Ross Connors

God, football, business, life. Tech sales and write @TheHeadsetHQ interviewing high school football coaches.

[Jay Fivekiller @JayFivekiller]

Ultimately, America is just too heterosexual to be very good at soccer.

[The Headset @TheHeadsetHQ]

Loved having the opportunity to interview Coach Daniel Ward of defending state champion @wintersfootball for the latest edition of The Headset.
https://t.co/7FRsM1r9Jr

[Ross Connors @ross_conz]

@vrexec @njshoreinvest feel like this is the corollary to your perspective on how higher net worth helps you to be less stressed about W2 comp

[The Headset @TheHeadsetHQ]

No better way to go into the 4th of July weekend than learning from South Dakota coaching legend @Steele_House of @pierre_football.

Pre-order Coach Steele's book in the replies!
https://t.co/gmJsP6aEmG

[Ross Connors @ross_conz]

@OneManLBO Excited to keep following along

[Ross Connors @ross_conz]

@OneManLBO Makes sense. My buddy works in search and it seems like a great business model to have your own thing. But also much harder to get traction than I probably realize.

[Ross Connors @ross_conz]

@kendallbaker Love the idea! One reason I renewed the Economist was to have a physical thing I could read. I write a Substack interviewing HS football coaches and have been thinking a lot about how to create a 2026 version of a physical sports publication that people would happily pay for.

[The Headset @TheHeadsetHQ]

Loved being able to interview @jeremy_maupin of @artesiafootball last week! Can't wait to come see a game down there. Full interview below.
https://t.co/rP5gYBtPe5

[Jersey Shore Investor @njshoreinvest]

This is exactly why I prioritize financial independence.

Your bosses and executives literally don't care about you.

Most of them would rather spend time working than with their family. Good for them. That's what made them successful professionally.

But my end game isn't to be the absolute best in my industry. I'm an individual contributor, not a CEO. I don't own the company.

My end game is financial independence so I can spend more time with my wife and kids doing what I want, when I want, while giving them a head start when they grow up.

Spending 2 hours a day in rush hour traffic coming home with cortisol through the roof won't get me there.

The beauty of financial independence is this: if I was called to RTO today, I'd literally say no. I don't need this job and I can find another one.

But if I was tied up with a $1.5M mortgage in Spring Lake, a Range Rover, and a golf club membership, I'd have to obey whatever order came in.

[The Headset @TheHeadsetHQ]

Great to interview @NDSUfootball hall-of-famer and @StmaFB football coach about his journey and lessons learned coaching high school ball the last 10+ years. Full interview in the replies.

[BuccoCapital Bloke @buccocapital]

It’s remarkable how much of life is about finding something to work on that gives you energy and surrounding yourself with people you love and then ruthlessly and militantly blocking out every single thing that gets in the way of maximizing your time spent on those two things

[Coach Dan Casey @CoachDanCasey]

Appreciate it, Nick!

The people want REAL Football, that’s what we’re trying to showcase 🫡🫡🫡

[Mike P @mikepat711]

You become more fiscally conservative as you get older because you’ve had more time to watch your federal government fail to solve any problems despite taking in trillions of dollars in revenues per year.

You’ve watched the private markets deliver life-changing technologies that bring the entire tide up, all while these hypocrites and fools bark the same nonsense year after year, and somehow cannot manage to deliver anything but massive deficits, finger pointing, and divisive rhetoric.

In this post, Warren transfers nonsense from her brain to her thumbs, and through the magic touch-screen slab to tell you that she’d be able to do something with a few billion more dollars that her and her colleagues haven’t been able to do with a multi-thousand-billion dollar annual budget for years and years.

What is the meaning of her post here? There is no meaning. It is meaningless. The intention? To stir emotions in anyone who isn’t aware of the obvious things I’ve written here. To manipulate and gain the support of sheep.

If you actually think revenue is the bottleneck for government output, you lack basic financial literacy and are being conned by con artists.

[Bonchie @bonchieredstate]

How do they not feel embarrassment, constantly claiming they can end all the world's problems with some small fraction of the amount of money they spend every single year?

[Ross Connors @ross_conz]

@edgefills 100%. It’s one of the few reasons people still go downtown today. The same government that will complain about never having enough money has let the downtown decay significantly since the Chargers left.

[Ross Connors @ross_conz]

@edgefills Spot on. I recently moved from Chicago to San Diego and there’s a noticeable difference in the vibe with no NFL team. So many intangible effects on the culture and community.

[Ross Connors @ross_conz]

@njshoreinvest Great stuff. What industry do you sell into as a W2? And do you work primarily with existing customers or hunt new business?

[Ross Connors @ross_conz]

@CoachDanCasey Are you on Goodreads? Would love to see the full list of books in that library

[nick kokonas @nickkokonas]

The way to make outsized money is to take risk.

The conversation around rent control, taxation, etc. etc. ignores that completely.

Labor deserves respect. Expertise deserves respect. But risk deserves respect too.

That’s the part the politicians just skip over. /1