After the war, he returned to St. Louis and started a delivery service company. In 1948, he took a job at the Lindburg Cadillac dealership where he eventually became a sales manager. In 1957, he started a car leasing business at the dealership in partnership with his employer, Arthur R. Lindburg, which required that he take a 50 percent pay cut and put up $25,000 for a 25% interest in the business. Targeting people whose cars were in the shop, the Executive Leasing Company began operation with a total of seven cars. In 1969, Jack expanded outside Saint Louis and changed the name of the company to Enterprise, coining it after the USS Enterprise aircraft carrier upon which he had served in World War II. Unlike his competitors, who focused on business rentals at airports, Taylor concentrated on the hometown market offering home pickup services which led to Enterprise's "We'll Pick You Up" slogan. By 1980, the rental fleet had grown to 6,000 cars. In 1989, the fleet had grown to 50,000 and he changed the name of the company to Enterprise Rent-A-Car. By 1992, Enterprise surpassed $1 billion in revenues and by 1995, it reached $2 billion in revenues. In 2007, Enterprise purchased National Car Rental and Alamo Rent-A-Car. The current executive chairman is Taylor's son, Andrew C. Taylor. Taylor's business credo was: "Take care of your customers and employees first, and profits will follow."
$25 million to establish the Enterprise Rent-A-Car Scholars Program at Washington University in St. Louis to support scholarships for minority and financially disadvantaged students
$22 million in gifts to 10 charitable and educational organizations supporting underserved children in the St. Louis area
$92.5 million in donations to 13 cultural institutions and charities, mostly in the St. Louis area
Personal life
Taylor was married and divorced twice. In 1945, Taylor married the former Mary Ann MacCarthy, and the couple had two children: Andrew C. Taylor, who is the executive chairman of Enterprise, and Jo Ann Taylor, who runs the Taylor family philanthropic activities. Taylor and his first wife divorced in 1977 after a long separation, and in 1979, he married Susan Orrison. Taylor and Orrison divorced in 2000. In 1978, Taylor's first wife married E. Desmond Lee, a widower and a prominent businessman and philanthropist in his own right. He died on July 2, 2016 in St. Louis at the age of 94.