03/28/2026
Next up on deck in our Skipper Profile Series: Jason Greenwood of SSYC. Enjoy his Queen’s Cup tidbits right here. We’ll see you on the starting line in just 89 days! Here's Jason...
Your name, boat's name, home port:
My name is Jason Greenwood, and my boat is Après—pronounced “ah-PREY,” like Après Ski. (No one ever gets it right on the first try!) Après means “After” in French. Our home port is South Shore Yacht Club in Milwaukee.
How many Queen's Cups have you raced? Approximately how many total QCs has your crew sailed?
I’ve raced five Queen’s Cups so far—two aboard Nautical Sun and three on Après. My crew of four to five sailors has racked up 27 Queen’s Cups between us.
Beyond that, I’ve crossed Lake Michigan in just about every way you can and just about every condition: 7 Lake Michigan Clipper Cups, 3 LMSS Doublehanders, 2 LMSS Q-Races, 1 LMSS 2x2, a Hook Race, and even a Chicago-Mac.
Best Queen's Cup memory:
I have two that really stand out:
1. My first Queen’s Cup in 2021 was unforgettable for all the wrong—and right—reasons. It rained and blew cold the entire way across. At one point, I was lying on the high side of the deck in total darkness, soaked, unable to see another boat even though I knew they were around us. I remember thinking, “I’m never doing this again.” But then the sun rose over Muskegon, the rain stopped, and that overwhelming sense of accomplishment hit. Suddenly it all felt absolutely worth it.
2. The 2025 Queen’s Cup was packed with memorable moments. The start alone had enough drama to fill a movie—most of our division on one tack and one boat on the opposite tack trying to thread the needle. The first few miles were light and slow until the faster division behind us began catching up… and bringing a whole new breeze with them. As they reached us, the wind filled in and suddenly every boat was flying spinnakers in perfect evening light. Warm, dry, flat water, a glowing sunset—it was stunning. Après didn’t get the best result that year, but we had a fantastic night, took some amazing photos, and of course kept our Queen’s Cup tradition alive with Shepherd’s Pie for dinner. (If you zoom in on the pics, you can spot us eating!)
Unknown tidbit about you, your boat, or your crew:
Followers of my YouTube channel (http://www.youtube.com/) may already know this, but I’m originally from England. After dinghy sailing in my teens and a couple of charters in the Solent and the Firth of Clyde, I stepped away from sailing for many years. In 2019 I jumped back in, earning ASA 101 and 103, then used the Milwaukee Crew Search to get aboard a Friday night MAST racer. That experience eventually led me to buy Après later that same year.
I’m also a big believer in Open Source sailing electronics—most of the systems on Après are DIY and custom-built. It keeps things fun, technical, and uniquely ours.