Sheldrick Redwine Bio
Sheldrick Darell Redwine, born on November 6, 1996, is an American professional football safety currently playing for the Saskatchewan Roughriders of the Canadian Football League. A native of Miami, Florida, Redwine played college football at the University of Miami before launching an NFL career that included stints with seven different organizations. Standing 6 feet 0 inches tall and weighing 196 pounds, he has built a reputation as a versatile defensive back capable of contributing on special teams and in pass coverage.
Early Life and Background
Sheldrick Darell Redwine was born and raised in Miami, Florida, where he developed an early passion for football. Growing up in a city known for producing elite defensive talent, Redwine honed his athletic skills on local fields before enrolling at Miami Killian High School. His combination of size, speed, and physicality drew the attention of college recruiters during his prep career.
At Miami Killian, Redwine emerged as one of the top safety prospects in the state of Florida. His performance in high school earned him a scholarship offer from the University of Miami, allowing him to continue his football journey close to home. The familiarity with his surroundings and the strong local football culture helped shape his understanding of the defensive back position.
Path to American Football
Redwine joined the Miami Hurricanes program, where he developed into a reliable starter in the secondary over multiple seasons. His time at the University of Miami provided him with high-level coaching and the opportunity to compete in one of college football’s most competitive conferences. He earned recognition for his tackling ability, range in coverage, and willingness to support the run defense.
Following his junior season, Redwine declared for the 2019 NFL Draft, where his blend of athleticism and experience made him an appealing mid-round prospect. The Cleveland Browns selected him in the fourth round with the 119th overall pick, validating his decision to turn professional after three seasons of college play.
Sheldrick Redwine Career
Early Career (2019–2020)
Sheldrick Darell Redwine signed his rookie contract with the Cleveland Browns on May 2, 2019, and immediately began adjusting to the speed and complexity of the professional game. During his first season, he worked primarily in a rotational role, contributing on special teams while learning the Browns’ defensive schemes from veteran coaches and teammates.
In his second season with Cleveland, Redwine registered his first career interception during a Week 5 victory over the Indianapolis Colts, picking off a pass from quarterback Philip Rivers. Later that postseason, he added another interception against the Pittsburgh Steelers in a Wild Card round win, cementing his ability to perform in high-stakes situations. The Browns waived him on August 31, 2021, as part of their roster adjustments.
Cleveland Browns Breakthrough (2019–2020)
Redwine’s tenure with the Cleveland Browns marked the foundational chapter of his professional career. As a fourth-round pick, he carried expectations to develop into a long-term contributor in the secondary, and he delivered flashes of that potential during the 2020 campaign. His interceptions against Indianapolis and Pittsburgh highlighted his ball skills and field awareness.
Though his time in Cleveland was brief, Redwine gained valuable experience in a playoff-caliber environment, participating in the Browns’ first postseason victory in nearly two decades. Those moments provided a foundation that would carry him through several subsequent NFL stops.
Saskatchewan Roughriders Era (2025–Present)
On September 14, 2025, Sheldrick Darell Redwine signed with the Saskatchewan Roughriders of the Canadian Football League, embarking on the next chapter of his professional career. The move to the CFL allowed him to showcase his skills on a larger offensive stage and reunite with the kind of aggressive defensive culture he experienced at the University of Miami. His veteran presence has been viewed as an asset to a Roughriders defense seeking experienced depth.
Redwine’s transition to the Canadian game has provided him with fresh motivation following years of practice squad movement across the NFL. In 2025, he contributed to the Roughriders’ championship efforts and was part of the roster that captured the Grey Cup, the CFL’s premier championship event.
Driving Style and Strengths
As a safety, Sheldrick Darell Redwine brings a physical, downhill approach to the run game combined with enough athleticism to match up in coverage. His ability to read quarterback intentions and break on routes has consistently created turnover opportunities, while his open-field tackling remains a hallmark of his play style.
Notable Events and Milestones
Redwine’s most memorable professional moments include his first career interception against the Indianapolis Colts in 2020 and his subsequent postseason pick against Ben Roethlisberger and the Pittsburgh Steelers. In 2025, he added a Grey Cup championship to his resume as a member of the Saskatchewan Roughriders.
Sheldrick Redwine Career Wins
Sheldrick Darell Redwine has compiled a journeyman career defined by perseverance and adaptability across multiple organizations. His championship-level success came in 2025 when he helped the Saskatchewan Roughriders capture the Grey Cup, the highest honor in Canadian football.
CFL Highlights
Redwine joined the Saskatchewan Roughriders in September 2025 and quickly integrated into their defensive rotation. His experience and leadership helped stabilize the secondary during the most competitive stretch of the season, culminating in a Grey Cup championship that represented the pinnacle of his career to date.
Other Wins and Performances
Beyond his Grey Cup triumph, Redwine’s career has been marked by steady contributions on special teams and in reserve defensive roles across several NFL franchises, including the Cleveland Browns, New York Jets, Carolina Panthers, Miami Dolphins, Indianapolis Colts, Dallas Cowboys, and Washington Commanders.
Sheldrick Redwine Family
Family Background and Football Lineage
Sheldrick Darell Redwine grew up in Miami, Florida, where the local football culture played a central role in his development. His roots in one of America’s most prolific talent-producing regions helped shape his path to the sport.
Personal Life
Redwine maintains an active presence on social media, where fans can follow his career through his official Instagram account. Details about his personal relationships and family life remain largely private.
2025 Season Performance
Sheldrick Darell Redwine’s 2025 campaign began with uncertainty, as he signed with the Washington Commanders in late August before being released as part of final roster cuts. He rejoined the team’s practice squad in October but was released again later that month, leaving his immediate future in question until a new opportunity emerged north of the border.
His signing with the Saskatchewan Roughriders in mid-September provided a fresh start and a clear path to meaningful playing time. The Roughriders’ defensive staff valued his NFL experience and plugged him into a rotation that emphasized physicality and turnover creation. Redwine responded with consistent play, helping anchor a secondary that played a central role in the team’s championship run.
The season concluded with a Grey Cup championship, validating Redwine’s decision to continue his professional career in the Canadian Football League. As the Roughriders celebrate their title, Redwine’s veteran contributions stand as one of the defining storylines of their 2025 campaign, and his future in the CFL appears promising heading into the next season.