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Caila Strand-Cunha has worked in various roles in different companies since the year 2000. Caila'srecent work experience includes working as an Accountant at Five Star Storage since 2022, a Property Accountant at MetroPlains Management from 2020 to 2022, and an Accountant at Fargo Housing & Redevelopment Authority from 2017 to 2020. Caila has also worked as an Accounts Payable Team Lead and Accounts Payable at Dakota Supply Group from 2013 to 2017, and as a DOT Compliance Administrator at Compliance and Safety Services in 2012. Before that, they worked as Public Safety- Parking and Patrol Officer at MSU Moorhead from 2011 to 2012, as a Receptionist at GMR Transportation from 2007 to 2011, and as Office Staff at MSU Mankato Security from 2004 to 2006. Caila started their career working as a Busser, Host, Server, and Cocktail Waitress at Speak Easy from 2000 to 2004.

Caila Strand-Cunha attended Minnesota State University Moorhead from 2011-2012 where they pursued a degree in Criminal Justice with an LE track minor in Psychology and a Bachelor's degree in Criminal Justice/LE. From 2004-2007, they studied Criminal Justice at Minnesota State University, Mankato. In 2016-2017, Caila attended Rasmussen College where they obtained a Certification for Associates. Caila also has a certification in Medical Billing and Coding from Rasmussen College. In the future, they plan to pursue a Master's degree in Accounting and Finance at the University of North Dakota from 2023-2025.