Are You Enjoying the Ride?

What happens when you're so focused on reaching your goals that you forget to enjoy what you've accomplished?

This week on Trying to Figure This Out, a text conversation about knowing when to walk away, a documentary about legendary football coach Nick Saban, and a much-needed week off lead to a conversation about commitment, success, and the choices we make with our time.

There's something to be said for loving the journey, but what about enjoying the rewards along the way?

Maybe the question isn't just whether you're getting where you want to go, but whether you're enjoying the ride.

Everybody says they want honesty. But what happens when someone tells you something you weren't expecting—or something you really didn't want to hear?

This week on Trying to Figure This Out, Clifton explores the sometimes uncomfortable relationship between asking for the truth and actually being willing to hear it. From knowing whether someone wants moral support or genuine feedback to recognizing when “I'm just being honest” becomes an excuse to say something carelessly, the conversation takes a few interesting turns.

And with so many people willing to offer an opinion, how do we decide whose honesty deserves our attention?

How much do you really want to know—and who do you trust enough to tell you?

What happens when something you do out of care slowly becomes something people simply expect? This week, Clifton explores the quiet shift from appreciation to expectation—at home, at work, and in the relationships where showing up can become so familiar that people stop noticing it. And when you start feeling unappreciated, is the answer to say something, do less, or first take a closer look at what you were expecting in return?

Trying to Figure This Out asks another question along the way: when you genuinely appreciate someone, do they know it?