‘93 “naughty” & ‘03 “spirited” alum join faculty

Two Forever Warriors found themselves back in LLHS classrooms this fall. However, this time they’re the ones encouraging learning and maintaining classroom discipline.

Dennis Leckwee

Dennis Leckwee ‘93 teaches six sections of Freshman Religion. He also coaches football and golf. He has served in South Dakota and multiple locations in Wisconsin. In 2001, he was part of starting Grace Lutheran School in Kenai, Alaska and the family lived there for eight years.

What kind of student was he in high school? The man voted Class Clown, Most Accident Prone, and Worst Car, says, “I was naughty. Not suspended-naughty, though.”

He is glad to be back on campus. “I have heard great things about how Lakeside is growing and that it has a great culture and reputation. I am excited about being a part of that and having the opportunity to share the message of Jesus’ love with each and everyone of the students there.”

Leckwee enjoys hunting, boating, and fishing. He and his wife, Christin, have six daughters Madison (Nathan) Boulden, Clara, Patricia, Aurora, Faith, and Bethel.

Dennis with Christin, their six girls and a son-in-law.

LL yearbook candid from ‘92/93 (bottom)

Leckwee clearly has freshmen attention already since the class of 2026 won a competition in order to be able to dress him like a baby for homecoming

Jason Fry

Jason Fry ‘03 is an adjunct who teaches Junior Religion (Doctrine) and Practical Math. He also coaches the 7th grade Junior Warriors football team.

Voted Most Involved, Best Personality and Biggest Mouth in his class, he’s happy to be teaching at his alma mater. “I thoroughly and genuinely enjoyed my time at Lakeside as a student,” he says. He can’t pinpoint a best memory because he has so many, having been active in band and choir, three sports, and three drama productions. “Every one of those experiences left me with great memories.”

That’s why he’s been trying to make high school a time with great memories for this generation of students. “So far it has been a great experience. I relate to the students that some may label as ‘troublemakers.’ I see a lot of myself in them,” he says. “Many of them are like me when I was a student ... spirited.”

Fry, who once worked on a charter fishing boat in Alaska, is married to Kayla and they have five children: McKenna 10; Hugh 7; Jacqueline 4; Logan 1, and baby #5 due in December. Kayla serves as Early Childhood Center Director at St. Peter, Helenville. The family has also a dog, Poppy, and two cats, Pounce and Socks. In his spare time, “as an old man, I still play baseball in the summers with the Helenville Rebels,” he says.

Called for 1 year, he’s making the most of it. “I don’t know how long Lakeside needs me, but while I’m here I am going to provide as much of a positive Christian influence on these students as I can,” he says. “These may be the last years to impress Christ-like values on our young adults before they’re off on their own.”