Enright (original surname Ehrenreich), who grew up in British Palestine and New York, met up with Barry as the latter was working in stand-up comedy. After a stint at WOR radio, the two developed several early TV shows, including the seminal "interactive" show Winky Dink and You, as well as Juvenile Jury and Life Begins at 80.
Enright believed they needed to find heroes and villains—contestants the audience would either root for or root against. Though not illegal at the time, Enright and his assistant producer Albert Freedman went beyond merely finding appealing players by actually manipulating them: providing certain contestants with answers in advance, and scripting games and the players' mannerisms in the isolation booth. It was a process the producers duplicated for Tic Tac Dough.
Enright's most famous contestant protégé was Twenty One's Charles Van Doren, who went on to win for 14 weeks and became a cover subject for Time, thus causing the show's popularity to soar. Van Doren replaced Herb Stempel, who himself had been given answers over his extended run on the show, but was eventually forced to lose (so that the more telegenic Van Doren might replace him). Stempel became bitter about his loss and went to Enright, demanding money and threatening to expose the show's rigging. Enright said he would help but put Stempel off. Stempel finally went public with his allegations, though Enright denied all charges and the show went on for some time.
As the press was publishing allegations by former contestants of quiz rigging, NBC purchased from Barry and Enright the shows Twenty One and Tic Tac Dough, along with two new daytime entries, Concentration and a musical quiz Dough Re Mi, all of which aired on NBC, for $1 million. Eventually the truth came out, and Enright admitted to rigging the show and giving contestants the questions and answers in advance.
As Twenty One's emcee and co-producer, Jack Barry did not directly rig the shows himself (even quiz-show scandal investigator Joseph Stone questioned his involvement), yet he admitted in interviews given in the 1970s and 1980s his role in covering up the rigging for Enright once he found out.
Slowly, Enright managed to work his way back into television, having to go to Canada to do so. He was a producer of the early-70s syndicated game show All About Faces with Richard Hayes. Barry and Enright also collaborated on other small Canadian-produced quiz shows including Photo Finish, shot in Montreal, and It's a Match, which was taped in Toronto. It was on these shows that a number of young American and Canadian producers and directors got their start, including Sidney M. Cohen, Mark Phillips and Jay Wolpert.
By 1977, Barry and Enright had resumed their partnership full-time. In the spring of 1976 they sold a revival of Break the Bank to ABC. Despite promising ratings, the daytime network version hosted by Tom Kennedy was canceled. A weekly first-run syndication version aired from September 1976 to September 1977, hosted by co-packager Barry.
Barry and Enright later found their longest-lasting success with syndicated versions of Joker and the revived Tic Tac Dough.
Enright went on to produce a few other game shows on his own, including Bumper Stumpers and a short-lived revival of Tic Tac Dough, as well as a few projects with former Wheel of Fortune co-host Susan Stafford, who was then Vice President of Public Relations for Barry & Enright Productions. Enright and Stafford shared a penthouse in Santa Monica, California.