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Dylan O'Connor has a diverse work experience that spans over multiple industries. Dylan started their career in 2006 as a Lifeguard at the Village of Weston, where they eventually became the Aquatic Center Manager. In 2011, they also worked as a Public Safety Adjunct Instructor at Northcentral Technical College.

In 2014, Dylan joined the SOUTH AREA FIRE & EMERGENCY RESPONSE DISTRICT, where they held various roles such as Firefighter/Paramedic, Engineer/MPO, Lieutenant, Captain, and eventually Battalion Chief. Dylan served in these positions until 2019.

Starting in 2015, Dylan worked as a Critical Care Paramedic at Ascension until 2017. Dylan then joined Aspirus Health as a Critical Care Paramedic and later transitioned to the role of Flight Paramedic. Dylan worked at Aspirus Health until joining ImageTrend in 2023.

In addition to their roles in emergency services and healthcare, Dylan also worked as Captain - EMS and Firefighter/Paramedic at RIVERSIDE FIRE DISTRICT from 2020 to 2022.

Currently, Dylan is serving as a Client Services Educator at ImageTrend.

Dylan O'Connor's education history begins with the completion of an Associate's degree in Paramedic from Northcentral Technical College in 2011. Following this, Dylan obtained a Technical Certificate in Emergency Medical Services Leadership from the same institution. Dylan then pursued a Bachelor's degree in Fire & Emergency Response Management from the University of Wisconsin Oshkosh, which is expected to be completed in 2022.

In addition to these academic achievements, Dylan has obtained several certifications in various areas related to fire and emergency response. These certifications include Cultural Humility and Agility from LinkedIn (obtained in February 2023), Blue Card Incident Command Program from Blue Card (obtained in January 2019), Driver/Operator-Aerial from the International Fire Service Accreditation Congress (obtained in November 2018), Hazmat Technician from The Pro Board (obtained in August 2018), Driver/Operator-Pumper from the International Fire Service Accreditation Congress (obtained in June 2017), Fire Officer II from the International Fire Service Accreditation Congress (obtained in May 2017), Incident Response to Terrorist Bombings from New Mexico Tech (obtained in July 2014), Fire Inspector I from the Wisconsin Technical College System (obtained in January 2014), Fire Officer I from the Wisconsin Technical College System (obtained in January 2014), Incident Safety Officer - Fire Suppression (ISO) from FEMA (obtained in December 2013), Firefighter II from the International Fire Service Accreditation Congress (obtained in August 2013), Firefighter I from the International Fire Service Accreditation Congress (obtained in April 2013), Enhanced All-Hazard Incident Management/Unified Command from Texas A&M Engineering Extension Service (obtained in January 2013), ICS-400 from FEMA (obtained in February 2012), ICS-300 from FEMA (obtained in January 2012), Tactical EMS from Waukesha County Technical College (obtained in November 2011), ICS-800 from FEMA (obtained in March 2011), ICS-200 from FEMA (obtained in October 2010), ICS-100 from FEMA (obtained in August 2010), and ICS-700 from FEMA (obtained in August 2010).