In this episode, Rob and Brent dig into why the traditional idea of retirement no longer fits—and why waiting for “someday” often keeps us stuck. They talk candidly about their own experiences, the fear and excitement of change, and what it really takes to trust yourself enough to make a bold move. From financial clarity and sabbaticals to real-life stories of people who’ve already taken the leap, the conversation challenges listeners to rethink timing, momentum, and what’s possible next. The question at the center of it all: if you’re feeling the pull… why not now?

Links, resources, books mentioned:

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Topics we are covering in this episode:

• Retirement doesn’t have to mean slowing down—it can be an active and intentional next chapter.
• The traditional idea of retiring at a set age no longer reflects how people want to live today.
• Waiting for the “right time” often becomes the biggest obstacle to change.
• Trusting yourself is essential when navigating major life transitions.
• Financial clarity creates flexibility and opens more options.
• Simplifying life through downsizing can free up time, energy, and experiences.
• Sabbaticals can offer valuable space to explore what’s next without full commitment.