Intentional Living – Wit, Wisdom, and What Matters Most

Why Success Can Be Your Biggest Risk (Ep. 23)

By Wit, Wisdom, and What Matters Most | May 27, 2026

Success can feel like the finish line, but it’s often where the real risk begins. When everything is going right, it’s easy to lose focus on what actually matters most.

In this episode, Danton Troyer and Kyle Luetters explore what happens when life and career are going well, and why that’s exactly when intentional planning matters most. Using real-life client experiences and relatable analogies, they unpack how success can lead to complacency, distraction, and missed opportunities if left unchecked. They also share how thoughtful reflection, clear priorities, and flexible planning can help executives stay aligned with their long-term goals, even as life evolves.

Key Takeaways:

Success can create new opportunities, but not all opportunities are worth pursuing
Complacency is one of the biggest risks when things are going well
Regular reflection helps you stay aligned with your values and long-term goals
Financial planning should prioritize flexibility to adapt to life’s unexpected changes
Intentional living requires filtering out distractions and focusing on what truly matters most to you