156: You Built It... Now What? The Crossroads Between Expansion and Enjoyment

168: The Truth About Dental Partnerships, DSOs, and Practice Buy-Ins

Thinking about bringing on a partner, forming a DSO, or selling your practice? Don't make a million-dollar decision without understanding what you're actually signing up for. In this episode, Jason sits down with dental attorney Rob Montgomery to unpack some of the biggest questions practice owners face as they grow. Together, they discuss when a DSO structure actually makes sense, common mistakes in partnership agreements, how buy-ins should be structured, and why the highest offer isn't always the best deal. They also dive into private equity acquisitions, practice valuations, associate equity pathways, and the financial realities behind seemingly attractive offers. Whether you're considering adding partners, scaling to multiple locations, or planning your eventual exit, this conversation will help you ask the right questions before making one of the biggest decisions of your career.

167: Why You’re Starting to Resent Your Associate (And What to Do About It)

Hiring an associate is supposed to make life easier. So why are you feeling more frustrated than ever? In this episode, Jason unpacks one of the most common but least discussed challenges practice owners face: resentment toward an associate who seemed like the right hire. He explores why this happens, how unmet expectations and poor systems often create the problem, and why the solution isn't always replacing the associate. Jason shares practical strategies for increasing patient demand, improving associate development through intentional mentorship, setting clear performance expectations, and creating a practice where both the owner and associate can thrive. If you're questioning whether your associate is the problem or if your leadership needs a new approach, this episode will help you uncover the real answer.

166: How I Grew a Multi-Doctor Practice Without Sacrificing My Family

Can you build a thriving practice without sacrificing your marriage, your kids, or yourself? Jason believes you can, but only if you're intentional. In this episode, Jason shares the exact routines, mindset shifts, and time management strategies that allowed him to grow a multi-doctor practice while remaining present for his family during one of the busiest seasons of life. From early morning "deep work" sessions and ideal week planning to setting boundaries around work and home, he explains how discipline, not longer hours, became the key to sustainable growth. If you're feeling pulled between building your business and being the spouse or parent you want to be, this episode offers a practical framework for pursuing both without burning out or sacrificing what matters most.

165: Do You Own a Business... or Just a Very Expensive Job?

Are you building a business that creates freedom, or have you simply created yourself a very expensive job? In this episode, Jason challenges one of the biggest misconceptions among practice owners: just because your business is profitable doesn't mean it's actually working for you. He breaks down the three roles every owner plays, clinician, CEO, and business owner, and explains why understanding how each role should be compensated is critical to building a truly sustainable practice. You'll learn a simple framework for evaluating your financials, uncovering hidden profit problems, and determining whether your practice could thrive without depending entirely on your clinical production. If you've ever wondered whether you're building long-term wealth or simply buying yourself a high-stress career, this episode will give you the clarity to find out.

164: What Comes After Success?

What happens when you achieve the goals you once thought would take a lifetime to reach? In this episode, Jason sits down with Dr. Tanner Brown, a young practice owner who has experienced remarkable growth in a short period of time. After purchasing his first practice shortly after dental school, Tanner quickly expanded, outgrew his original space, and found himself facing an unexpected question: What comes next when you've already achieved what you thought was your five-year plan? Together, they explore the challenges that arise after success, including redefining your vision, avoiding complacency, building something larger than yourself, and creating a legacy that extends beyond production numbers and financial goals. The conversation dives into leadership, personal growth, coaching, entrepreneurship, culture building, and the importance of surrounding yourself with mentors who can help identify blind spots before they become obstacles. This episode is a powerful reminder that success isn't the finish line. It's often the beginning of a new chapter that requires a different level of clarity, responsibility, and leadership. Whether you're just starting your journey or looking for your next mountain to climb, this conversation will challenge you to think bigger about what you're building and who you're becoming in the process.