Skip to content

Jeff Pearlman

Chris Dessi: How do you define success?
Jeff Pearlman: It’s a funny question. Back when I was coming up, first at the University of Delaware, then at The Tennessean in Nashville, my answer would have been something like, “Making it to Sports Illustrated” or “having an SI cover story.”

Bill LaRosa

G. William LaRosa is not just my Uncle. He’s my Godfather. I’ve idolized him for as long as I can remember.

Recently, in the midst of a compelling conversation about business, I marveled how intelligent he is. He replied “I’m not that smart, I’ve just been around.”

I call that wisdom.

It’s my honor to share my Godfather’s wisdom on this blog.

Lisa Besserman

Everyone has different methods that to lead to their success, especially entrepreneurs. For me, the most important daily quality is being flexible. There have been times where I’ve had to fly to a different continent on a moment’s notice, extend a trip for weeks at a time, or drop everything to solve a time sensitive issue. It’s being able to address these unexpected turns that has allowed me to become the entrepreneur I am today. I guess you can say my “rhythm” is embracing the unexpected and being flexible in times of uncertainty. I work better at night, so I generally go to bed at around 1am and start the day around 9am, answering emails in bed. Working from home has its advantages.

John Hall

John Hall is one of the most powerful people in media who you’ve never met. He’s the master mind behind Influence and Co. Forbes recently listed them as one of “America’s Most Promising Companies.” If you want to be a thought leader, John is the gatekeeper. When meeting John in person you’d never know the power this one man can wield. He’s filled with humility, and charming reverence. Get him on a stage, and he will rock you to the core. John and his team are at the tip of the “thought leader” wave. Surfing the edge where the wave of new and compelling is breaking. Crashing down on old, and dusty John’s team are trailblazers.

Tim Flannery

The guy is an intellectual powerhouse, graduating Magna Cum Laude from Loyola University Maryland. I’m proud to call the guy a friend, and I’m enjoying watching his star rise. He arguably has the best answer to my “how do you define success” question of any interviewee.

Todd Marks

Todd is a confident guy. He’s continued to be confident throughout his career. He’s built one of the most successful companies in Maryland. Which is why I thought he’s be a perfect candidate to profile in these success interviews.

Please welcome, Todd “Doc” Marks.

Tami Canizzaro

Tami Canizzaro is a unique executive. Dynamic and inspiring on one hand. Down to earth, and practical on the other. I’ve been fortunate to get to know Tami over the past 2 years. She spoke at my event the Westchester Digital Summit and has since become a friend. She has climbed the ranks of corporate American while maintaining a family, and strong sense of who she is. I find her inspiring