“The premise of the Freddy Fest has always been about good friendships and really good golf because we like to compete,” explained Castro.
The annual Freddy Fest rituals commence as follows: The participants arrive on a Wednesday or Thursday and have a free day before the festivities begin. The format for the beginning of the tournament is similar to the Ryder Cup. The Freddy Fest committee – comprised of the five original roommates from college – select two captains and the draft begins.
“Everyone cheers and gets excited and then they get paired up with who they’re playing against the next day,” said Castro.
To increase the stakes, the losing team of the Ryder Cup event has to pay for dinner that evening.
The actual tournament starts the following day and is typically two or three rounds of golf.
“I’ve been able to watch so many of my friends walk up the 18th fairway knowing that they’re going to win,” said Sergi. “I know it’s not the Masters or the US Open, but it’s really cool to see your friends get emotional about competing…about sustaining relationships.”
A championship dinner occurs after the final round with the champion from the previous year talking for a bit before handing off the trophy to the new champion, very similar to the Green Jacket Ceremony at the Masters.
“Those have been really powerful moments where the talks of those championship speeches talk about the bond that we all have, that life throws curveballs at us but the one solid thing that happens year after year is that we know we’re going to be able to spend four to five days with our closest friends,” said Castro.
Whoever wins gets to keep Freddy for the year as well as choose the location for the next Freddy Fest, although the committee does get the final say in everything.
“You can ask any one of the guys who have gone to the Freddy Fest who won what year and how many titles they have and they all can tell you and they’re happy to tell you,” said Sergi.
The Freddy Fest Newsletter, written by Sergi, is sent out each March before the event to keep the group updated on the cost and agenda, while also including photos from past events, the letter from the champion, and more.