After serving as host at a sports-hangout in New York called Billy LaHiff, in 1940, Toots decided to open his own place at 51 West 51st St. He named it Toots Shor's Restaurant, but locals came to know it as Toots'.1 Because of the seemingly fair prices, Toots Shor's was appealing to people from all walks of life, from stars to the average Joe, and that was mainly due to the personality of Toots himself. He made a point of becoming acquainted with his clientele, and affectionately greeted them at the front as crum-bum. An ardent Yankees fan, he never missed a home game, Toots's became a home away from home for players Joe DiMaggio and Mickey Mantle.2
When the legendary crooners Frank Sinatra and Bing Crosby would enter the restaurant, all heads turned their way and then a thunderous applause would break-out. Jackie Gleason also made a home for himself at Toots Shor's, becoming one of Toots' closest friends. When Gleason was not filming his show, he would spend the day socializing at Toots's, then go home for a shower and quick nap before returning for more enjoyment.2 On Saturday nights after filming his show, Gleason left the theater as fast as he could and went straight to Toots's. Gleason's 39th birthday at Shor's was the social event of the year in New York in 1955, and to Gleason's delight, the show was stolen by the former Mrs. Joe DiMaggio, Marilyn Monroe.3
Though it was the most beloved hangout in New York, Toots's was not known for its cuisine, Toots advertised on the atmosphere of the place. He once told actress Audrey Meadows that a couple from Omaha had complained to him they could get better steaks in Omaha. In classic Toots he responded, So what? When you're through eating, you're still in Omaha!3 Toots took more pride in his restaurant being known for its martinis made at the giant round bar. Chief Justice Earl Warren was a fan of those martinis, as was the gangster Frank Costello. It was not uncommon to see the two men drinking on opposite sides of the bar at the same time.2
In 1959, Shor's gambling and penchant for allowing his friends to eat for free had taken its toll on the financial well-being of the restaurant. That year he closed the doors on West 51st St. and the next year the building was demolished. A couple of years later he re-opened another Toots Shor's on West 52nd St., persuading some of the old crowd to return. But the culture in New York was dramatically changing and financial problems continued to mount. In 1971 Toots closed his second restaurant, only to return again the next year, but that restaurant closed within a year. Toots' days as a restaurateur were over, his old pals had all grown older, died, or moved away. Shor died in 1977 while living at the Drake Hotel in New York with his wife Marion Baby, whom he had met when she was a dancer during his early days as a host.2
Decades later, Toots' and Baby's granddaughter Kristi Jacobson brought her grandfather and his restaurant back to life in the documentary Toots. In looking to re-discover her grandfather's personage and legacy, Jacobson interviewed old friends Walter Cronkite, Frank Gifford, Pete Hamill, Mike Wallace, as well as Toots' daughter. Journalist Pete Hamill summed up Toots Shor's Restaurant the best when he remarked, Toots' was a part of the imagination of people who had never even walked in there. They knew it existed the way they knew the Statue of Liberty existed.4 At Toots Shor's times were simpler, people were happy; that was all Toots could ask for.