[1] After starting as a single lunch counter operation, George Webb Restaurants evolved into a chain of full-service family establishments serving made-to-order breakfasts, hamburgers and other sandwiches, soups, chili, and premium blend coffee.

[3] It began as a family business, with George, his wife Evelyn, and their three sons, Jim, Tom and Bob, all performing various tasks in the restaurant.

[2] In 2005, after leading the company for 20 years, Dave Stamm turned operations over to Whitefish Bay businessman Philip Anderson,[1] who had previously built a national rubber seal distributorship before taking on the task of managing George Webb Restaurants.

[1] In an effort to get George Webb Restaurants out of the financial crisis, Anderson, who had lent money for the 2005 purchase of the company, pushed out owner Jayne Aliota and took over day-to-day operations.

Locations have signs that display senseless phrases such as "Free rabbit lunch tomorrow", or "pay $10.00 for 1,893 pennies".

[2] George Webb Restaurants are famous for the traditional baseball prediction game that began in the 1940s and continues today.

Webb was a baseball fan, and each year he predicted that the minor league Milwaukee Brewers would win 17 straight games.

For spring training, the promotion has typically been expanded, allowing customers to get the 5 for $5 deal any time during a ten-day period, regardless of the score.

[7] Because of George Webb's commitment to staying open 24 hours a day,[1] combined with the restaurants' reasonably low prices on food and drink, the chain has become a notorious refuge for homeless adults and juveniles.