E223: Transition Rule #4 – Past Success ≠ Future Success
Why do we say, "Past success does not equal future success?" This episode is for those transitioning JMOs who have experienced past success in the military and are working towards business leadership careers. Also, it is for those who have tasted success in the military and who want to avoid missteps in the transition.
I teamed up with Tim Kirchner, and together we cover the following topics:




Ego vs. Authentic-Self
The ways past success can create a sense of comfort, control, and security. How it can make us feel like we've "arrived".
How it can cloud our judgment and decision-making skills.
Different ways we naturally tend to lose focus and get caught up in urgent and daily tasks, and how those things can get in the way of our goals.
I share my experience and how I struggled with an unhealthy belief of "being owed" something in my next chapter.
Being clear about your desired result and the value of seeking guidance and adopting a growth mindset, regardless of experience level.
Past success is a very strong indicator of future potential.
Encouragement on not losing focus, making the transition a priority, and how to stay a student in the transition.



That’s why Transition Rule #4 is: Past Success ≠ Future Success—not unless you change how you think and prepare.




What Does “Past Success Does Not Equal Future Success” Mean?
In the military, many leaders have led teams, made critical decisions, and delivered strong results. Success often followed a clear structure and defined roles.
However, the business world operates differently. Past achievements don’t automatically lead to future success in a new environment.
There are two challenges that frequently show up during the transition:
1. EgoSome assume their accomplishments will speak for themselves. Yet, most hiring managers don’t fully understand military roles. It becomes important to connect the dots and clearly show how experience applies.
2. Lack of FocusTransition preparation often gets delayed. Busy schedules take over, and planning gets pushed aside until it’s nearly too late.

Where Do These Challenges Appear Most Often?
In Interviews:Even high-performing JMOs have received feedback such as, “Didn’t show enough business understanding.” In these cases, the leadership skills were there—but the candidate hadn’t prepared in the way business leaders expected.
During Preparation:Some officers in our Development & Preparation Program (DPP) initially struggled to stay on track. On the other hand, those who began early and followed a clear plan arrived prepared—and it showed in their interviews.

Why This Rule Matters
Success in one setting doesn’t guarantee success in another. Military leadership typically involves giving orders and following a chain of command. In contrast, business leadership calls for influence, adaptability, and quick decision-making.
To thrive, adapting to new expectations is essential.

The Right Mindset
Stay Focused:Clear career goals help guide daily decisions. Every step forward should move closer to that goal.
Stay Hungry and Humble:A learning mindset is critical. Seeking advice from those who understand both military and business environments can make a big difference. Staying hungry to grow and humble enough to learn creates long-term success.

What to Do Next
Start early.Don’t wait to begin preparing. A strong plan—beyond just a resume—builds clarity and confidence. The earlier the process begins, the better the outcome. Simply put, early action leads to better results.

The Big Takeaway
Military experience builds a strong foundation,