What I Learned Caddying for an NFL QB

Besides getting yelled at for 3 straight days for misread putts...

In partnership with

I got to caddy for Brian Hoyer in a celebrity golf tournament this past weekend.

Yes, it was fun playing in a group with Vince Carter…

Hoyer, Vince Carter, Ryan Clady (Broncos OL)

And it was also epic to play in a group with NFL legend Ronde Barber and Patriots Super Bowl champ Rex Burkhead…

Ronde, Hoyer, Rex

And while I thought I showed up to the caddy party best dressed with the debut of my visor, Dean Unglert from The Bachelor (caddying for Wells Adams - also from The Bachelor), one-upped me rocking a full Masters style white caddy suit with a cowboy hat. While I know he sweated way more than I did, I have learned my lesson for next year.

It was funny, I sent my three sisters the list of celebrities playing in the tournament and the only people they cared about out of the Boston sports legends and world-class athletes in attendance were the three dudes that starred on The Bachelor (Wells Adams, Ben Higgins and Joey Graziadei).

I mean c’mon, ladies!

That being said, those Bachelor dudes were great people.

But this newsletter won’t just be about how my weekend was significantly better than yours, although it clearly was.

This Diary is about life lessons and boy do I have one for ya…

One Big (Golf Caddy) Thing

What I learned is to never get into the caddy profession because walking 18 holes on a hilly golf course for 3+ days with a 50-pound golf bag in 90-degree, humid heat while someone yells at you for misreading a putt can be torture.

JK it was mostly smiles out there.

Will Hoyer ever read this?

IDK, but I automatically subscribed his email up a couple months ago, but he’s never complimented me on a Diary before, so I am going to guess he won’t see it and I’ll just keep chirping him throughout the letter instead. Pretty much exactly what happens on The Quick Snap Podcast we do together.

So, what I really learned…

is sometimes it’s NOT all about “teamwork”

and you need to just do things yourself in order to accomplish something.

Yes, as a caddy it’s your job to read putts, carry the bag, wash the ball, give a yardage and suggest a club. BUT you don’t swing the club and hit the ball.

The golfer does. Brian Hoyer does. Not Danny Healey.

Danny Healey wasn’t the guy who hit the ball out of bounds off the tee box twice in a row.

Danny Healey wasn’t the guy who skulled his sand wedge across the green and into the woods.

Danny Healey wasn’t the dude who left his putter face open then pushed it to the right for two days straight.

Brian Hoyer did all that.

And look, I am not complaining or blaming Brian. He hits the living sh*t out of the ball. 320+ off the tee consistently. Strong golfer.

Although, playing golf with Vince Carter and real fans watching with cameras on is stressful and challenging, but at the end of the day, I had zero effect on his golf game.

Sorry, maybe I am venting after being harassed all weekend, but I also think this metaphor works in the workplace.

Do things yourself if you want to get them done.

Yes, I’ve written about how important teamwork is many times on this blog. And it is more important than anything.

But think about getting a quick task done, or something extremely important you have to show your boss, or pitch a deck to a prospective client, and you want it done right. Only you can make it the way you want it.

You can’t always rely on your teammates to complete a task. Sometimes you gotta just take the reins and figure it out yourself.

Brian, your caddy isn’t going to help your pitching wedge any better or miss the trees with your driver. The only person that will be able to fix that is YOU.

So people, if you’re frustrated with something at work or even in a relationship, just take over and get it done yourself.

You can’t always be bailed out or rely on a trusty teammate, even if they may be there for you.

Just focus on the task yourself, and do it!

And now, this Diary is…

Sorry, I had to pull out this legendary Vince Carter moment. He was the nicest dude ever out there. Vinsanity fan for life.

Marketing ideas for marketers who hate boring

The best marketing ideas come from marketers who live it. That’s what The Marketing Millennials delivers: real insights, fresh takes, and no fluff. Written by Daniel Murray, a marketer who knows what works, this newsletter cuts through the noise so you can stop guessing and start winning. Subscribe and level up your marketing game.

We are pausing the LOCK OF THE DAY until football season, because handing out MLB and Golf picks the rest of the summer would be extremely irresponsible of me. At my core, I am a fantastic football bettor, and I want you people to be profitable, see you guys in a September 🤝

Find out why 1M+ professionals read Superhuman AI daily.

In 2 years you will be working for AI

Or an AI will be working for you

Here's how you can future-proof yourself:

  1. Join the Superhuman AI newsletter – read by 1M+ people at top companies

  2. Master AI tools, tutorials, and news in just 3 minutes a day

  3. Become 10X more productive using AI

Join 1,000,000+ pros at companies like Google, Meta, and Amazon that are using AI to get ahead.

The charity tourney was called “Drive Fore Kids”, up in Portland, Maine. Really, really well done.

There is a $265,000 purse! Winner, Mardy Fish, got $50K.

Was the Drive Fore Kids event as epic as the American Century Classic in Lake Tahoe when I was out there with the Torch squad supporting Joe Pavelski?

Maybe not yet, but it’s only Year 3 for the tournament. I have high hopes for the tournament to keep growing with more celebs and more fans.

See you next year in Maine, Hoyer is coming for that title!