The Heisman Trophy-winning quarterback was selected with the first overall pick in the NFL draft on Thursday night, instantly becoming the face of a franchise that missed the playoffs the past seven seasons and hasn't won a postseason game since the club's Super Bowl run in 2002.
Coach Lovie Smith and Jason Licht made the call, concluding after months of interviews and exhaustive research that Winston not only can be the answer to team's offensive woes, but that the 21-year-old has learned from off-the-field mistakes that threatened to undermine his stock in the draft.
In selecting Winston, the 2013 Heisman winner who was accused - but never arrested or charged - of sexually assaulting a college student at Florida State, the Bucs passed on 2014 Heisman winner Marcus Mariota. The Oregon standout was the other quarterback under consideration for the top pick.
Winston was not in Chicago for the NFL draft, he was in his hometown of Bessemer, Alabama with family and friends.
Smith and Licht said repeatedly over the past two months that they were comfortable with the prospect of taking Winston, who also generated negative headlines when he was cited for shoplifting crab legs from a supermarket and later suspended for one game last season after climbing onto a table in the FSU student union and shouting an obscenity.
The Glazer family, which owns the team, also was on record for weeks as being comfortable with the organization's vetting process, which included Winston's daylong visit to One Buccaneer Place in early March.
Licht insisted the team, while impressed with both Winston and Mariota, would wait until the last minute to finalize its decision just in case another club stepped up offering a trade he and Smith couldn't refuse.
Winston, meanwhile, didn't' wait to see if the Bucs would pick him before getting familiar with the Tampa Bay area, participating in a pair of charity golf events hosted by former Bucs who extended invitations to the quarterback.
Winston played in the Derrick Brooks Celebrity Classic on Monday, a tournament that also attracted Hall of Famers Deion Sanders, Larry Little, Ted Hendricks, Marcus Allen, John Randle and Jerome Bettis. Three weeks ago, he was in town for a golf event for Mike Alstott's foundation.
Brooks, who spent his entire NFL career with Tampa Bay, was elected to the Pro Football Hall of Fame last year. He is a former FSU star, a member of the school's board of trustees and among those who feel the young quarterback deserves an opportunity to show he's a better person than many perceive him to be.
"Time will tell," Brooks said, adding that he was impressed that Winston sought a face-to-face meeting with NFL commissioner in the weeks leading up to the draft.
"Who else has done that?" Brooks added. "That tells you a lot. "
The Bucs coming off a 2-14 season, in which they posted their worst record in 28 years and finished last in the NFC South for the fourth straight year.
Winston joins Hall of Famer Lee Roy Selmon (1976), Ricky Bell (1977), Bo Jackson (1986), as well as, Vinny Testaverde (1987) - another Heisman-winning quarterback - in being picked No. 1 overall by Tampa Bay.
The Bucs spent their entire 2014 draft, their first under Smith and Licht, on offensive players, yet still wound up ranking 25th in passing, 29th in scoring and 30th in total offense last season.
The team paved the way for Winston to become the starter immediately, releasing veteran Josh McCown and hiring former Atlanta Falcons offensive coordinator Dirk Koetter to install a system the team hopes will give the young quarterback a chance to flourish.