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Caleb Kulesza has a range of work experience in various roles and industries. Caleb started their career as a Sales Representative at Menards in February 2019, where they worked until July 2019. In October 2019, Caleb joined Dordt University as an Advancement Office Representative, a role they held until March 2020. From May to August 2020, they worked as a Landscape and Construction Worker at Fritz Landscaping. Caleb then became a Resident Assistant at Dordt University from August 2020 to June 2021. In June 2021, they started working as an Engineering Intern at TWR until August 2021. In May 2022, Caleb joined Breaking Ground Chicago as a Project Management Intern, a position they held until August 2022. Most recently, Caleb has been working at Henderson Engineers as a Design Engineer since June 2023.

Caleb Kulesza attended Dordt University from 2019 to 2023, where they pursued a Bachelor of Engineering degree in Mechanical Engineering.