THAT'S A WRAP: The 2025 Oak & Oscar Owners Weekend
The annual Owners Weekend is truly one of our favorite events. It gives us the opportunity to celebrate our amazing Owners community that’s continued to grow over the years. This past weekend was particularly special as we had a chance to celebrate our tenth birthday in style!
The weekend began with a stellar dinner at the Oakville Grill & Cellar in Chicago’s bustling Fulton Market district.

We gathered around 7 o’clock for cocktails and, of course, some wrist time with our favorite watches. It’s an honor that so many people enjoy what we do and make it a point to be at the Owners weekend every year. We had folks who traveled in from as far away as San Diego to kick off the celebration!
After greeting everyone and enjoying a few cocktails, we sat down for a delicious three-course, family-style meal featuring perfectly cooked steak, superb salmon and polenta, truffle frites, and an amazing peanut butter pie, among other delicacies.

The evening wound down around 10 o’clock, but we were just getting started! On Saturday, we hosted around 60 people at the HQ for a huge celebration of all things Oak & Oscar. Food was catered by Soul & Smoke, one of Chicago’s finest BBQ joints. And the Mobile Barkeep, Ryan Prindle, crafted amazing cocktails named after some classic Oak & Oscar models. Attendees also left with some pretty cool swag! Anchorfish Printing was on-site screen printing t-shirts with some amazing designs.

The HQ party is always a blast. To have so many Owners under one roof is a really special thing. It gives folks the opportunity to see where the magic happens and enjoy a great time with friends both old and new. We were honored to celebrate our tenth year with the people who helped make it happen, and a few new and special bottles of bourbon were added to the collection to commemorate the occasion!

Oscar himself even made an appearance at the party to oversee what he's helped build over the last decade!

To close out the weekend, we did something really fun! This year, the whole Oak & Oscar crew has gotten really into golf. So we thought this would provide the perfect opportunity to enjoy our new hobby with Owners. We rented out a space at the Ravenswood Golf Club, complete with three simulator bays, a chipping and putting green, and tons of TVs to watch the F1 race and the Bears win!

We even had some custom golf balls and tees made for attendees to walk away with! #makenolittledrives

It's hard to believe another Owners weekend has come and gone, but we're already looking forward to the next one. We've got ten years in the bank, and we can't wait for what the next ten have in store!
Our Owners community is truly a special group, and we'd love to have you in our ranks. Click here to find the Oak & Oscar model for your wrist, and we'll see you next year!