How Drew Sheinman Sees It

Eli Manning’s business partner and sports media industry legend on superpowers, showing up, advisory boards, BS and being real.

About a year and a half ago, I received an Instagram DM from Drew Sheinman that read, “Hey, everybody seems to think we’re related, so I figured it would be worth reaching out to introduce myself.” No “C” in his last name, but as I’d soon learn, Drew’s the kind of person who makes you overlook the small stuff and focus on what matters.

Since that first message, Drew and I have shared countless deep conversations about life, middle age, health, wealth, and the pursuit of fun. We’ve met in person—first in New York City, then at the Win Where It Matters event in Miami where I was speaking, and later with his boys at the Boardroom Summit in California. Through it all, Drew has become a friend, mentor, advisor, and someone I genuinely admire—a remarkable family man, father, and grandfather with an infectious perspective on living well.

As a Founding Partner at Brand Velocity Group, alongside NFL Super Bowl MVP and future Hall of Famer Eli Manning, Drew brings over 20 years of leadership in the entertainment, sports, and media industries. His career is a masterclass in innovation: from Senior Vice President of Brand Ventures at WME-IMG to Chief Marketing and Revenue Officer for the Breeders’ Cup, and leadership roles at Madison Square Garden, The Coca-Cola Company, the Baltimore Orioles, and the New York Mets. Drew’s ventures have generated hundreds of millions in revenue, set attendance and revenue records, and earned industry acclaim for creativity.

His groundbreaking achievements include creating a new profit center model for commercial real estate, pioneering a framework for athletes to become business owners, and launching iconic sports-entertainment ventures like MTV’s Rock n’ Jock and Major League Baseball’s first interactive FanFest with The Coca-Cola Company. Featured in outlets like CNN, CNBC, The New York Times, and Sports Illustrated, Drew’s influence is undeniable.

You won’t want to miss this week’s How I See It with Drew Sheinman—a conversation with a visionary who’s as inspiring in business as he is in life.

On Leadership

“Authenticity’s overused—bastardized. Real folks don’t say it—you live it… You either are or aren’t—no ad needed.”

On Fatherhood

“It’s about showing them real life—success, struggles, balance… I’m dad, not buddy—guide, not peer. They’re watching closer than they let on.”

On Grounding

“If you’re grounded, it clicks. Not about money, stuff—what defines you, your success, not others’ versions?”

On Course-Correcting

“Course-correcting and selling out aren’t the same. Selling out’s losing your integrity, your soul… Course-correct, sure, but don’t quit your passion or entrepreneurship the second you disagree at work.”

On Effort

“People say raising a fund’s hard—life’s hard. Capital’s never easy, but we’ll nail it, first inning of institutional sports investing.”

On Relationships

“It’s iron sharpening iron—my boys don’t want my book or canned lines… They perk up when I link to someone they respect.”

On Superpowers

“Know what you’re great at, surround yourself with others who complement. Most can’t get comfortable there.”

On Being Real

“I’ve tried it: inauthentic networking, selling, building. Didn’t work—felt off. Being real—saying what I mean—freed me.”

On Showing Up

“Gets me emotional. I showed up—every game, event. Even now, cross-country, I’ll hop a plane, no question—just to be there, be present.”

On Building an Advisory Board

“If I’m on one, I work. If others phone it in, I call it out—bullshit… They’re motivated, or they’re gone.”

On Outreach

“Mix of curiosity and a no-regrets mindset—if someone’s interesting, make it happen… Confidence, authenticity—not chasing a transaction, just relationships.”

On Family & Identity

“Love’s solid; life alignment’s tough.”

On Imposter Syndrome

“I battle imposter syndrome daily… If my superpower’s connection, conversation, sharing—that’s enough impact.”

On Reputation

“Staying true in sexy environments cost me money, promotions—but I never sold out… Now I’ve got a great reputation—people root for me.”