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Brett Bolton's work experience is as follows:

- Director of Product at CertifyOS since September 2023

- Chief of Staff at CertifyOS from January to December 2023

- Director of Strategy at CertifyOS from November 2021 to January 2023

- Founder and CEO of Lavendry from February 2021 to December 2022

- Network Adequacy Consultant at Oscar Health from July 2020 to December 2021

- Network Adequacy Manager, Network Strategy at Oscar Health from December 2019 to July 2020

- Regulatory Affairs Associate at Oscar Health from September 2018 to December 2019

- Legal Intern at State of Missouri, DESE from May to August 2017

- Director of Special Projects at The City of Louisiana, Missouri from August 2014 to May 2015

- Intern, Office of Senator Roy Blunt at United States Senate in August and September 2013

- President of the Student Government at New York University Abu Dhabi from January 2012 to February 2013.

Brett Bolton completed a Bachelor of Arts degree in Political Science from New York University Abu Dhabi in 2014. Brett then pursued further education at Washington University in St. Louis from 2015 to 2018, earning a Juris Doctor (J.D.) degree from the School of Law.