Sam Chiaverini

Sam Chiaverini is an accomplished sales professional with extensive experience in enterprise account management and business development. Currently serving as an Enterprise Account Executive at Relyance AI since September 2025, Sam is also the Founder of Peak and Pine Properties LLC, established in October 2023. Previous roles include Director of Global Accounts and various executive positions at Lakeside Software, where Sam achieved multiple awards, including President’s Club recognition and high rankings in mid-market account performance. Earlier experience includes roles at Granite Telecommunications, Flylisted, and Shawmut Communications Group, with a strong foundation in finance from Plymouth State University and the University of Tampa.