Ann Curry, Calvin Klein and a Real-Life Seinfeld Character

1003_mockup.gifForget about the dog days of summer. The stifling heat couldn’t keep the faithful away from Michael’s today. In fact, many of the power lunchers showed up early to escape the oppressive temps which made for a jam packed dining room. The always unflappable Loreal Sherman kept everything running smoothly as usual, finding just the right table for everyone despite the SRO crowd. At Michael’s, you are where you sit after all.

I was joined today by Scott Singer, managing director of Discover Digital Group where he helps media companies identify and build e-commerce businesses, as well as assisting them in growing their existing digital assets. When he’s not navigating his clients through the changing world of social media and mobile advertising, Scott is also a passionate author. In his first book, How to Hit a Curveball: Confront and Overcome the Unexpected in Business (Portfolio, 2010), Scott took on the question on everyone’s mind at the time: how to survive and thrive after the 2008 financial meltdown and subsequent Great Recession. “I’ve spent my career advising companies (including CBS/Viacom and Disney) on how to overcome and confront change,” Scott told me. After enduring his own series of personal and professional ‘curveballs’ —  his job as head of digital media and internet infrastructure at Bear Sterns was a fatality of the tech bubble, his brother was in one of the towers at the World Trade Center on 9/11 but thankfully survived and he got divorced (“My marriage ended in a death spiral,” he writes in the book), Scott told me he learned that “None of us know what the future holds but, once you’ve learned how to confront and overcome the unexpected, it will stop making you anxious. Tomorrow will no longer be something to fear and that’s a great feeling.”

Diane Clehane and Scott Singer
Diane Clehane and Scott Singer

Cleverly outlining his insights using baseball terminology, Scott leads the reader from ‘spring training’ all the way through ‘an extra inning’ and includes the wisdom of those who have always aimed for the fences, like CBS honcho Les Moonves, former Time Warner CEO Jerry Levin and Michael J. Fox.

Scott’s best advice: Step up to the plate and accept what is, be the batter and keep your eye on the ball. A self-proclaimed enthusiast for the latest and best gadgets on the market, Scott says these rules are easily applicable in business, especially when it comes to new technology. Change is happening every minute and the only way to win is to embrace it and be an early adapter. Just look at our kids.

“Every child today is born digital. It’s in their DNA, while those people that are passing away are analog. We’re digital immigrants,” he says. “My 14 year-old son is my IT support. It’s amazing to think of all the innovations the digital generation is going to create.”

And when it comes to companies and technology, “Most innovation and change tends to occur outside major corporations.” Today’s startup is tomorrow’s technological leader. Just look at Facebook (regardless of the stock price). “It’s a monster success in terms of the number of users,” says Scott, and companies can either develop their own channels of e-commerce and online advertising, or turn over all that potential revenue to Mark Zuckerberg. It’s there for the taking if you think outside the box.

In his next book, What Would You Do If You Weren’t Afraid? which he hopes to have out in 2014, takes on the one thing that keeps most people from achieving their most ambitious goals. “Most of us grow up with some sort of fear,” says Scott. In this book, he explains how people can learn to take calculated risks and do what they want to do without fear standing in their way. Sounds like a winner to us. Speaking of winners, Scott is getting married in September to Dina Barberio, InStyle‘s executive beauty director. They were introduced on a blind date by Dina’s publisher, Connie Anne Phillips. Now that’s what I call a happy ending.