Meet Charles Rolbiecki | Candidate for Winona County Sheriff

Meet Charles Rolbiecki | Candidate for Winona County Sheriff

June 29, 2026 · 1h 19m · Episode 135

About this episode

The episode features an interview with Charles Rolbiecki, a candidate for Winona County Sheriff, discussing his law enforcement career and the responsibilities of a Sheriff’s Deputy.

What does a Sheriff’s Deputy actually do? What is the role of a County Sheriff? On this episode of Brews & Cruise Podcast, host Chris Jacobson sits down with Charles Rolbiecki, candidate for Winona County Sheriff, to discuss his career in law enforcement, the responsibilities of a Sheriff’s Deputy, and what it means to serve the people of Winona County. Whether you’re interested in becoming a police officer, learning how a Sheriff’s Office operates, or getting to know one of the candidates for Winona County Sheriff, this episode offers an inside look at the profession and the people behind the badge. During this conversation, we cover: ✔️ Charles Rolbiecki’s background growing up in Winona County ✔️ Why he chose a career in law enforcement ✔️ What Sheriff’s Deputies do every day ✔️ Patrol responsibilities ✔️ Jail operations ✔️ Court security ✔️ Civil process and serving legal documents ✔️ Water patrol duties ✔️ Evictions and court procedures ✔️ Building trust with the community ✔️ Leadership in law enforcement ✔️ Memorable stories from the job ✔️ Running for Winona County Sheriff This conversation is centered on community service, leadership, and educating the public about…

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