Mo Money, Mo Problems

You gotta weather the storm...

Author

Danny Healey
October 23, 2025

In partnership with

Money is freakin’ awesome. “Money can’t buy happiness” is a true saying, but it can certainly buy a ton of things that make me happy.

Golf. Boats. Beers. Delicious dinners. Golf. A sick house. Golf.

Even if golf means caddying

But truly, there are so many experiences and intangibles in life that money cannot help with at all.

That’s something everyone should remind themselves.

And also, remind yourself to enjoy the grind you are on as a young (maybe old) hustler.

Am I saying don’t go make a sh*t ton of money in your career and don’t try to pass Elon Musk on the net worth list? No. Absolutely go do that. That sounds very awesome. Everyone should aspire to get rich.

BUT don’t get angry or anxious if you’re not swimming in dough at your current position in your career.

The only situation you’re allowed to get angry with yourself is if you’re not happy with your “journey” you’re currently on. Do you love what you do?

If the daily grind of whatever you do doesn’t excite you, then find a new path.

If the people around you don’t make you smile and laugh, then find new friends.

Because that’s what this whole life thing is about. Having fun.

My friend Cael Schwartz writes a much better daily newsletter than this one called “Trust Fun” (Go sign up!). He’s a former Barstool employee that is now crushing it at Mugsy Jeans (Go buy some jeans!).

Cael was one of the true inspirations for me to even start this weekly newsletter thing.

His newsletter last week was one of my favorites and inspired me to touch on this topic about money.

Cael wrote about how getting hit with bank fraud made him realize how fragile and consuming money can be. A quote he found, “True wealth isn’t what you earn, it’s what you experience with the time you’re given”, that completely flipped his perspective.

His conclusion was that real success lies in balance. Working hard and preparing for your moment, but not letting the chase for money make you miss life itself. You need both: to build something meaningful and to enjoy it while you can.

Look, for my life, it’s no secret the sports industry doesn’t pay a ton of money.

You need to be a top dawg or own a business to control your own destiny.

But I am okay with that…

  1. I absolutely love what I am doing, and every single day I wake up ready to go to war in the world of sports

  2. I have strong, strong passions to get to that “top dawg” level and am enjoying the journey

But for now, I am very happy with where I’m at. I love the industry, and I love the company I work for, Shadow Lion.

I love the relationships I’ve made from sports. The experiences I’ve got to enjoy with too many pinch-me moments.

So yeah, I have a lot of friends making a lot more money than me, but that’s okay with me.

Again, I enjoy the journey I am on.

I enjoy the people I surround my life with and the hobbies (golf) I indulge in.

Go find that sh*t that you can say the same about.

Speaking of happiness, I just saw one of my best buddies get engaged last weekend!

Let’s go, T!

The Future of the Content Economy

beehiiv started with newsletters. Now, they’re reimagining the entire content economy.

On November 13, beehiiv’s biggest updates ever are dropping at the Winter Release Event.

For the people shaping the next generation of content, community, and media, this is an event you won’t want to miss.

Fact-based news without bias awaits. Make 1440 your choice today.

Overwhelmed by biased news? Cut through the clutter and get straight facts with your daily 1440 digest. From politics to sports, join millions who start their day informed.

My NFL Power Rankings - Post Week 7

Super Bowl Contenders

  1. Kansas City Chiefs

  2. Detroit Lions

  3. Green Bay Packers

  4. Buffalo Bills

  5. Indianapolis Colts

  6. Los Angeles Rams

  7. Philadelphia Eagles

Frisky Playoff Squads

  1. Tampa Bay Bucs

  2. New England Patriots

  3. San Francisco 49ers

  4. Seattle Seahawks

  5. Denver Broncos

Wild Card Weekend Hopefuls

  1. Pittsburgh Steelers

  2. Los Angeles Chargers

  3. Jacksonville Jaguars

  4. Chicago Bears

  5. Dallas Cowboys

Fringe Good

  1. Atlanta Falcons

  2. Houston Texans

  3. Minnesota Vikings

  4. Washington Commanders

Interesting but not good

  1. Baltimore Ravens

  2. Cincinnati Bengals

  3. Arizona Cardinals

  4. New York Giants

  5. Carolina Panthers

Really Bad Football Teams

  1. Las Vegas Raiders

  2. Cleveland Browns

  3. Miami Dolphins

  4. New Orleans Saints

  5. Tennessee Titans

  6. New York Jets