Second in Command: The Chief Behind the Chief with Cameron Herold
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 HIGHLIGHTS 00:31 – The “born operator” mindset that shaped a global COO 02:36 – The hidden power of loyalty and facing down risks bigger than Deloitte 05:35 – How do you keep policymakers, professors, and entrepreneurs moving together? 10:34 – The stop-doing list: Skye’s ruthless system for switching hats daily 15:06 – The radical transparency tactic that keeps remote teams accountable 18:16 – What’s really at stake when culture fails, and no one steps up 23:58 – Skye’s blueprint for replicable, world-class events—anywhere 29:23 – Why firing people and failed partnerships still sting at the top 34:18 – The “humane entrepreneurship” concept that rewrites how leaders show up ABOUT THE GUEST Skye 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.🔗 LinkedIn [https://www.linkedin.com/in/skyeblanks/] | Website [https://icsb.org/profile/skye-blanks/member-profile/] MENTIONED RESOURCES * Taylor & Francis [https://www.tandfonline.com/] * UN MSME Day [https://www.un.org/en/observances/micro-small-medium-businesses-day] * Journal of Small Business Management [https://www.tandfonline.com/journals/ujbm20] * Notion [http://notion.com] * Moneyball [https://www.imdb.com/title/tt1210166/] (film) * Dr. Ki-Chan Kim [https://icsb.org/icsb-board/dr-ki-chan-kim/] – “Humane Entrepreneurship” 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. 🔗 https://www.linkedin.com/in/sivanab/Connect with Sivana on LinkedIn [https://www.linkedin.com/in/sivanab/] IMPORTANT LINKS * Connect with Cameron: Website [https://rebrand.ly/6873ad] | LinkedIn [https://rebrand.ly/2dcd84] * Explore the COO Alliance [https://rebrand.ly/2c1d81] - The World’s Leading Community for Seconds in Command * Get Cameron’s book: Second in Command: Unleash the Power of Your COO Book [https://rebrand.ly/719f95] * Take his course: Invest In Your Leaders Online Course [https://rebrand.ly/invest-in-your-leaders-PYB] (Use promo code PODCAST10 before the end of the month for 10% off) * Chat or video call with AI Cameron via Delphi [https://rebrand.ly/cameron-herold-7e9120] 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 [http://rebrand.ly/pybch2026]. 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: https://www.redirecthealth.com/ [https://www.redirecthealth.com/]
602 episodes
Comments
0Be the first to comment
Sign up now and become a member of the Second in Command: The Chief Behind the Chief with Cameron Herold community!