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

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

577 episodes

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

    Ep. 575 - Trevanna Tracks COO Selina Meere - How to Energize Culture and Deliver Reliable Results

    30/04/2026 | 44 mins.
    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 it

    About the Guest
    Selina 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.
    🔗 LinkedIn | Website

    Mentioned Resources
    Chief (Women’s Executive Network)
    Random House
    Warner (client reference)
    Apple (client reference)
    Leila Hormozi
    Alex Hormozi

    About the Co-Host
    Sivana 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 LinkedIn

    Important Links
    Connect with Cameron: Website | LinkedIn
    Explore the COO Alliance - The World’s Leading Community for Seconds in Command
    Get Cameron’s book: Second in Command: Unleash the Power of Your COO Book
    Take 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 Delphi

    The 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 by

    Next 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/
  • Second in Command: The Chief Behind the Chief with Cameron Herold

    Ep. 575 - Trevanna Tracks COO Selina Meere - How to Energize Culture and Deliver Reliable Results

    30/04/2026 | 44 mins.
    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 it

    About the Guest
    Selina 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.
    🔗 LinkedIn | Website

    Mentioned Resources
    Chief (Women’s Executive Network)
    Random House
    Warner (client reference)
    Apple (client reference)
    Leila Hormozi
    Alex Hormozi

    About the Co-Host
    Sivana 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 LinkedIn

    Important Links
    Connect with Cameron: Website | LinkedIn
    Explore the COO Alliance - The World’s Leading Community for Seconds in Command
    Get Cameron’s book: Second in Command: Unleash the Power of Your COO Book
    Take 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 Delphi

    The 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 by

    Next 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/
  • Second in Command: The Chief Behind the Chief with Cameron Herold

    Ep. 574 - FAN FAVORITE | Mailchimp former Chief Operation Officer Sheldon Cummings – Watch How Resilient Leaders Win BIG Inside Corporate Giants

    28/04/2026 | 41 mins.
    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 chaos
    06:42 – How a bold toolkit-first mindset kept propelling him up—across continents, industries, and uncertain times
    11:07 – “Can you run a business you don’t ‘make’?” The surprising truth from global CPG frontlines
    17:05 – The #1 underdog advantage in modern marketing—why Mailchimp doubled down on it during COVID
    18:36 – What nobody tells you about integrating remote teams after a billion-dollar acquisition
    22:58 – 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 change

    About the Guest
    Sheldon 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.
    🔗 LinkedIn

    Mentioned Resources
    Mailchimp
    Intuit
    QuickBooks
    TurboTax
    Kellogg School of Management (Northwestern)
    Wesleyan University
    McMaster-Carr
    Kimberly-Clark
    Kraft Foods
    Mondelez
    Huggies (Kimberly-Clark brand)
    ZVV transit app (Zurich)
    Design for Delight (Intuit framework)
    Clayton State Technology Program (Mailchimp/Intuit community initiative)

    Important Links
    Connect with Cameron: Website | LinkedIn
    Explore the COO Alliance - The World’s Leading Community for Seconds in Command
    Get Cameron’s book: Second in Command: Unleash the Power of Your COO Book
    Take 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 Delphi

    Note: This Fan Favorite episode is a recast of one of our most impactful interviews, still packed with insights for second-in-command leaders. Whether it’s your first listen or a revisit, there’s timeless value inside.

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

    Ep. 573 - WEBTOON Global CFO and COO David Lee - Why Most Leaders Play Small… and How to Escape

    23/04/2026 | 41 mins.
    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 innovators

    About the Guest
    David 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.
    🔗 LinkedIn | Website

    Mentioned Resources
    Impossible Foods
    Zynga
    Best Buy
    Rhode Island School of Design (RISD)
    NASDAQ

    About the Co-Host
    Sivana 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 LinkedIn

    Important Links
    Connect with Cameron: Website | LinkedIn
    Explore the COO Alliance - The World’s Leading Community for Seconds in Command
    Get Cameron’s book: Second in Command: Unleash the Power of Your COO Book
    Take 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 Delphi

    The 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 by:
    Genius 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/

    Disclaimer: This episode was recorded on December 8, 2025. At the time of recording, David J. Lee had not yet assumed his current role. He is now the President of Wattpad and also serves as the Global Chief Financial Officer of WEBTOON Entertainment. Please note that any references in this conversation may not reflect his most up-to-date titles or responsibilities.
  • Second in Command: The Chief Behind the Chief with Cameron Herold

    Ep. 572 - FAN FAVORITE | Sean Kim (HighLevel CPO, Former Kajabi President, Ex-Amazon, TikTok): Conquer Imposter Syndrome and Lead Powerfully

    21/04/2026 | 36 mins.
    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 Highlights
    00:23 – Why Sean Kim said “hell no” to TikTok… at first. The surprising conversation that changed everything
    01:10 – “Discovery” is the real unlock… how it built TikTok’s domination and sparked Sean Kim’s obsession
    08:18 – What happens when you leave Amazon’s scale for pure startup chaos… scrappy desks, no process, and surviving the LA office
    09:24 – The secret power of the “doc writing” culture… how writing, not slides, became TikTok and Amazon’s unfair advantage
    12:24 – Ruthless speed… fail fast, double down faster, and outmaneuver every competitor. This is how TikTok really operates
    14:45 – Why Kajabi never bloats its teams… and how knowing exactly when to hire is a massive competitive edge
    17:13 – The impact calculator… predicting revenue, retention, and customer wins before a single feature ships
    25:40 – How to crush “feature creep” and avoid turning your SaaS into a Frankenstein’s monster

    About the Guest
    Sean 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.
    🔗 LinkedIn

    Mentioned Resources
    TikTok
    Amazon Prime
    Bulletproof Coffee
    Dave Asprey
    ByteDance
    The “doc writing” process (Amazon framework)
    Impact calculator for product decisions

    Important Links
    Connect with Cameron: Website | LinkedIn
    Explore the COO Alliance - The World’s Leading Community for Seconds in Command
    Get Cameron’s book: Second in Command: Unleash the Power of Your COO Book
    Take 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 Delphi

    Note: This Fan Favorite episode is a recast of one of our most impactful interviews, still packed with insights for second-in-command leaders. Whether it’s your first listen or a revisit, there’s timeless value inside.

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

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.
Podcast website

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