Meet the Sales Team

Our sales team has the depth of experience needed to execute tailored deals in support of a multitude of financing scenarios. Our relationships with direct borrowers, financial sponsors and business advisors allow us the ability to understand varying and dynamic needs for lending creativity and deliver certainty of close.

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Direct: 224.235.4551
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Anthony Di Chiara

EVP, Head of Sales

Anthony and his team are fresh faces in the lower middle market independent finance world, where they use a relationship-oriented approach to creatively structure asset based credit facilities for companies with up to $100 million in revenue. Anthony’s background comprises extensive experience at leading banks and finance companies including Wachovia Capital Finance, Merrill Lynch Capital, Heller Financial and Fleet Capital Corp., among others. He is active in the Commercial Finance Association, Turnaround Management Association, Association of Merger and Acquisition Advisors and Association for Corporate Growth. When Anthony is not growing Gibraltar’s business, he enjoys spending time with his wife and three children, staying fit as an avid runner and following alma mater Notre Dame on the football field and hardcourt.

Direct: 980.244.1376
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Mike Conrad

SVP, Southeast Region

Mike joined Gibraltar to open up the Charlotte office, where he is responsible for originating and executing new loan relationships in the Southeast region. His is also focused on developing ongoing value-added relationships with restructuring advisors, investment bankers, private equity groups and other transaction-oriented professionals in his region. Prior to Gibraltar, Mike spent nearly 25 years in various originations roles with companies including Wells Fargo and Bank of America’s asset based financing and corporate investment banking groups. At Wells, he was instrumental in developing the private equity asset based direct originations effort. Mike and his wife have two sons. His family enjoys tennis, running, cooking and traveling. Mike graduated from Wake Forest and enjoys following Deacon sports and attending Carolina Panthers games.

Direct: 310.921.9190
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Scott Shapiro

SVP, West Region

In representing the West region for Gibraltar, Scott approaches every commercial financing request by first listening to his client’s needs and then structuring a credit facility accordingly. He brings over 15 years of commercial finance experience to his role, having worked at both privately held and bank owned commercial finance companies. Scott is active in the local chapters of the Risk Management Association and a former board member of the Los Angeles chapter. He graduated from the University of California at Santa Barbara and currently resides in Redondo Beach with his wife and two children. When not helping clients with financing, Scott enjoys playing golf and beach volleyball.

Direct: 214.347.0600
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S. Scott Simmons

SVP, Southwest Region

Providing thoughtful, creative, asset-based capital to companies in need is a passion for Scott. For the last 25 years, he has enjoyed building relationships and structuring deals in the Southwest region. During his time with FINOVA/TEXTRON, First Capital, and AloStar Scott utilized his consultative approach to capital solutions to become a trusted advisor for borrowers and referral sources, including junior and senior lenders and equity sponsors. Scott enjoys spending time with his wife, two daughters and son, chasing high school and extracurricular activities, as well as, Oklahoma State Cowboy sporting events.

Direct: 425.495.1648
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Gregg Marsicano

SVP, Northwest Region

Specializing in turnarounds, mergers/acquisitions, high-growth, seasonal swings and start-ups, Gregg has been creating flexible asset-based financing solutions for over 30 years. Timing is always critical when a company needs financing, and Gregg can swiftly assess a company’s financial needs to determine the best path forward. His varied background affords him a comprehensive perspective that encompassed positions as an auditor, an underwriter, a relationship manager, a team leader, and a business development officer with Mellon Business Credit, Norwest Business Credit, Wells Fargo Capital Finance, and PNC Business Credit. When away from solving companies’ financing needs, Gregg is an avid boater, enjoys golf, snow skiing, woodworking, wine tasting, and exploring the world with his wife at off-the-grid destinations.

Direct: 917.860.7583
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Tony Vassallo

SVP, Northeast Region

Tony brings over 25 years of asset-based lending experience to Gibraltar. He prides himself on providing honest and practical feedback to prospective clients and referral sources. He believes this is a major source of his success in developing close relationships with private equity groups, investment banks, debt advisory firms, restructuring professionals, accountants and attorneys. Tony developed his in-depth understanding of the many aspects of asset-based lending through positions in portfolio management, underwriting, and new business development. He has held these positions with top companies in the industry, including CIT Business Credit, BNY Financial Corporation/GMAC and Bank of America Business Capital. A graduate of St. John’s University in New York City, Tony is also a member of the Secured Finance Network, the Turnaround Management Association and the Association for Corporate Growth. In his free time, Tony enjoys spending time with family and attending concerts, baseball games and mixed martial arts events.