YES, a big yes. People, even his own mother, didn't expect him to win the governorship in 1994. His dad had always favored Jeb and Jeb was the one that lost an election. Like father like son for loosing elections.
GWB pulled a great thing in 1994. Despite overall political climate, Ann Richards was long considered the most popular Governor of Texas since at least John Connally, and Bush ran a great campaing, ending up with comfortable win, while Jeb failed to unseat Chiles the same year, even if Florida was considered far more likely to flip than Texas. Well, truth is Lawton Chiles was a living legend.