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Richard Scalesse has been an entrepreneur in the business services industry for over 14 years. In 2021, they co-founded and became the Chief Revenue Officer (CRO) of 100 Group, a business services concierge that offers various products and services to business owners. Prior to this, they were the Managing Partner of Chosen Payments from 2016-2021, and an Investor for FeatherPay from 2020-2021. From 2013-2016, they co-founded Ally Commerce, and from 2007-2013 they co-founded Unique Squared Inc.

Richard Scalesse attended Pope John Paul II from 1998 to 2001. Richard then went on to the University of Florida, where they graduated in 2005 with a Bachelor of Science in Finance and Entrepreneurship.