Cover for Dennis "Tiger" Leffin's Obituary

Dennis "Tiger" Leffin

May 6, 1944 — Oct 30, 2026

Sheboygan

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 excelled in football, starting for the varsity team. He then went on to U.W. Oshkosh for two years, where he was involved in football, track, Letterman's Club, Student Union Board, choir, band and Alpha Omega. He also attended U.W. Sheboygan where he participated in choir and band where he was a charter member. Dennis then went to pursue his education at the Sheboygan County Teachers College where he earned his state certification for teaching grades K-9. He taught at St. Peter Claver for three years.

Dennis did a variety of occupations until his retirement at the Sheboygan Press in 2001 after 13 years of employment. He married Judy Sukowatey in 1972. They share a son Brian who is forever grateful to have such wonderful parents.

Tiger was very active in the community. He loved singing and performed at nursing homes, weddings, funerals and church services. He was a member of Men of Harmony, Concordia Singers, Lakeshore Chorale, and the Sheboygan Barbershop Choir. He also enjoyed the love of theater attending many productions and participating himself with the Sheboygan Fine Arts, Community Players, Pelican Players, and the Sheboygan Theater Company. His favorite production was "My Fair Lady" which he performed in three times, one of which was with his son in 1999.

Dennis was s also a board member for the Sheboygan Jaycees, Sheboygan Softball Association, and Parents Without Partners. He was a top blood donor for the Red Cross, donating over 20 gallons. Dennis loved sports and coached many youth and adult sports teams, mostly softball and basketball, which he won a city championship in both. Tiger played for Toro's touch football team winning the city championship three years in a row. Then playing for Chissy's, winning two more city championships. Tiger also played for the Sheboygan Redwings, which was a semi pro team.

Dennis met the love of his life, Kathy, on May 13, 1989. They shared a lot in common and traveled to forty six countries together. Their favorites include China, Russia, New Zealand, Egypt, Australia, Israel, Germany and Ireland. Dennis in his lifetime has been to over 70 countries and all 50 states. He loved sharing his experiences to his friends, family and future travelers. He was a past director of People to People, and a member for over 50 years. Dennis and Kathy spent 22 years in Sun City Center, Florida. They shared many experiences with family and friends there. They missed their family and friends here, but did not miss the frigid temperatures. They were quite active in Florida, participating in Audubon Society, Improv (Mixed Nuts), food pantry, Meals on Wheels, Irish Club, German Club, Wisconsin Club, a softball club and the Lions Club.

Dennis had a great sense of humor. always making people laugh and fell at home. He had a big heart, which embraced many people, especially his family and friends. Dennis enjoyed every minute of his spare time doing fun activities and making memories with his step daughter, Jenny Minor; and his son, Brian Leffin and his 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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Service Schedule

Upcoming Services

Visitation

Thursday, November 19, 2026

1:00 - 3:00 pm (Central time)

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Memorial Service

Thursday, November 19, 2026

Starts at 3:00 pm (Central time)

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