Since the Last Time the Yankees Made it to the World Series…(2024)
A lot of my friends would describe me as a die hard Yankee fan. I try to watch every single pitch of the 162 game season, and I live for the playoffs.
Growing up in the 1990s, I got spoiled. They won the World Series 4 times during my most formative years.
It’s been 15 years since the Yankees made it the World Series — and a lot has happened. I:
- Started a left the 2 jobs I had where I wasn’t self-employed
- Met, started dating, and married Erin (Erin was floored that the Yankees have never made it to the WS since we met each other)
- Moved 5 times
- Bought our first house
- Had 3 kids
- Started all of my podcasts
- Stopped doing web development and coach people now
- Watched the Giants win their most recent Super Bowl
- Ran* 2 half marathons and a 10K
- Wrote 5 books
- Started smoking cigars
…and my parents sold our childhood home. Before the World Series start, my brothers and I are helping them move out, and into their new house in upstate NY.
I try to be honest with myself in these posts — and if I’m being honest, it’s been a tough couple of months.
One of the reasons I love baseball is that it’s an escape. And while I don’t think anyone who’s seen my watch baseball would say it relaxes me, it’s something I can really get into for 3-4 hours.
I’m so excited to see this team in the World Series. Whether it’s against the Mets, in Subway Series 2.0**, or the Dodgers, whom they’ve seen 11 times in the World Series but not since 1981*** — I can’t wait for some incredible, late October baseball.
*Ran is generous. I participated in and completed 2 half marathons and a 10K
**The Yankees won the last time, in 2000.
***They lost that one, and it started the last 15 year WS drought





