Second in Command: The Chief Behind the Chief with Cameron Herold Ep. 537 - Equiton Developments COO Christopher Wein – How EOS Drives Remarkable Calm in Rapid Growth
Are you caught in the chaos of growth, struggling to build a team that actually wins together—not just on paper? In this unflinching episode, Sivana Brewer sits down with Christopher Wein, COO of Equiton Developments and a heavy-hitter in North American real estate, to crack open the mechanics of true team performance.
Discover why chemistry, not just talent, is the heart of unstoppable teams, how to identify toxic “A-players” before they destroy your culture, and the essential systems that cut out waste and ramp up productivity. Plus, get an inside look at how a real estate powerhouse harnesses AI, brand, and leadership psychology to fuel constant growth.
If you crave a more empowered team and want to sidestep the burnout and drama most operators face, you need to hear this conversation—right now. Wait, and you risk falling (further) behind leaders who are already applying these exclusive insights.
Timestamped Highlights
[00:00] – How chemistry—not talent—makes or breaks a winning team
[05:00] – The “invisible” signals leaders use to spot misalignment early
[11:25] – Wein’s ruthless approach to first-90-day change… and why waiting kills progress
[16:48] – The surprising danger of superstar hires (and how to prevent toxicity)
[26:38] – Crafting vision: where execs must dictate and where teams must own it
[33:02] – What real productivity looks like—inside a COO’s hyper-productive day
[40:17] – The tool myth: how misused systems actually crush company growth
[53:46] – Revolutionary leadership: From “making” to “causing” results without the drama
Mentioned Resources
- QuickBooks
- Microsoft Teams
- Slack
- ChatGPT
- Vivid Vision by Cameron Herold
- King Charles III Coronation Medal Calgary Top 40 under 40
About the Guest
Christopher Wein is the Chief Operating Officer of Equiton Developments, a private equity real estate firm with 18,000 investors and a national development portfolio. Known for over 25 years of operational leadership across Canada and the United States, Wein is an industry innovator in sustainable building and high-performing leadership teams. He’s received top honors, including Calgary’s Top 40 Under 40 and the King Charles III Coronation Medal for philanthropy. Connect with Christopher for proven wisdom on team scale, chemistry, and vision-driven operations.
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 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 Delphi
The Second in Command Podcast is an original production hosted by Cameron Herold and co-hosted by Sivana Brewer. Brought to you by COO Alliance. Production and editing by Podcast Your Brand.