July 15, 2020

David Caruso: President & Creative Director of Dynamic Events

What do you do?

Dynamic Events by David Caruso, President & Creative Director.

What was the first thing you wanted to be when you grew up?

A school teacher and Peter Jennings Jr (TV News Anchor).

What's your favorite/least favorite part of your job?

Favorite: Traveling the world and meeting diverse groups of people. Least Favorite: Tearing down a beautiful event. The temporary nature of event experiences is sometimes sad to witness when everything is taken down.

What is the most annoying question that people ask you?

When I’m a GUEST at an event they ask, “How did we do? Does it meet your standards?”

If you could do it all over again, would you pursue the same career? Why or why not?

Absolutely. Telling the stories of people and organizations through event experiences is an incredible honor that I’ll always be excited about and grateful for.

What’s the best way to start the day?

Waking up early to spend time with Miss Dolly Levi (French Bulldog) and a cup of Organo Latte before the work day begins.

What could you give a 40-minute presentation on with absolutely no preparation?

How to brand your passion to create the career you want.

Tell me where you would like to see the city in five years (as far as policies or culture, etc)?

A more equitable city that is recognized for innovation and globally recognized cultural experiences (arts and entertainment, etc.).

What do you wish your brain was better at doing?


What skill would you like to master?


How are you handling COVID and how has it affected you?

I’m managing to stay positive 80% of the time. The rest of the time, I feel the heaviness of operating a small business in an industry that has been devastated by the pandemic. Every day, friends and colleagues are loosing their jobs and businesses. It’s difficult and sad to witness the enormous impact first hand. Overall, I feel blessed that my business will survive based on thoughtful planning and responsible operating standards over the past several years.

If you could share a meal with any 4 individuals, living or dead, who would they be?

Oprah, Dolly Parton, Michelle Obama, Grandma Rosie.

Favorite Hoan event?

Dinner on Bradford Beach

What song would you sing at Karaoke?

A Brand New Day, The Wiz

Book/podcast you’re listening to right now?

“Checking In: Hospitality-Driven Thinking, Business & You” by Stephen J. Cloobeck

Biggest pet peeve?

Slamming doors, toilet seats, cabinets, etc.

What's your favorite board/card game?

Pounce (a wickedly fun group card game).

What was the last show you binge-watched?

Brothers & Sisters.

What’s your "Death Row Meal?"

Lasagna from Il Mito, Focaccia from Ca Lucchenzo, Salted Caramel Budino from Ristorante Bartolotta.

What originally got you interested in your current field of work?

My early days of dancing on the countertops at Ed Debevic’s on Jefferson Street in Downtown Milwaukee.

What career advice would you give to your younger self?

Keep looking forward. Listen to your instincts. Don’t get distracted by negative on-lookers. When you’re “in the right lane” and doing “what you’re meant to do,” everything will work out in your favor.

What do you regret not doing in the last year?

Inventing a vaccine for COVID-19.

Favorite spot in Milwaukee

My home.

When will you know you've "made it"?

“David, it’s Oprah. I need you to produce my next event.”

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