He had high aspirations early in his career. He told Football Digest in 1986 that he wanted "Financial security, and I want to be in the Hall of Fame. That's my goal. And I'd like to win a few more Super Bowls." Along the way, he was also named first team All-Pro three times (in 1983, '84, and '85) and second team All-Pro twice (in 1986 and 1989). He was selected by John Madden to the All-Madden teams in 1984 and 1985 and was named to the 10th Anniversary All-Madden team in 1994.
In March 1986, Long told Inside Sports, "When I'm finished playing, I'd like to stay in touch with football, through broadcasting. I'm qualified to give a certain perspective and I'm articulate enough to handle it." After his retirement, he began as a studio analyst for the Fox Network's NFL coverage where he often plays the "straight man" to the comic antics of co-host Terry Bradshaw and he writes a column for Foxsports.com. In addition, he hosts an annual award show on Fox, Howie Long's Tough Guys, which honors the NFL players whom he deems the toughest and gives "the toughest" a Chevrolet truck. Long won a Sports Emmy Award in 1997 as "Outstanding Sports Personality/Analyst."