During Week 6 against the Carolina Panthers at Tottenham Hotspur Stadium, Winston became the first quarterback in Buccaneers' franchise history to pass for 100 touchdowns in a career but finished with 400 passing yards, one touchdown, a lost fumble, and a career-high five interceptions as the Buccaneers lost 37–26. Two weeks later, in a 27–23 loss to the Tennessee Titans, Winston broke another Buccaneers' franchise record previously held by Testaverde for career passing attempts but finished with 301 yards, two touchdowns, two interceptions, and lost two fumbles. The following week, in a 40–34 overtime loss to the Seattle Seahawks, Winston passed for 335 yards, two touchdowns, and lost a fumble. In Week 10, during a 30–27 victory over the Arizona Cardinals, he had 358 passing yards, one touchdown, and two interceptions. In the next against the New Orleans Saints, Winston threw for 313 yards, two touchdowns, and four interceptions, one of which was returned for a touchdown as the Buccaneers lost 34–17. In Week 12, during a 35–22 win against the Atlanta Falcons, Winston passed for 313 yards, three touchdowns, and two interceptions. During Week 14 against the Indianapolis Colts, Winston finished with a then career-best 456 passing yards, five rushing yards, five total touchdowns, and three interceptions as the Buccaneers won 38–35. As a result of his performance, Winston broke the Buccaneers' single-season franchise record for passing yards that he set in 2016, becoming the first quarterback in franchise history to pass for over 4,100 yards in a season.
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