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

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.🔗 LinkedIn | WebsiteMentioned ResourcesWarby ParkerEvolveDale Carnegie – "How to Win Friends and Influence People"Lean Six Sigma – DMAIC frameworkSlackNetflixAbout 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 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/

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.🔗 LinkedIn | WebsiteMentioned ResourcesTraction by Gino WickmanScaling Up by Verne HarnishExtreme Ownership by Jocko WillinkGood to Great by Jim Collins10x Is Easier Than 2x by Dan SullivanAbout the Co-HostLindsay Smith is an experience-driven growth strategist and former Chief Strategy Officer. This marks her first episode as official co-host of the podcast. She previously 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.Sponsored by:Redirect Health - Affordable healthcare benefits designed to make traditional insurance optional, with 24/7 access to primary care and Rx support that helps businesses reduce costs while keeping employees covered.Learn more: http://www.redirectcoo.com/

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.🔗 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. This marks her first episode as official co-host of the podcast. She previously 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.