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The topics and opinions expressed in the following show are
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solely those of the hosts and their guests, and not
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Churchill said, those who failed to learn from history are
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condemned to repeat it. Kevin Helenan believes that certainly applies
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to business. Welcome to Winning Business Radio here at W
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four CY Radio. That's W four cy dot com and
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now your host, Kevin Helena.
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Thanks everybody for joining in today. As you heard, I
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am Kevin Hallanan. Welcome back to Winning Business TV and
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Radio on W four c why dot com. We are
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streaming live on talk for the number four TV dot
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com and of course we're on Facebook streaming at at
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Winning Business Radio as well as we're available in podcasts
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after the live show on tons of platforms including you know, YouTube, iHeartRadio, Spotify, Apple,
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pretty much wherever you listen to your favorite podcasts. The
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mission of Winning Business radio and TV, as regular viewers
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and listeners know, is to offer insights and advice to
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help people avoid some of the mistakes of others, right
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to learn the best practices, the how tos, the what toos,
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the what not tos, to be challenged, and I hope
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to be inspired by the successes of others. But you know,
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virtually every successful person that I've ever talked to has
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had some form of failure in their lives and careers. So,
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as I say every week, while we all have to
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get our knees skinned once in a while, I'm driven
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to keep those scrapes from needing major surgery. Let's endeavor
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to learn from history so we don't repeat it today.
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My guest is sorry for the word old friend. It's
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not year old. It's just we're old friends. Scott MacGregor,
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founder and CEO of Something New LLC, and The Outlier
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Layer Project and more you'll hear. Here's his bio. Scott
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McGregor is an entrepreneur at heart. I first met him
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as a forward thinking VP of Sales, then chief Revenue
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officer when he brought me in to train their sales
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team back in twenty eleven. Since then, his list of
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accomplishments is nothing short of impressive. He's a three time
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company founder, a four time author, magazine publisher, has a
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ton of awards and accolades to his credit, like a
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record eight consecutive American Business Awards for Innovation, Best of
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Staffing Winner NET for those of you that know NPS
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net promoter score of ninety four point four percent the
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staffing industry averages twenty eight percent, Winner of Sales, Executive
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of the Year, American Business Awards, Founder Magazine, one hundred
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Top Founders to Follow, contributor to Forbes. By twenty nine,
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he was recruited by a tech startup as chief revenue officer,
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the youngest national account manager in the history of Fortune
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five hundred company Pitney Bos, and I have no doubt
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there are more to come. Scott's a member of the
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Advisory Council Harvard Business Review. He's a LinkedIn Hiring Advisors member,
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is a past chairman of the board for Elevate New York,
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and a member of the Walter Camp Football Foundation. For
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those who follow my show on podcast, you know I'm
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always complimentary where it's warranted, but I never embellish, Okay,
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wink Wick, I really try not to. Having said that, though,
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Scott's what I call one of the good guys. He's
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always been a supporter of mine, always been super helpful.
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If you were to have a cup of coffee with him,
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he'd want to get to know you and understand what
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gets you excited. He truly cares about others, and yet
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he's been a constant high achiever. He was a high
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school football state champion, a high school all star baseball player.
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Earned his undergraduate degree in organizational communications from University of Hartford.
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Has many graduate certificates including marketing strategy, ethic leadership, viral marketing,
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and leading diverse teams and organizations from some of the
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best schools around. He and his wife Meg live in Madison, Connecticut.
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It's a town I know quite well since my brother
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and sisters and I spent considerable time there with our
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cousins who lived there as kids. Very fond memory. You
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may recall that Scott Scott, welcome to the show, Winning
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Business Radio and TV. Appreciate you being.
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Here, Kevin. That was one heck of an introduction my friend.
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I mean, I was not Ai. I wrote every word
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of that.
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If that's what fifteen years of friendship gives you, like,
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I'm down for it.
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Thank you, no sweat. You earned it, not me. So
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tell the audience about Madison.
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Madison's a magical place. So I never in a million
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years would have thought that the town I grew up
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in would be the town I live in today and
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the town that my wife grew up in. So it
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was an interesting place to grow up. So Madison is
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a short, you know, shoreline town in Connecticut. I would
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say pretty very affluent. I happened to grow up extremely poor,
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so economically I stood out like a sore thumb. Athletics
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kind of leveled the playing field for me. It's a
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big sports town, so luckily for me, that was a
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game changer. But I love the town. It's changed over
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the years, but it's still home for me and I
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absolutely love it. I've spent a tremendous amount of my
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business career in New York and Boston, and it's equidistant
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between Bolts, so it's been just an absolutely ideal place
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to live.
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I love it. So tell us other than sports, we
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know football baseball. What were your early interests.
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You just named him. Yeah, I was a sports not
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growing up as a kid, just absolutely obsessed by sports.
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It took me places that I thought, you know, I
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aspired to go. But I remember being vividly in elementary
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school and reading every single autobiography Mickey Mantles and Willie
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Mays and Jim Thorpe.
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And you name it one of those.
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I devoured them. Love that it actually spawned a love
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for reading that, you know, really was beneficial later in
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my life. But I learned a lot about history through
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reading those autobiographies. I was inspired to achieve great things.
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I saw, you know, examples of people going through tremendous resiliency.
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I saw humanity at its best. I remember reading Roberto
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Clemente's biography and and just being very inspired by him.
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So long winded way, Yes, sports were my I entire
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you know, if you saw me in my backyard, I
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was throwing a baseball against our shed, I was kicking
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a football around. I was doing something that had to
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do with sports.
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What made you choose Hartford University of and a degree
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in organizational communications?
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Probably well, hopefully both interesting answers, So I, you know,
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like most people had delusions of grandeur. I graduated, you know,
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thinking I was going to play in the major leagues,
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and so I wanted to play Division one baseball. Most
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of my offers were for really good D two D
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three schools, a couple of D ones, including Yukon and MBU,
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but I was very good friends. I grew up with
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Jeff Bagwell, who wound up in the Baseball Hall of Fame.
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And you know, Jeff said, and another guy who wound
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up playing for the Orioles, Pat Hedge, said, you know what,
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we're building a great program here. Why don't you check
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out the school. And I went up on a recruiting
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visit and met coach Dennehye, unbelievably inspiring guy, and decided,
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you know what, it's a D one program. I think
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I can play there. And I was very comfortable with
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Pat and Jeff, having grown up with both of them.
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So that's you know why I decided to go there.
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I blew my back out. My baseball career ended like that,
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and I just poured all of that work, ethic and
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discipline and resiliency into school organizational communication. I kind of
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knew I wasn't going to be a doctor. I wasn't
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going to be a lawyer. I wasn't going to be
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an accountant. And I was always a relationship guys, So
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I thought sales was probably where I was going to
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wind up. And I knew that communication, both you know,
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written communication and verbal communication, we're going to be really important.
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So I kind of put myself in a position where
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those things were going to be things that I had
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to do in order to graduate, and you know, turned
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out to be, I think, a decent choice. And yeah, no,
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no regrets.
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All right, So audiences, the viewers and listeners are gonna
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they're going to learn this before we're done. But characteristic
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of Scott McGregor's you never missed a class in four
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years of college, How the heck did you?
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I was on a full ride scholarship because we didn't
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have any money, and so you know, I was very,
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very grateful for those scholarships. So it wasn't one scholarship.
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It was a a bunch of scholarship kind of cobbled
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together that I paid for everything. And I just thought
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like it was disrespectful to not hold up my end
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of the bargain. My end of the bargain was you know,
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show up. I grew up. I was very very fortunate.
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Both of my football coaches are in the Hall of Fame.
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So I was very fortunate to you know, be mentored
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by incredible coaches, and they were just people that instilled
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a work ethic and that you just didn't miss stuff. Yeah,
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so you know that was controllable for me. And it
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didn't matter, you know how many beers I drank. I
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was going to show up for every class and I did.
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I never missed one one class in four years of school.
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Outstanding, outstanding. All right, now the interview is going to
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take a turn for the better. Okay, it's gonna be
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way more interesting. Tell us about Meg.
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Oh, my lovely wife. You know, I grew up. I
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think every town has somebody that they're kind of the
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it girl. That was my wife. She was great ahead
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of me. She was signed a modeling contract when she
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was a senior with Elite in New York, which at
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the time was you know, you named the big supermodel
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at the time. That's who they were with. She was
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killing it. She was the ray band girl. She was
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doing all kinds of stuff TV, print in magazines.
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But had your picture on her wall.
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She barely knew who I was. I was lucky enough
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to be incredibly good friends with her sister, who was
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in my grade. Meg and I reconnected fourteen years ago
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and have been married for twelve incredible years.
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She's also the person who encouraged me ten years ago
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to follow my dream and jump off the cliff and
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become an entrepreneur.
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And without that support and encouragement, I likely would not
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have done it because I thought it it seemed irresponsible
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to walk away from a job as a chief revenue
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officer making a lot of money, even though my heart
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and soul was into building what I thought was really
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necessary in the talent strategy space. But Meg, you know,
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gets all the credit for really kicking my ass off
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the cliff and getting me to do something that I
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was hesitant to do.
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Love that, which we'll talk about shortly. We're gonna have
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one more question for the break, and this is, you know,
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not a short question, but not a short answer. How
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did you said you probably were going to be in sales?
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How'd you know that? How did you navigate to a
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career in sales? And what would you say are one
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or two most important lessons from selling as a career.
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I knew I was going to be in sales because
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I knew that, you know, I had already kind of
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checked off the more obvious things. I didn't know it
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at the time. I was diagnosed with ADHD as an adult,
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which I've done nothing to try to overcome, because I
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think I built kind of all these mechanisms to overcome
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it throughout my life. So I was, you know, there
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were certain things that I just struggled with, and I
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think going to law school or I'm a doctor, it
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just was not in the cards for me. But I
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love people, I love building relationships. I can get very
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passionate about something that I really believe in. And I
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had a mentor growing up. His name was Ken Green.
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He was my best friend's dad. He was the vice
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president of sales, and I'm like, this guy, you know,
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he dresses the part he made. It looks like he
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makes really good money. I like the things that he did.
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He had super, super high integrity. So I think I
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really got lucky Kevin early on that I didn't have
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all those preconceived notions that a lot of people have
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about a career in sales. I think a lot of
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people think of the you know, the the dirtier side
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of sales. And I thought of sales as a profession
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to aspire to, and I thought my skill set was
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tailored to it. And I also loved the fact that
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I was told very early on, you control your destiny.
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It's how hard you decide to work. It's how you
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know resilient you are, how much you can bounce back,
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And having gone through lots and lots of life struggles,