The 2019 Crystal Lake Sailing School Staff


Jessica Greene - Sailing School Director

Jessica recently graduated from Furman University with a BA in Sociology and will be pursuing a certification in early education and special education in the Fall. Before graduating from Furman she was a member of Kappa Kappa Gamma Sorority and served as their Membership Chairman and President. This will be her ninth summer with the CLSS, and she has worked as an instructor and the head instructor before becoming the Director! This summer she is also working with the National E Scow Association as their Director of Communication for Michigan and the Inlands. This means she gets to travel to regattas and post on their social media and website to promote the E Scow Class. Jessica started sailing on Butterflies when she was 5 years old and she started skippering a few years later. Jessica currently sails in the MC fleet and the E scow fleet. She has enjoyed each and every summer that she has spent with the CLSS and she is looking forward to another great year full of sailing fast and sailing fun.  


Peyton Olszowka - Instructor

Peyton Olszowka is from Oak Park, IL and this fall she will be a sophomore at Boston College. At Boston College she is studying international relations and theology. Peyton serves on the executive board of the competitive Model United Nations team, writes for the student newspaper, and works in the admissions office. Believe it or not, CLSS has been a part of her life for over twelve years: she started sailing as a student at CLSS when she was seven, and this summer will be her sixth year as an instructor. Peyton also crews in the MC and E Scow fleets at the CLYC. She is so excited to be returning to CLSS and cannot wait for another great summer on Crystal Lake!


Ramsey Morris - Instructor 

Ramsey is from Richmond, Virginia, and will be senior at Millbrook School in Millbrook, New York. At Millbrook, he is a Peer Counselor and a member of the varsity lacrosse team. Ramsey has been coming to Crystal Lake in the summer for his whole life. He started sailing with his dad and grandfather when he was five and started skippering a Butterfly when he was 10. Currently, he sails in the MC Fleet and crews E Scow Fleet at the Crystal Lake Yacht Club. This year will be his fourth year working at the CLSS and he can’t wait for another great summer of sailing on the lake!

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Jake Walrad - Instructor

Jake Walrad is from Frankfort Michigan and will be a Senior at Frankfort High School in the fall. He plays football, wrestles, and runs track. He loves all water sports ranging from scuba diving to water skiing, but he especially loves sailing.


Phoebe Olszowka - Trainee

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This is Phoebe's third summer working for the CLSS. This fall Phoebe will be a junior in high school. She loves to run, and is on both of her high schools cross country and track teams. She loves to swim and go water skiing on Crystal Lake. Phoebe has been sailing since she was 7 years old and it has always been one of her favorite summer pastimes. This year Phoebe is the Commodore for the Crystal Lake Yacht Club Jr. Fleet.


Crystal Lake Sailing School, PO Box 262, Frankfort, MI 49635
Copyright 2011 - 2018