Chris Buttenham of Reins: From Selling a SaaS Business to Scaling 300% YoY, Processing $35M+ in Equity for 150 Customers, Growing to 9 Employees, and Using ESOP Lite to Retain Key Talent Without Giving Up Control in 2026. (Episode 795 - Chris Buttenham)

In this episode of the Grow A Small Business Podcast host Troy Trewin interviews Chris Buttenham, founder of Reins, shares how his journey from his father's security business to selling a SaaS company shaped his mission to help small businesses. He explains how Reins makes equity-style incentives more accessible through its ESOP Lite platform. Since launching in 2024, Reins has grown to around 150 customers, processed more than $35 million in equity, and achieved roughly 300% year-over-year growth. Chris discusses the challenges of scaling a fast-growing team, learning sales, building culture, and staying agile while growing from two founders to nine employees. He also shares lessons from his previous business exit, the importance of knowing your worth, and why consistency, humility, and enjoying the journey matter in entrepreneurship. Why would you wait any longer to start living the lifestyle you signed up for? Balance your health, wealth, relationships and business growth. And focus your time and energy and make the most of this year. Let's get into it by clicking here. Troy delves into our guest's startup journey, their perception of success, industry reconsideration, and the pivotal stress point during business expansion. They discuss the joys of small business growth, vital entrepreneurial habits, and strategies for team building, encompassing wins, blunders, and invaluable advice. And a snapshot of the final five Grow A Small Business Questions: What do you think is the hardest thing in growing a small business? Chris Buttenham shares that the hardest thing in growing a small business is simply staying alive and staying in the game. He believes entrepreneurship requires persistence through the challenges and pressures that come with running and growing a business. For him, continuing to show up and keep moving forward is essential to surviving the journey. His message is simple: stay in the game and keep going. What's your favorite business book that has helped you the most? Chris Buttenham shares that his favorite business book is the Steve Jobs biography by Walter Isaacson. He explains that he simply loves stories, and this one stood out as especially compelling. That love of narrative and firsthand experiences is what made it the most helpful for him. Are there any great podcasts or online learning resources you'd recommend to help grow a small business? Chris Buttenham shares that he really likes the All In podcast, noting that while he's not sure it counts strictly as professional development, he finds it valuable, and beyond that he prefers learning by doing and seeking out real stories of failure rather than formal online courses. What tool or resource would you recommend to grow a small business? Chris Buttenham recommends Claude as a coworking tool for growing a small business, noting that if harnessed correctly it can be absolutely game-changing, but if not used properly it could waste a ton of time and money. What advice would you give yourself on day one of starting out in business? Chris Buttenham shares that the advice he would give himself on day one of starting out is to "stop and smell the roses". Book a 20-minute Growth Chat with Troy Trewin to see if you qualify for our upcoming course. Don't miss out on this opportunity to take your small business to new heights! Enjoyed the podcast? Please leave a review on iTunes or your preferred platform. Your feedback helps more small business owners discover our podcast and embark on their business growth journey. Quotable quotes from our special Grow A Small Business podcast guest: Consistency and showing up with old-fashioned hard work is the easiest way to differentiate yourself. — Chris Buttenham Kill your darlings, leave your ego at the door, and stay agile enough to iterate toward the real solution. — Chris Buttenham There is no such thing as balance something always has to give, and you choose what that is. — Chris Buttenham