The Encore Phase

It's Episode 25 — the silver jubilee! Terry and Justin celebrate the milestone by sitting down for a conversation that hits differently: do we settle for who we are when we reach retirement, or is this actually the greatest invitation to get curious again? They dig into the real difference between comfort and contentment, why curiosity isn't just a nice idea but a high-vibration force that literally changes your life, and what it means to become a beginner again — ego and all — in the encore phase. Plus: Justin shares the origin story of how one blog led to a podcast led to a business, his experiment becoming a hip hop producer (yes, really), and a coaching story about a client who nearly quit right before his $50K breakthrough. Topics covered: Comfort vs. contentment — why one kills growth and the other doesn't  The power of staying curious at every age Dropping the ego to become a beginner again Regret, identity, and what to do with 164 free hours a month Why the darkest moment often comes right before the breakthrough Energy, vibration, and why curiosity raises your frequency

In this episode of The Encore Phase, Terry and Justin sit down for one of those honest, unhurried conversations about what retirement actually feels like from the inside — not the highlight reel version, but the quiet moments when things start to feel a little flat. They dig into what Terry calls the "gentle reset"—the natural drift that happens when the anchors of work, routine, and responsibility are suddenly gone. It's not failure. It's not regret. It's a signal. And they talk about how to listen to it.  Terry and Justin cover a lot of ground in this one, including the difference between a reset and an evolution, how to stay in what my dad describes as a "perpetual state of recalibrating," why comfort can be more dangerous than discomfort, and how the people around you — your social circle, your energy, your community — may need to shift too.  Terry also shares something Justin has been nudging him toward for a while: he's completed a retirement life coaching certification and is in the early stages of launching a coaching practice to help others navigate exactly these kinds of transitions. If you or someone you know is approaching or already in the encore phase and feeling that sense of "is this really it?" — he may be just the guide you need. This conversation is for anyone in the encore phase — or any phase — who's wondering whether what they're feeling is normal. It is. And there's something meaningful waiting on the other side of it.

Can you live your best life without being your authentic Self?

Society has given us a definition of success, but who says you have to subscribe to that definition for your life?

In this episode, Terry and Justin talk about the importance of enjoying the life that you've built.

In this episode, Terry discusses lessons learned in the first few years of his Encore Phase. Videos mentioned by Justin: The Story Behind Santiago: https://youtu.be/LyIzIM8azFo?si=X9t-nlw7qWltbnsE Santiago The Brand: https://youtu.be/UWVbCZG5iNM?si=lWZatA_IUrAM8Vum Santiago Website: https://youtu.be/5QjO66pzrjQ?si=YbDZqbG4iHYbwbq8 The Keep Pursuing Series Playlist: https://youtube.com/playlist?  

In this episode, Terry and Justin discuss the Three Pillars of the Encore Phase.

In this episode, Terry and Justin discuss the importance of living in the Encore Phase and was inspired by Falling Upward by Richard Rohr. They discuss where to find motivation, how fear limits your ability to live, and Justin even shares a new venture Terry is working on.