice for any new COO about setting boundaries with their CEO [41:05] – Her next big move: remote work, funds management, and two brand-new business launchesAbout the GuestErica Wright is the Chief Operating Officer of VRA Realty, a fast-growing boutique real estate brokerage now spanning five states and over 115 agents. Known for her powerhouse systems mindset and global operations expertise, Erica engineered VRA's scale through smart hiring, process revamps, and authentic relationship-building. She brings a rare blend of psychology, direct sales, and hands-on leadership from international markets, transforming loosely organized teams into high-accountability, high-loyalty cultures. Erica is also the founder of Steven's Wings, a nonprofit for underserved youth, and is launching “This Might Be a Bad Idea”—a podcast about life and leadership abroad.

What if building world-class company culture could slash turnover, ignite team loyalty, and make you love coming to work, even after 14 years in the trenches? In this electrifying episode, guest host Sivana Brewer dives deep with Vincent Malizia, Co-Owner and Chief Culture Officer at A1 Roofing, to reveal how a "people first" mindset transformed his business. They unpack how working alongside family, delegating with trust, and prioritizing fulfillment (inside and outside work) create truly sustainable success. You'll hear raw stories, unconventional tactics, and hard-earned lessons on leadership, autonomy, and building a company that people actually brag about.Listen now to discover proven strategies that will help you avoid endless burnout, break free from revolving team doors, and stand out with powerful emotional intelligence. This is an exclusive, story-rich episode, a must-hear for any operator or leader ready to love their business (and life).Timestamped Highlights[00:00] – Why most people who resist change eventually check out, and how Vincent attracts “let's go” energy[01:14] – The unexpected origins of A1 Roofing: family hustle, college lessons, and sharing everything[08:04] – When company leaders choose team dignity over difficult clients—winning big by walking away[09:08] – How investing in health benefits, retreats, and family flexibility created a magnetic culture[12:32] – Unlimited PTO and summer Fridays: why radical time-off policies actually increased productivity[13:01] – The surprising drop in turnover rate, and how Vincent's approach crushed industry averages[15:14] – Why giving up Saturday work fueled energy and fulfillment for tough field roles[22:27] – How moving from “doing it all” to scalable systems unlocked Vincent's passion (and his sleep)[27:02] – Mentorship, leadership meetings, and a wild commitment to personal growth—all in the real world[34:10] – Inside the rare, drama-free CEO/COO partnership—what makes “ego-free” collaboration last[39:55] – How AI transformed operations and supported team members with real challengesAbout the GuestVincent Malizia is the Co-Owner and Chief Culture Officer of A1 Roofing, a leading commercial roofing company serving the New York tri-state region. Known for his 14+ years of people-first leadership, Vincent rebuilt A1's company culture from the ground up—cutting turnover by more than half and fostering a team of nearly 100 employees. He's recognized for his advocacy of autonomy, meaningful recognition systems, family-friendly policies, and investing in mentorship at every level.

Are you secretly wondering if your team has what it really takes to scale across borders, cultures, and chaos?In this episode, Jim Lutzweiler sits down with Jim Lutzweiler, Global COO at ForAfrika, to pull back the curtain on what actually makes world-class teams tick. From the dirt floors of Ghana to the boardrooms of Fortune 500s, Jim's been the fixer for mission-driven giants—solving people, culture, and growth puzzles in over 100 countries.If you're tired of surface-level leadership advice and ready to learn the real, gritty skills for building resilient teams, breaking silos, and driving impact under fire, this conversation is your competitive edge. Listen now to dodge the pain and political landmines of hiring wrong, failing succession plans, or losing visibility on what actually matters.This episode delivers battle-tested wisdom for COOs who want to thrive. Miss it, and you'll be left behind. Only here will you find these raw, proven insights. Don't skip this one.Timestamped Highlights[00:00] – The no-surprises rule that keeps leadership out of the headlines (and how silence wrecks your team's brand)[02:10] – From Peace Corps mud huts to C-suite: why relentless curiosity built Jim's game-changing career trajectory[05:33] – Why hiring for passion isn't enough—developing the DNA for unstoppable teams across 8 countries[12:17] – When a single email kills your funding: navigating shock, recovery, and reinvention under global donor cuts[16:48] – The “BMW engine” mentality that rewired how Jim builds high-output teams[20:07] – How to spot (and fix) hidden silos—and why most leaders get blindsided[34:10] – In-person secrets: the critical moves that build (or break) trust when screens won't cut it[51:31] – Working with visionaries: telling your CEO the hard truth and loving your “number two” seatAbout the GuestJim Lutzweiler is the Chief Operating Officer at ForAfrika, an NGO transforming lives by unlocking Africa's resources to help its people thrive. With over 25 years of experience in international development, including work across 100 countries for governments, NGOs, and Fortune 500 companies, Jim is recognized for building resilient teams, leading successful change initiatives, and managing complex projects at scale.

Ever feel overwhelmed by the impossible task of scaling a team without losing your soul or your culture? You're not alone… or powerless.In this episode, Sivana Brewer is joined by David Chol, COO of Vanguard Properties, for a candid conversation about breaking through isolation, banishing burnout, and the rare leadership moves every operator needs to hear (but never gets taught).They dive deep into why “quality over quantity” culture trumps complexity, how to actually build people (not just systems), and what happens when you ditch the rulebook and trust your gut. Learn proven ways to create psychological safety, unleash autonomy, and develop team members you never realized were hiding in plain sight.Listen now if you want a legendary team, not headaches. Tune in today to steal the strategies you won't find on any corporate checklist and avoid the silent cost of letting your best people stagnate.Timestamped Highlights[00:00] – The wild, serendipitous story of how an overseas friendship turned into a game-changing recruiting move[01:24] – “Quality over quantity”: The Vanguard way of winning big without getting bigger[04:46] – Why career-crushing heartbreaks can open doors to your best opportunities—and why David welcomes them[10:17] – There was no playbook: What happens when you're handed your “dream job” and left to sink or swim[13:15] – Surprising truths: What David really discovered about himself when the safety nets disappeared[19:04] – The secret to creating a culture of radical autonomy without chaos—or loss of accountability[21:10] – Why most interviews are fake (and how to truly get to know someone before you hire them)[31:35] – The 15-calls-a-day ritual: The proven method that keeps hidden talent from falling through the cracks[38:03] – Exactly how to keep your best people growing—plus the overlooked dangers of ignoring their untapped skills[42:07] – The harsh realities no one tells COOs about—plus honest ways to navigate “second in command” constraintsAbout the GuestDavid Chol is the Chief Operating Officer of Vanguard Properties, the Bay Area's largest independent and LGBT-led brokerage, boasting 500+ agents and a forty-year legacy. A lifelong real estate operator with roots ranging from private equity to technology, David is known for building standout cultures and pioneering people-first leadership strategies that drive growth, even when markets are in turmoil. At Vanguard, he champions autonomy, radical honesty, and transforming hidden staff potential into real company wins.

Are you facing the pressure to reinvent your business before it's too late? Imagine your cash flow vanishing, your team at risk, and your market shifting overnight.In this candid, deeply human episode, Sivana Brewer talks to Ruth Velez, COO and co-founder of Vinali Group, who led her company from the brink of collapse during COVID through a string of audacious pivots to global growth. Ruth exposes the real emotional rollercoaster behind leading with your partner, building culture across borders, hiring and keeping amazing talent, and never losing faith, no matter how chaotic it gets.This episode isn't just about operations, it's about surviving, adapting, and growing stronger together. Listen now to avoid the pain of stalling out, wasting years on the wrong models, or letting fear keep you stuck. Don't miss Ruth's rare, actionable insights. You won't get this level of honesty or inside story anywhere else.Timestamped Highlights[00:00] – The bold moment Ruth and her husband decided failure was NOT an option[02:50] – How COVID nearly destroyed their staffing business—and the exact pivot that saved them[03:59] – Recruiting from Colombia: training from scratch to building a cross-border powerhouse[05:45] – Nearshoring vs. offshoring: hidden advantages for cost, culture, trust[08:52] – Security, HR, and team-building—the true reasons to use a staffing partner[12:00] – Grit and transparency: the secret to client loyalty during chaos[17:48] – Marriage + business: the COO/CEO dynamic, picking which wild ideas to follow[24:06] – Being the “options queen”—conquering doubts and finding your strengths[33:42] – Building legacy: raising entrepreneurial kids in a family business[35:34] – Only work with clients who TRULY fit—how that changed everythingAbout the GuestRuth Velez is COO and co-founder of Vinali Group, an international nearshore staffing company headquartered in Orlando, FL with offices in Colombia and across Latin America. Ruth is known for operational excellence, culture-building, and helping US companies leverage nearshoring for both trust and talent.