Early years Winters began his professional career in 1916 with the
Denison Railroaders of the
Western Association, though the league disbanded in midsummer. He was preparing to enter medical school following his tryout with Denison, however the Giants signed him to a professional contract. He practiced with the Giants during
spring training in 1918, trying out for the team out of college. He was released to the Kansas City Blues of the
American Association under an optional agreement prior to the beginning of the 1918 season. He spent all of 1918 with the Blues, going 3–2 with a 2.42 ERA in 13 games. In 67 innings, he allowed 64 hits, 23 walks and nine unearned runs. His early performance impressed
Hall of Fame Giants manager
John McGraw so much that McGraw considered Winters "...the finest pitching prospect he had seen since
Christy Mathewson..." The team played its first game of the year on April 23, and about two weeks later, on May 3, Winters made his major league debut. Pitching against the
Philadelphia Phillies that day, Giants' starter
Jean Dubuc allowed three runs in 5.1 innings. Winters was called upon to relieve Dubuc and pitched 3.2 scoreless innings. He struck out two batters and walked one, while allowing three hits. The Giants won the game 4–3, with Winters earning the win. At the start of the regular season, manager McGraw was "banking heavily" on the success of Winters as a regular on the staff. Winters played 16 games with the Giants that year, appearing mostly in relief. He won one game while losing two, posting a 5.46 ERA with 13 walks and six strikeouts in 28 innings. He saved three games that year, tying for second in the
National League behind
Oscar Tuero with, among others, Jean Dubuc. He also
finished 11 games, which tied for seventh most in the league and second-most on the team, behind Dubuc. He also hit three batters, which was second on the team behind
Rube Benton. He made his second start on August 28 against the Phillies. In six innings, he allowed 10 hits and four walks, which led to nine earned runs. He was again replaced by Dubuc and earned the loss.
1920: Last year with the Giants While prior to his major league career Winters was being compared to Christy Mathewson, by April 12, 1920, the
Milwaukee Sentinel was comparing him to Ferdie Schupp. The newspaper noted Winters' lack of control on the mound and related him to Schupp, who, like Winters, was a very highly touted prospect that initially showed poor control. As Winters did not appear in many games in his rookie season, Schupp too spent the early part of his career primarily in the dugout. However, by 1917, he blossomed by winning 21 games for the Giants. The newspaper predicted a similar output by Winters. Winters appeared as a reliever in 21 games for the Giants that year, going 0–0 with a 3.50 ERA. He walked 28 batters and struck out 14 in 46 1/3 innings. In 1920, Winters set a record that would stand until 1925. He became the first pitcher ever to appear in 20 or more games in a season without earning a decision. The previous record was 17 appearances, reached by
Hooks Wiltse in 1913. The record was broken five years later by
Jack Wisner, who made 25 appearances without a win or loss. Coincidentally, both Wiltse and Wisner pitched for the Giants when they set their respective marks.
Back to the minors and Philadelphia Phillies On January 7, 1921, the Giants released Winters and fellow pitcher
Bunny Hearn to the
Milwaukee Brewers of the American Association, though by early February Winters' release was recalled and he returned to the Giants. He was then released to the Toronto Maple Leafs of the
International League with
Vern Spencer on April 11. He pitched in 21 games for the Maple Leafs, going 11–8 with a 2.91 ERA. In 161 innings, he allowed 156 hits, 54 walks and 23 unearned runs. In July, the Giants traded Winters to the Phillies. There is some uncertainty as to who was involved in the deal that sent Winters to the Phillies and when the deal took place. One source says he was traded on July 25 with
Curt Walker,
Butch Henline and $30,000 for
Irish Meusel and another source claims he was traded with
John Monroe for pitcher
Cecil "Red" Causey on July 10. He was used mostly as a starting pitcher for the Phillies in 1921, starting 14 of the 18 games in which he appeared. He went 5–10 with 10 complete games and a 3.63 ERA in 114 innings, allowing 142 hits, 27 unearned runs and 28 walks while striking out 22 batters. He led the team's starting pitchers in ERA. At the plate, he collected five hits in 39 at-bats for a .128 batting average. Winters began the 1922 season by posting a 2.25 ERA in his first 16 innings of work. He then posted a 5.74 ERA the rest of the way, en route to a season record of 6–6 and an ERA of 5.34 in 34 games, nine of which he started. He walked 56 batters and had 29 strikeouts. He tied for seventh in the league in saves and eighth in the league in games finished. At the plate, he hit .256 with two doubles in 45 at bats. He played his final major league season in 1923, going 1–6 with a 7.35 ERA in 21 games, six of which he started. In 78.1 innings, he allowed 116 hits and 39 walks, while striking out 23 batters. He threw one complete game, against the
Brooklyn Dodgers on April 27. His four fielding errors were the fourth-most in the league. However, he stuck around until July 30, his final major league game. After his final big league appearance, the Phillies sent Winters to the
Hartford Senators of the
Eastern League, with whom he played until the end of the season.
Final years He began 1924 with the Phillies in spring training, however he was sold to the
Portland Beavers before the season began. He appeared in 42 games for the Beavers that year, going 16–20 with a 4.11 ERA. In 285 innings, he allowed 333 hits and 101 walks, leading the team in victories, innings pitched, runs allowed (174) and bases on balls. He finished second behind
Charlie Eckert in losses, games, hits allowed and earned runs allowed (144). He spent the majority of 1925 with the Beavers, going 5–6 with a 5.17 ERA. He also appeared in eight games for the
Wichita Falls Spudders, posting a 1–0 record and a 2.57 ERA. Combined, he went 6–6 with a 4.41 ERA in 30 games, walking 71 batters and allowing 116 hits in 143 innings. ==Post-playing career and death==