
Morning, Greg here!
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In Today's Issue of Midlife Male:
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Gold's Gym, Gabby Reece, Dodger Stadium, LMU and Mastering LA in 72 Hours
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Macho Man Memories: Why Every Dad Needs a WrestleMania Moment with His Son
Let’s get to it!


Sports industry icon Drew Sheinman 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.

Gold’s Gym, Gabby Reece, Dodger Stadium, LMU & Mastering 72 Hours in LA

How to have a Win (You) – Win (Wife) – Win (Kids) Family/Work Trip
Last week we went to Los Angeles for our youngest son’s college orientation at Loyola Marymount University. He got accepted on a partial design scholarship—something he earned through grit, consistency, and building his own creative business from scratch. Predominantly, upstairs in his room, without us having much to do with any of it… He’s been designing merch, album covers, flyers, clothing, and doing photography for music artists across the city. All from his bedroom. All self-taught. All heart. I’m proud of him.
Let that land for a second. This wasn’t just a school visit. It was a milestone moment. I never did anything like this when I was his age. And my father wasn’t alive to see me off to college.
So we decided to make a family trip out of it. Kate, Harper, and I. Our older son is studying abroad in Florence, so he couldn’t make it—but he was with us in spirit, group texts, and Instagram stories.
This wasn’t about sightseeing or cramming in tourist stops. It was about being together, staying on rhythm, and leaning into the kind of travel that aligns with how we want to live.
How We Travel Now: Houses Over Hotels
One thing we’ve learned over the years: hotels don’t work for us anymore. We’re not in that phase. We like being together. We like space. We like having a kitchen. And honestly, I can’t stand paying super high rates for tiny rooms (and we need two rooms at this point), outrageous valet charges, and overpriced breakfasts that don’t taste half as good as what we eat at home.
So we rented a perfect little cottage in Venice—right on the border of Marina del Rey and Venice Beach. About 50 yards from the sand. It had everything we needed, cost significantly less than the hotel I had originally planned to book, and gave us the exact feeling we were looking for: this is our home base.
Lesson: The way you travel reflects the way you live. Choose comfort, simplicity, and intention over flash.
Stat: 76% of travelers say renting a home gives them a deeper connection to the place they’re visiting. And I believe it.
Keeping the Routine, Even on the Road
I bring my routine with me. It’s not the enemy. It’s my solace, discipline and consistency. It grounds me and enables me to feel like myself wherever I am in the world.
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Bubs Naturals, MCT powder & Collagen peptides
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Blokes Smart Supplement Pack
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Creatine – Travel packs from Mindbodygreen because they also include electrolytes making one less thing to pack
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My weekly TRT and NAD+ injections (every Tuesday and Friday) which I also get from BLOKES
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Atwater facial soap, spf sunscreen, eye cream
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Risewell toothpaste
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Philips Sonicare toothbrush
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Timeline Longevity Serum, Day Cream & Night Cream
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NEW Fallis Dopp Kitt to carry it all
As soon as we landed, we went straight to. Erewhon. Stocked up like we were setting up camp for a week: eggs, turkey, Greek yogurt, fruit, vegetables, juices, a few frozen items for smoothies. We make it feel like home. Food is fuel. It’s also a family. It’s routine. It’s grounding.
I’m always up by 6 a.m., even on vacation. I walked the beach. Did breathwork using my XPT Life App. Took it all in. And even though we had food at the house, I like to find a great local coffee shop wherever we go. In this case, Great White.
I’d go out early, get my coffee, do some people watching, and bring Kate & Harper home a cappuccino or a pastry. We’d start the day that way. Together.
Lesson: Your environment doesn’t control you. You carry your habits with you. Build systems that travel well.
Training at the Mecca, and Then Some
Friday morning I dropped into Gold’s Gym Venice—the Mecca. That place still holds a special energy. You walk in and feel the…

Macho Man Memories: Why Every Dad Needs a WrestleMania Moment With His Son
By Jon Finkel

Allow me to tap into some dad and WrestleMania nostalgia for a moment.
When you have kids you hope they find their own passions and hobbies and things they enjoy. Big things. Little things. Doesn’t matter. You just want them to find fun stuff that they’re passionate about as they grow up.
BUT, selfishly, you ALSO hope that a few of the things they discover are things that YOU’RE passionate about as well.
Of course, Rule #1 of this dynamic is that as a dad, you can’t force things. Every dude reading this knows how fast that backfires. It’s like the unwritten rule of the parent universe. The harder you push something for your kids to like, the faster they have no interest in that thing.
The best you can do is introduce your kids to lots of stuff and then it’s a crapshoot – they like stuff or they don’t. They’re into it or they’re not…
Occasionally, if you’re lucky, your kid falls in love with something that you’ve loved since you were a kid…
And when that happens, it’s magic.
Me? I’ve loved pro wrestling for as long as I can remember and as an author, this culminated in getting to write a bucket list biography of the “Macho Man” Randy Savage, which came out this time last year for WrestleMania 40 in Philadelphia. If you read me regularly here at Midlife Male or on social, then you know:
Wrestling is one of my goofy things. I was huge into it growing up like lots of 80s and 90s guys, with Hulk Hogan and Macho and Junkyard Dog and Andre the Giant. I left for a bit in high school and came back strong in college with the Attitude Era and The Rock and Stone Cold hell yeah.
After that I went stretches where I didn’t pay much attention to it – long stretches sometimes – but when my son was born I’d check in on what’s happening on SmackDown or Raw regularly and I’d watch matches from some of my favorite old school guys like Randy Orton. Mostly because I love RKOs out of nowhere and also because I wanted to see if my son would dig it.
And for the longest time, he didn’t.
Not at 5 or 6 or 7….
Nothing. No interest. I even took him to a few live events, including a legendary SmackDown with Roman Reigns in Dallas and he was lukewarm. Kinda liked it. Kinda didn’t care that much. Oh well.
Then at 8, something clicked. He “got it”. Suddenly he wanted to…
What I Packed (and What I Didn’t) For LA
In general, I pack light. I bring what works. No fluff. No “just in case” gear. Only essentials.
But the truth is that I give a shit about how I look and what I wear and I want to look cool, without looking like I'm trying to look cool. This is a high bar, I know.
Fortunately, I have my teenage son, Harper, to style me, and my wife Kate, to cringe at me. That’s the perfect midlife place to be. Here’s my list:
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Buck Mason t-shirts – gray, black, white, navy
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New Balance 1906s, Birkenstock mules, Seavees Beyond & Back Boots
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4 pairs of sunglasses: Ray-Bans, Persol, Tom Ford prescriptions, and Caddis readers (because, yeah, I’m 52 and I need them)
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For the gym: Rhone shorts, tanks and hoodie.
This list is simple, versatile, comfortable and stylish. Just like how I try to live.
– Greg
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“You either define midlife, or it’ll define you.” – Greg

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“It is not the critic who counts; not the man who points out how the strong man stumbles, or where the doer of deeds could have done them better. The credit belongs to the man who is actually in the arena, whose face is marred by dust and sweat and blood; who strives valiantly; who errs, who comes short again and again, because there is no effort without error and shortcoming.” – Teddy Roosevelt
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