Southwest Airlines: Herb Kelleher We're hard at work planning more live shows, so we bring you one of our favorites from last year: Southwest Airlines. In 1968, competitors sued to keep Herb Kelleher's new airline grounded. After a 3-year court fight, the first plane took off from Dallas. Today Southwest Airlines operates nearly 4,000 flights a day. PLUS in our postscript "How You Built That," how Monica Mizrachi and her son Solomon built EzPacking, a family business selling packing cubes.