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KC Crosby has a diverse work experience spanning various industries and roles. Starting in 2005, they worked at Johnson & Johnson Corporate as a Global Operations Leadership Development Program Associate until 2008. From 2008 to 2012, they held managerial positions at Fidelus Technologies, first as an Internal Project Manager/Operations Manager and later as the Manager of Project Management. In 2013, they worked as a Summer Associate at Ackman-Ziff. In 2014, they joined New York Life Insurance Company as a Senior Associate in the Real Estate Investors department, where they managed a portfolio of $540M. From 2015 to 2018, they worked as an Associate at Spear Street Capital. In 2018, they became the Owner of The Beach House Boutique Hotel, a role they held until 2020. Currently, they are the Co-Founder & COO of Pronto Housing, a position they have held since 2021.

KC Crosby received a Master of Business Administration (MBA) degree from The Tuck School of Business at Dartmouth from 2012 to 2014. They completed their undergraduate studies in Supply Chain & Information Systems at Penn State University from 2001 to 2005. In 2002, they also studied Finance at the Questrom School of Business, Boston University. Additionally, KC Crosby obtained a Project Management Professional (PMP) certification from the Project Management Institute in December 2010. They also have certifications in Fair Housing Compliance (FHC) and Tax Credit Specialist (TCS) from the National Center for Housing Management, though the specific dates of obtaining these certifications are not provided.