Let me tell you a story. In June of 2023, fresh off a brilliant Broad Street Run, I was due to purchase new running shorts. For over a decade I’d primarily run in Eastbay shorts. In fact, I have an Eastbay receipt from 2014 where I spent $7.99 per pair. But this was different. I was in my 30s, I had more money, and I was fast. I thought about ordering the same old cheap shorts, but decided to check out Tracksmith instead – a premium running brand.

Scrolling through their site made me feel good; like it was something I wanted to be a part of. I looked at their running shorts – Holy shit, $70 for ONE pair of shorts?! But it was too late, I bought three pairs of shorts for $202.

Let me tell you another story. 10 years ago I made my then-girlfriend cry because she wanted to buy $125 jeans. I said she was a victim of modern day marketing and the $30 jeans at 7/11 would be just as good (this was 2015 and $125 converted to like 10 BTC so you understand my outrage). I also told her that wanting a diamond engagement ring was shallow and that buying diamonds are for suckers. We broke up.

People can change.


Those stories show a transformation. As a young twenty-something I was a know-it-all whose general philosophy was:

If option A is $100 and option B is $50, I bet option B is 90% as good, so why buy the nice one?

That Tracksmith purchase changed my life. The shorts are incredible and I still wear them for every run. They were so good in fact that I later purchased a $108 pair of sweatpants and a $128 pair of racing warmups. The quality is excellent and they make me feel good. How do you put a price on that?

This was a glaring real life example that challenged my above belief. I realized:

  1. Expensive things are often more expensive for a reason
  2. I can afford more expensive things if I choose

Based on this, I had to reconsider a lot of aspects of life.

Maybe I shouldn’t buy the $25 futon off Craigslist. Maybe the $15 toaster actually sucks. Maybe the high thread count sheets actually ARE more comfortable. All of a sudden there’s a full re-evaluation going on.

This is a photo from my apartment in 2018. The couch was my parents. The futon was free? The rug was the cheapest one from the store. This was before my metamorphosis.

Since then, I’ve weighed strongly what’s worth spending money on and what’s not, with a strong bias towards spending if I think it’s worth it. That’s why, for me, a $5,500 treadmill isn’t crazy. It makes me excited. If it extends my running career and lasts a 15 years to where even Harrison is running on it, it’s worth it. Everyone comes to their own happy balance.

To counter it, I’ve also realized things I don’t find value in. A fancy tasting menu, for example, is probably not good value for me if I’m longing for a Shake Shack double with fries as I gnaw on my seaweed burger. But that’s the whole point – spend money on what YOU find value in.

The final part of this is the privilege of having money to spend. At 34 with a good job and a wife who also has a good job, it’s much easier to justify spending money. I don’t have much insight to offer other than just acknowledging that not everyone has this luxury.

Do I wish I learned this sooner? No, it is a lesson that should be learned through experience. But for anyone looking to justify a big purchase, I’d lean towards yes if it’s something that excites you and something you find value in.