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- Lance Armstrong & Tim Kennedy Took Me to the Limit—Here’s What Happened
Lance Armstrong & Tim Kennedy Took Me to the Limit—Here’s What Happened
For Midlife Men, By Midlife Men
Greg Scheinman
March 16, 2025
Today’s Midlife Male includes:
‘HOW ALI KHAN SEES IT’ - Powerful Advice from the ‘Cheap Eats’ Star
→ On Getting Unstuck, Time Being the Most Important Investment, and Needing REAL FriendsVIEWPOINT: Lance Armstrong, Tim Kennedy & Me (How My Punishing Onnit Training Session Came Together)
→ Stay Ready So you Don’t Have to Get Ready, You Attract & Repel What You Deserve, Making Major Changes and more…
The 6Fs (Family, Fitness, Finance, Fashion, Food, Fun)
→ “Coupla Beers” by Shane Gillis, Guest Post by Billy Mann, Why Parents Snap at Youth Games and more…
Morning, Greg here! Welcome to Midlife Male, the fastest-growing, #1 newsletter and lifestyle brand for men 40+. Hundreds of readers are joining us every day for actionable, relatable, curated interviews, columns and content you’ll find nowhere else. If a fellow MLM reader shared this with you, subscribe here:
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I just got back from Austin, where I set up shop at the Commodore Perry Estate and sat down with Ali Khan for a conversation that went far beyond food. Sure, we could’ve talked about his Cooking Channel show or the Raising Cane’s secret sauce my boys love, but instead, we dove into something deeper—how we connect, network, and gain access in meaningful ways.
The phrase iron sharpens iron is real, and being around like-minded people brings it to life. Ali and I formed a fast connection that led to a raw, honest discussion about fatherhood, marriage, and imposter syndrome. We talked about investing in yourself—emotionally, spiritually, financially—and the weight of losing a parent. What struck me most was Ali’s take on life in the pseudo-public eye, where perception and reality rarely align.
His insights cut to the core of what many middle-aged men wrestle with, making our conversation both impactful and deeply relatable. Here’s this week’s ‘How I See It with Ali Khan’. Let me know what resonates—I’m always interested in how YOU see it too!
- Greg
How Ali Khan Sees It
MLM: A lot of guys our age feel like they’re stuck in a loop. They see men crushing it online, but they don’t see the grind. What’s your take on that?
Ali Khan: I’m living it, man. People see the highlight reel—TV shows, gigs—but they don’t see the years of chasing, the small checks, the “is this even working?” moments. I finally asked myself, “Why am I chasing stuff that’s not paying off?” That’s when I flipped it. I stopped waiting and started building for myself. It’s slow, it’s scary, but it’s mine.
MLM: You’re betting on yourself in 2025—full-on investing in Ali Khan, Inc. How’d you get to that decision?
Ali Khan: I realized I was always waiting. Waiting for a network to greenlight something, waiting for a producer to call, waiting for someone else to tell me I was worth it. YouTube, podcasts, social—it’s direct-to-consumer now. If I build it, I own it. The risk? Yeah, it’s real. But so is the upside.
MLM: Money’s always a factor when you’re making a big move like this. How’d you structure it so you’re not just lighting cash on fire?
Ali Khan: I made some moves. No college debt helped, and when my dad passed, there was a little life insurance. We sold a condo, bought in Austin, and I pulled some money out of that. I didn’t buy a new car. I stretched the runway. People always talk about investing in stocks—what about investing in yourself? That’s the real bet.
MLM: You built a career around finding the best cheap eats. That mindset—stretching a dollar—did that come from your upbringing?
Ali Khan: 100%. My dad was a doctor, but not the “country club doctor.” He made money only when he was working—no passive income, no big windfalls. We lived good, but smart. I grew up knowing that just because something is expensive doesn’t mean it’s better. That’s how I approached food, and now, life.
MLM: Time is the only thing you can’t make more of. What’s changed for you now that you’re in this stage of life?
Ali Khan: A stat hit me like a brick—by the time your kid turns 18, you’ve already spent 90% of the time you’ll ever get with them. That freaked me out. My son’s 13. I’ve got five summers left before he’s out of the house. That’s the real investment—time. Not money, not status, not some job I don’t care about.
MLM: A lot of guys grew up thinking success equals cars, watches, big houses. Has your definition changed?
Ali Khan: Oh yeah. My dad grew up dirt poor, became a doctor, built a house, filled it with stuff. Then he passed, and a truck came and took it all to an estate sale. What was it for? That was his generation. Mine? I’ll take the experience over the thing. The vacation over the car. It’s not about deprivation—it’s about choice.
MLM: Making new friends in your 40s and 50s is weird. How do you navigate that?
You’re on a Timeline
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Lance Armstrong & Tim Kennedy Took Me to the Limit—Here’s What Happened
Last Tuesday, I woke up at 5 AM, ate breakfast, had coffee, and hit the road by 6AM. Three hours later, I was in Austin for a 9 AM workout with Lance Armstrong, Tim Kennedy, and a few other guys.
That didn’t happen by accident.
I was invited by their trainer, Juan Leija—not because I knew Lance or Tim, but because Juan knew me. I’ve followed and respected him for a long time. I always want to know who the best in the world train with. And Juan knew that if he invited me in, I could hang.
Even on short notice.
You Don’t Have to Get Ready If You Stay Ready
When Juan texted me, “Come join us Tuesday morning,” I didn’t hesitate. I didn’t need to scramble or second-guess. Staying in peak condition isn’t something I do for occasions like this—it’s my standard.
And that philosophy extends beyond fitness.
Top professional speakers rehearse constantly, ready for any opportunity. Firefighters remain vigilant for the next alarm. Navy SEALs live in a state of constant readiness.
Preparation isn’t just about avoiding last-minute panic—it’s about becoming the kind of person opportunity seeks out. When you maintain readiness, you cultivate reliability. You attract possibilities. You move through life with confidence, not hesitation.
You Attract (and Repel) Exactly What You Deserve
“If you drink, you hang with drinkers. If you smoke, you hang with smokers. If you party, you hang with partiers.”
Simple math.
The people around you shape what you do and who you become. You attract and repel exactly what you deserve. That’s not motivational fluff—it’s the truth.
For years, I was exhausted. Chasing authenticity in places where it didn’t exist. Out at bars until 2 AM, trying to impress people I didn’t even respect. Back then, I had a high alcohol tolerance and zero gym stamina. Now? I’ve got the liquor tolerance of a 7-year-old and the endurance to train with some of the best athletes around.
Look at your life. If you’re stuck in the same routines with the same people, telling yourself your best days are behind you, I’ve got news: They’re not. You just need to start making different choices. Wake up earlier. Train consistently. Take care of yourself. The moment you do, you’ll start meeting different people—the kind who fuel you, not drain you.
Just Show Up
That workout in Austin was brutal. These guys are serious athletes. But here’s what I noticed:
Steve Magness has a theory. And it’s a good one. He believes that youth sports are just about the only outlet many parents have for genuine excitement and feeling.
He writes: “In a world that numbs us out and pushes us towards distraction and avoidance, sports is the one place where we still feel something. We’re forced to be in the present, to feel the real stakes of having a concrete outcome in something that we care about, to experience pain, fatigue, and discomfort, and not to be able to escape it. Instead, we’re forced to deal with it.”
After watching, visit Judd’s website and check out one of his elite training protocols, from the Mass Method Basics to Strength and Performance routines. All top-of-the-line regimens. I’ve known Judd a long time and he’s the real deal. Go here.
Should I Get Rid of My Tesla?
An MLM Guest Post from Billy Mann
What do you think? Should I get rid of it?
Don’t answer too fast. Because you should know something:
We have two of them.
Yes, two, and like most people, I’ve cycled through different cars over the years. Truth is: I love them (politics were not included other than the positive environmental benefits). I never bought a car with politics included; it was always just the car. The fact that I have not just one Tesla but more than one speaks to how awesome these cars are. I would argue that the Tesla is the best car I've ever owned. The most intelligent. The least maintenance. The safest. The fastest. The most high tech and user friendly... and the least expensive. But just bear with me and give me a slightly-better-than-TikTok attention span before you simply say, “dump it."
At the moment, if I don’t scrap them and hope someone recycles the parts (which would only go to other Teslas), I’m just adding to environmental waste. But I need to not just react emotionally—I need to think this through with more characters than a tweet.
Let’s start with the fact that most legacy car brands—including Mercedes, BMW, Volkswagen, Ford, GM, Nissan, and Toyota—have pretty horrific histories.
There is nothing I enjoy more after a long day on the road than to kick back in my hotel room and order a high quality cheeseburger. This slab of beef and cheese absolutely hit the spot. Kudos to the kitchen at the Commodore.
Fashion is also about function. If you’ve been reading this newsletter, you know that I, along with 15 of my friends and fellow Midlife Males (and a few of our female partners) recently took part in the 29029 Everesting Challenge.
When you’re embarking on a 36-hour hike, you need the right gear. I turned to Ten Thousand because they make some of the best, toughest, stylish and highest performing fitness apparel out there. I called up founder Keith Nowak, a fellow MLM, entrepreneur and athlete and told him what we were doing. I asked him what we should wear and for his recommendations. He told me about their tactical line. Specifically their shorts, shirts and pullover. Ideal for what we were going to take on at Mont Tremblant.
If you’re a guy into stand-up comedy, then you’re likely a fan of Shane Gillis. This week he hosted SNL and filmed a classic fake SNL commercial for a new product: Coupla Beers. The skit somehow lampoons Big Pharma, drug commercials, suburban life and more. Watch, laugh and enjoy.
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MLM Founder: Greg Scheinman / Follow Greg on Instagram & LinkedIn
“You either define midlife, or it’ll define you.” - Greg
MLM Editor-in-Chief: Jon Finkel / Follow Jon on Twitter/X and Instagram
“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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