The total amount of funds available to pay these claims was $1.25 billion. In 1989, Pires formed the Highway One Group, which owns music venues, bars, restaurants and hotels in Delaware. As of 2019, the company employed 475 full and part-time employees at the Bottle & Cork, Rusty Rudder, northbeach, Jimmy's Dewey, Outlet Liquors, Dewey Beach Liquors, Hotel Dewey,ivy, and Hudson Fields. In 2014 Pires and Vikki Walls partnered with Live Nation and Redlight Management to create Delaware Junction, a three day camping country music festival featuring Jason Aldean, Toby Keith, Florida Georgia Line, Cole Swindell, and Thomas Rhett. Pires and Walls also established Hudson Fields (with a capacity of 6,000) which opened in 2017 and has featured Old Dominion, Cole Swindell, Jake Owen, Dirty Heads and Soja. In 2005, Pires started Community Bank Delaware, based in Lewes, Delaware. Since the Bank’s inception, he has served as the Chairman of the Board of Directors and, in 2015, he became its CEO. As of June 2020 CBD has assets of $240 million. In 2009, Pires co-wrote, produced and directed the film "Mayor Cupcake", with a personal investment of $400,000. The film was shot entirely in Delaware and tells the story of an uneducated cupcake baker who becomes the mayor of a small town. The film, featuring Lea Thompson, Judd Nelson, Frankie Faison, and Dorian Harewood, was selected by various film festivals and is available on demand at Netflix, Comcast, Amazon Prime, and Showtime. Pires served as an Adjunct Professor of Law at Georgetown University Law Center from 1998-2000 where he co-taught a course in Civil Discovery with Diane Cooley. Pires also taught real estate and business law at the University of Maryland. Pires ran as the Independent Party of Delaware candidate in the United States Senate election in Delaware, 2012. He lost to incumbent Senator Tom Carper. Pires is married to Diane Cooley, a lawyer, and has two children.