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Diane LaGrega Bertocchi has a diverse work experience spanning multiple industries. Diane began their career as an Office Manager at Evangelical Hospital in 1996, where they analyzed health plans' financial status and maintained data entry and filing systems. Diane then worked as an Accounting Agent at BRIM, INC from 1996 to 1998, where they were responsible for the Accounts Payable Department and prepared financial statements for condominiums and cooperatives. Diane then moved on to Don Richard Associates, where they served as an Accounting Agent, responsible for staff payroll and preparing financial statements and reconciliation reports.

In 1998, Diane joined U.S. News & World Report as an Administrative Assistant in the Information Technology Department. Diane later became an Office Manager and then an ITS Financial Manager. In these roles, they prepared and analyzed financial statements and general ledger reports, implemented cost-cutting policies, managed telecommunications equipment and services, and created purchase orders.

Since 2010, Diane has worked at Technical Resources International, Inc. Diane started as a Cost Analyst and then moved on to become a Project Control Analyst and a Project Analyst. In these positions, they have been responsible for generating financial reports for government contract expenditures and labor hours utilization in compliance with contract requirements. Diane has also conducted cost analysis and data manipulation to generate detailed customized cost reports.

Throughout their career, Diane has demonstrated proficiency in financial reporting, analysis, and cost control.

Diane LaGrega Bertocchi completed their education at three different institutions. From 1991 to 1995, they attended Gettysburg College where they earned their Bachelor of Arts degree in Economics. Following this, in 1994, they had a brief stint at UCL where they studied Economics. Lastly, from 2003 to 2007, Diane pursued their Master of Business Administration degree with a concentration in Finance at The George Washington University.