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

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

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Welcome to the “Second in Command” Podcast hosted by Cameron Herold, brought to you by the COO Alliance, where top-level COOs share their insights, tactics, and strategies that made them the Chief Behind the Chief. Cameron Herold founded the COO Alliance with one simple goal in mind: to provide COOs with the same professional development and growth opportunities CEOs have enjoyed for many years. COO Alliance is the world's leading network for the Second in Command. Cameron Herold is a top business consultant, best-selling author, and speaker. He’s the mastermind behind hundreds of companies’ exponential growth and he’s touched thousands of businesses indirectly through his work.Copyright 2026 Second in Command with Cameron Herold Economía Exito Profesional Gestión Gestión y Liderazgo Liderazgo
Episodios
  • Ep. 570 - The Virtual Hub COO Arnold le Rutte - How Strong Systems Create Hopeful Results

    Ep. 570 - The Virtual Hub COO Arnold le Rutte - How Strong Systems Create Hopeful Results
    Apr 14 2026
    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, who went from retail entrepreneur to running the nerve center of a 300+ strong offshore team. Together with our new podcast host, Lindsay Smith, 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 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.🔗 LinkedIn | WebsiteMentioned ResourcesVancouver and Boston COO eventsBarbara TurleyAsana (software)About the Co-HostLindsay Smith is an experience-driven growth strategist and former Chief Strategy Officer who scaled a new region without a traditional sales team or bloated marketing budget by turning relationships, culture, and execution into revenue. She is the author of No One Needs Another Company Mug. Stop Branding. Start Experiencing and helps leadership teams use experience as a competitive growth lever.🔗 Connect with Lindsay on LinkedInImportant 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 Cameron’s leadership 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 and co-hosted by Lindsay Smith. Brought to you by COO Alliance. Production and editing by Podcast Your Brand.
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    53 m
  • Ep. 569 - Pearl COO Ben Plomion - How Top COOs Crush Chaos and Build Pro Teams

    Ep. 569 - Pearl COO Ben Plomion - How Top COOs Crush Chaos and Build Pro Teams
    Apr 9 2026
    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.🔗 LinkedIn | WebsiteMentioned ResourcesGumGumAnthropic ClaudeChatGPTHubSpotGoogle DriveOKR (Objectives & Key Results)Amazon “70% data principle”Get Scalable by Ryan DeissAbout the Co-HostSivana Brewer is a Fractional COO for Remote Teams and former COO at Closers.io, where she helped scale the company to multiple eight figures and built over 500+ sales teams in just 2.5 years. She specializes in leadership development, remote operations, and systems that empower teams to grow sustainably.🔗 Connect with Sivana on LinkedInImportant 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.Sponsored byNext Level Growth - A proven system designed to help entrepreneurs scale their businesses with clarity, accountability, and the right strategic support to reach their next stage of growth.Learn more: https://www.nextlevelgrowth.com/
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    46 m
  • Ep. 568 - TextNow COO Lindsay Gibson - How to Rebuild Culture (and Yourself) in Crisis

    Ep. 568 - TextNow COO Lindsay Gibson - How to Rebuild Culture (and Yourself) in Crisis
    Apr 7 2026
    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.🔗 LinkedIn | WebsiteMentioned ResourcesBlackBerryChatGPTCursorReclaimT-MobileAT&T“Burnout” (book)About the Co-HostSivana Brewer is a Fractional COO for Remote Teams and former COO at Closers.io, where she helped scale the company to multiple eight figures and built over 500+ sales teams in just 2.5 years. She specializes in leadership development, remote operations, and systems that empower teams to grow sustainably.🔗 Connect with Sivana on LinkedInImportant 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.
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    46 m
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