Dennis “Tiger” Leffin passed away on Friday, October 30, 2026.
He was the son of the late Harold and Clara Damrow Leffin, born on May 6, 1944. He attended Farnsworth, Central and Sheboygan South High graduating in 1962. He furthered his education at U.W. Oshkosh, U.W. Sheboygan, Sheboygan County Teachers College where he earned his state certification for teaching grades K-9. He then went on to teach at St. Peter Claver for three years. He did other things in between but retired the Sheboygan Press in 2001 after 13 years.
Dennis married Judy Sukowatey in 1972. They share a son Brian who is forever grateful to have such wonderful parents.
Dennis was very active in the community singing at nursing homes, weddings, funerals and church services. He also had a great love for theater, attending many productions and participating in many more with the Sheboygan Community Players, Sheboygan Fine Arts, and Sheboygan Theater Company. He was also on many boards of directors and was a Big Brother. Dennis had a great love of sports, playing for the Sheboygan Redwings semi pro team. He also coached many youth and adult basketball and softball teams, winning numerous city championships for Toro’s and Chissy’s.
Dennis met the love of his life, Kathy, on May 13, 1989. They had a lot of shared interest and traveled to forty six countries. Their favorites include China, Russia, New Zealand, Egypt, Australia, Israel, Germany and Ireland. Overall, Dennis has been to 70 countries and all 50 states. He was a past director of People to People, and a member for over 50 years.
Dennis and Kathy spent about six months of the year in Sun City Center, Florida where they shared many fun experiences with family and friends. They were quite active in Florida, participating in many organizations.
Dennis had a great sense of humor, making people laugh and feel at home. He also had a big heart, embracing many people, especially his family and friends. Dennis enjoyed every minute of his spare time making memories with his son, Brian Leffin; step daughter, Jenny Minor; his son’s girlfriend, Sherry Campbell, and her son, Jimmy Campbell.
He was preceded in death by his parents, Harold and Clara Leffin; his niece, Jane Miller; his sister, Luella Mueller; brother, Douglas Leffin; and 25 aunts and uncles.
A Memorial Service for Dennis will take place at 3:00 p.m. on Thursday, November 19, 2026 at Trinity Lutheran Church, 824 Wisconsin Avenue, Sheboygan. Family and friends are welcome at the church on Thursday from 1:00 p.m. until the time of service. Everyone is welcome to stay for food, fellowship, and memories after the service.
The family would like to thank the wonderful and caring staff of Aurora Sheboygan and Aurora St. Luke’s Medical Center of Milwaukee.
The Olson Funeral Home & Cremation Service has been entrusted with Dennis’ arrangements.



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