There Is No Finish Line

Life can feel a lot like one of those Greyhound dog races.

All the dogs are sprinting, chasing a mechanical rabbit they’re never going to catch. And the crowd cheers. But the truth is, that rabbit was never meant to be caught. It’s just there to keep the race going.

A lot of us live our lives the same way—believing that once we achieve our goal, everything will be okay. We’ll finally feel happy. Finally feel secure. Finally feel worthy.

But here’s the truth:
There is no finish line.

There is no magical moment when life gets “fixed.” No promotion, relationship, or number on the scale that will make all the pain go away.

Goals are great—I love them.
But they’re not destinations.
They’re stepping stones.
And if you mistake them for your salvation, they will break your heart.

When I Thought I “Made It”

I remember the first time I came to New York City to interview for The Rosie O’Donnell Show. I was laughed out of the room. Wearing a suit. Holding a briefcase. I felt like a joke.

As I left the building, dejected, someone invited me into the audience of Late Night with Conan O’Brien. It was magical. I even danced onstage during his warm-up, and he called me Mini-Harry Connick Jr. I swore to myself right then:

I will come back here. I will have my own show in this building.

Fast forward 20 years.

I’m sitting in the executive suite at 30 Rock across from the president of NBC. He says yes to a new talk show I pitched with Meredith Vieira.

And just like that… I was producing a show in the same studio where I once danced in the audience.

At first, it was a dream come true.

But then excitement turned into anxiety.

Instead of producing from joy and confidence, I was producing from fear.
I wasn’t celebrating—I was gripping. Afraid of losing it.

The Real Work Is Internal

This is what happens when you mistake a goal for healing.

You set out to lose 50 pounds, and the compliments keep you going. Then you hit the number, and suddenly… the praise stops. And so does your motivation.

You gain it all back.
Because what you really needed wasn’t weight loss.
It was validation.
Belonging.
Worth.

No external success can fill that hole.

Only you can.

So yes—set your goals. Chase them. Celebrate the wins.
Just don’t confuse them with your self-worth.

Because in life, there is no finish line.
There’s only the step you’re on.
Make sure it’s rooted in love—not lack.

Find Your Purpose In Ten Questions

Purpose always seemed to find me when I was younger. When I was in college, baseball was my purpose. Then I stumbled into a television production class and knew immediately that would become my new purpose. In my 20’s stand-up comedy became my purpose and I spent half a decade in that world. I’ve played pinball with James Brown, hit a home run at Fenway Park & produced a $40 million dollar show out of 30 Rock. I’ve had an interesting and purposeful life.

Then I hit a wall. I no longer felt like I was living my purpose. This time I had no idea what was next. I searched, “How Do I Find My Purpose?” Each article I read had a series of questions. “What makes you happy?” If I knew the answer to this, I wouldn’t be searching on-line for my purpose. “What are you passionate about?” Well, at that point I was passionate about finding my purpose. “What are you good at?” I knew I was good at being funny, producing television shows and baseball, but none of that helped me to figure out what was next.

I’m sure these questions work for some people, but they just weren’t creative enough to get me thinking. I decided to curate and create my own list of questions that I still use about once a month to make sure I am always living my purpose.

Remember, life is more than just one targeted area. You can use these questions for career, but you can also use them for health, love, friendships, personal development, hobbies and family. Life is all about action and taking one step at a time, but first you need to know which direction to step in. Now here are some questions to gain clarity and discover your life’s purpose.

10 QUESTIONS TO FIND YOUR PURPOSE

1) If you could pick anyone in the world to teach you something, who would it be and what skill would they teach you?

2) What would you attempt to do if you knew you could not fail?

3) If you could instantly download any expertise into your brain, what would it be?

4) What do you love so much, that you forget to eat while you’re doing it?

5) If you knew you were going to be reincarnated, and you got to keep one skill or part of your personality, what would it be?

6) What is something you would have total FOMO over if your friends did it without you?

7) If you were to buy you a“world’s best” mug, what would it say?

8) What subject matter could you see yourself getting into a heated debate over?

9) What do you daydream about in the shower?

10) What do you hope 90-year old you gets to brag about some day?

Take 15 minutes to journal your answers to these questions and see what insights you uncover. Look for any common themes that pop up. If you need help getting clarity, book a free consultation with me and we can work through these questions together.