Elect Charles Rolbiecki for Winona County Sheriff

I was born in Winona and raised in Minnesota City of Winona County.  I have spent nearly my entire life in Winona County.  In my younger years, many of you saw me working at the family business – Bass Camp Restaurant and Resort.  At a young age, I started helping in the kitchen by prepping food, assisting with cooking, and washing tons of dishes nightly.  As I grew older, I further helped my family with the resort by doing grounds maintenance, selling

bait and tackle, and eventually, when I became old enough, managing the resort during the summers.  Throughout my many, many years at Bass Camp not only did I develop a strong work ethic, I also learned customer service skills and how to handle difficult situations.  Eventually, everyone came to me to fix their problems, handle disagreements, and resolve issues with difficult customers.

When I graduated from Winona Senior High in the late 1990s, my stepfather Nick Novak was the deputy sheriff of Goodhue County and encouraged me to enter the law enforcement field.  I followed his advice, sought out, and soon accepted my first law enforcement job working in corrections.  After working in the jail setting for 1 ½ years and becoming introduced to all the various aspects of law enforcement, I decided that law enforcement was indeed the career path for me.  This motivated me to further my education.  Thus, I went back to school and earned a bachelor’s degree in Criminal Justice and Law Enforcement.

After college, I took a full-time job working for the City of Caledonia in Houston County as a city patrol officer.  While I enjoyed my job in Caledonia, I carefully watched for Winona County job openings and when a position became available in 2007, I applied and started my career with the Winona County Sheriff’s Department.  I initially began as a patrol deputy working night shift.  After several years, I began to oversee the water patrol unit and eventually was also asked in 2014 to take over the civil processing unit.  Today, I still oversee the civil processing unit, the water patrol unit, coordinate with the Department of Natural Resources and Federal Fish and Wildlife, maintain boat equipment, and take many calls for service. I also routinely assist records staff, jail operations, and complete various other tasks at the public’s requests.

My family and I enjoy the outdoors. I am an avid hunter and fisherman.  I enjoy turkey, duck, and deer hunting.  I also am frequently on the water in my spare time and routinely participate in fishing league and competitions.  My other hobbies include trap shooting, hunting for deer sheds, searching for morel mushrooms, and riding ATVs and UTVs on the various state trails.

Due to my passion for the outdoors, I am a member of Ducks Unlimited Winona Chapter, Mississippi Backwater Fishing Angler Club, and have previously been a member of the National Wild Turkey Federation of the Winona Area.  I have worked diligently with all these volunteer committees to raise money for such as items as awareness, wetlands, conservation, and youth events.  I am also a volunteer assistant coach of the Lewiston Altura High School Trap Shooting team and active member of the Winona Civic Association Committee.

To this day, Hannah and I still reside in rural Minnesota city with our three children and our dog Max.


  • Four Pillars of Policing, April 2022

  • Advanced Civil Process, March 2022

  • Emergency Vehicle Operations, May 2021

  • Mortgage Foreclosure, Redemption, and Eviction Issues, February 2021

  • The Pain Behind the Badge, September 2019

  • Railroad Investigation and Safety, November 2021

  • Institute for Credible Leadership Development: Foundations and Principles of Leadership, August 2019

  • Institute for Credible Leadership Development: Theories and Practices of Leadership, August 2019

  • Institute for Credible Leadership Development: Application and Advancement of Leadership, August 2019

  • Institute for Credible Leadership Development: Leadership Competency and Mastery, August 2019

  • Four Pillars of Policing, April 2019

  • Hostile Event Response and Communications, March 2019

  • Breach Point, November 2018

  • Advanced Civil Process, May 2017

  • Working with the Transgender Community for Law Enforcement, March 2017

  • BCA: Mobile Access Certification, December 2016

  • Basic Civil Process Workshop, April 2016

  • Grade Crossing Collision Investigation, April 2016

  • The Street Officer’s Response to Family Law Disputes, August 2015

  • The Street Officer’s Response to Civil Disputes, August 2015

  • Advanced Civil Process, March 2015

  • Criminal Interdiction through Traffic Enforcement, September 2014

  • eCharging Applications for Law Enforcement-Law Enforcement DWI Forms and Processes, February 2014

  • Criminal Aspects of MN Landlord/Tenant Law, August 2013

  • Terrorism Awareness and Prevention, October 2012

  • Minnesota Peace Officer Standards and Training, October 2012

  • Forfeiture Law Changes, August 2012

  • Outlaw Biker Investigations, June 2012

  • MNSCAM, October 2011

  • Skywarn Spotter, March 2011

  • Street Survival, September 2010

  • Outlaw Motorcycle Gangs, August, 2010

  • Auto Theft Latent Prints, May 2010

  • FEMA: Introduction to the Incident Command System for Law Enforcement, August 2009

  • FEMA: ICS for Single Resources and Initial Action Incidents, August 2009

  • FEMA: National Incident Management System, August 2009

  • The Bulletproof Mind, April 2009

  • ICE: Immigration Enforcement Issues for Criminal Justice Professionals, April 2009

  • Law Enforcement and Medical Response to Sexual Assault, April 2009

  • Search Warrant Basics, December 2008

  • Minnesota Citizen’s Personal Protection Act, December 2008

  • DWI and Traffic Safety, September 2008

  • Minnesota Crime Alert Network, October 2007

  • Street Survival, April 2007

  • Criminal Justice Coordinating Council, Continuing Law Enforcement Training, March 2007

  • Cornerhouse On-Site Child Sexual Abuse Forensic Interview, June 2006

  • Domestic and Sexual Violence in Later Life, July 2006

  • DNA Evidence Collection and Utilization, May 2005

  • Indoor Cannabis Cultivation, September 2005

  • Restorative Justice Conference, April 2003

  • How to Run a Direct Supervision Housing Unit, November 1999

  • Suicide Detection and Prevention, September 1999

  • Interpersonal Communication Skills, September 1999