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Rich Messina has extensive work experience in various industries, starting with their role as a Fitness Coordinator at Warner Lambert in 1986. From there, they moved on to work as a Sales Representative for Bio-Analogics, Inc., where they sold and provided training for medical equipment and software. In 1990, they created and became the Director of Operations for Lifestyle Enhancement & Assessment Program (LEAP), a health promotion company. During their time there, they increased revenues and secured corporate accounts with major companies.

In 1995, Messina became a Sales Representative and Sales Trainer for Nada Concepts, Inc., where they specialized in selling orthopedic and ergonomic products. Rich then transitioned to become an Account Manager/IT Recruiter at Modis in 2000, where they managed client companies and recruited IT professionals. During their time at Modis, they achieved significant increases in consultants on billing, gross profit, and sales revenue.

In 2009, Messina joined AV Digital, LLC as the Manager of Sales & Operations for their Digital Advertising Division. Rich managed daily operations and sales, including new business development and marketing. Rich also managed a network of "indoor digital billboards" in Tennessee and Alabama.

In 2013, Messina became the Managing Partner of Impact Digital Ads, LLC, an advertising and marketing company that specialized in assisting small businesses and non-profit organizations in expanding their customer reach.

Most recently, Messina worked as an Account Executive at OUTFRONT Media, where they focused on sales and account management in the outdoor advertising industry, specifically in CT and surrounding areas.

Throughout their career, Messina has consistently demonstrated their skills in sales, marketing, account management, and operations management.

Rich Messina completed their Bachelor's Degree in Health Education from the University of Florida from 1983 to 1986. Prior to that, from 1980 to 1983, they attended the University of Maine and studied Journalism/Broadcasting, although they did not obtain a degree in that field.