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Leecox Omollo has a diverse work experience spanning several companies and roles. Leecox started their career as a Software Engineer at Harris Corporation in 2004. From there, they moved on to Accenture, where they held various positions, including Solution Architect, leading multiple teams to deliver mobile, web, integrations, and analytics solutions for clients. In 2011, they joined West Monroe Partners as a Software Solution Architect, leading teams of consultants in proposal preparation, solution design, implementation, and deployment.

In 2012, Omollo joined Volkswagen Financial Services as an Application Development Manager and Technical Lead, where they managed a 19-person software development team and played a key role in transforming the organization's underperforming support team by introducing agile and DevOps practices. Leecox also redefined business processes and defined the solution architecture for multiple projects as part of a large-scale initiative.

In 2015, Omollo joined Adtalem Global Education, initially as IT Director of Mobile Solutions, overseeing the development and support of the organization's mobile and web application portfolio. Leecox later served as the Director of the Digital Center of Excellence and then as the Director of Enterprise Data Services.

Omollo's most recent role is with Riverside Insights, where they currently serve as the Vice President of Enterprise Applications & Platform Services. Leecox is responsible for establishing the foundation necessary to support and accelerate the organization's digital transformation objectives, including areas such as data & analytics, enterprise platform services, cloud infrastructure, and ERP and web platforms.

Leecox Omollo pursued their education in a chronological manner. Leecox first attended Hope College from 1998 to 2002, where they obtained a BA degree in Computer Science. Subsequently, they enrolled at Grand Valley State University from 2005 to 2007, earning an MSc degree in Software Engineering with a focus on Distributed Computing and Object-Oriented Technology. Later, from 2011 to 2013, Leecox attended Northwestern University - Kellogg School of Management, where they received an MBA degree specializing in Technology Industry Management, Strategy, and Finance.

In addition to their formal education, Leecox Omollo has acquired various certifications. These include "Contact Center AI: Operations and Implementation" from Google in December 2020, "Advanced Machine Learning with TensorFlow on Google Cloud Platform Specialization" and "Machine Learning with TensorFlow on Google Cloud Platform Specialization" from Google in May 2019, and "Executive Data Science Specialization" from The Johns Hopkins University in June 2016. Furthermore, they obtained the certification of "Certified Scrum Master (CSM)" in June 2013, "Project Management Professional (PMP)" from PMI in June 2010, and "Building Conversational Experiences with Dialogflow" from Google, although the specific date is not provided. Lastly, Leecox holds certifications as a "Certified Technical Architect" from Accenture and as a "Microsoft Certified Application Developer (.NET)" and "Microsoft Certified Solution Developer (.NET)" from Microsoft, but the dates of obtaining these certifications are not mentioned.