Winovich spent his first three seasons with the Patriots, also playing for the Cleveland Browns, Houston Texans and Miami Dolphins.

[8] In the spring and summer of 2017, Winovich took ballet lessons in order to improve his ability to shift his weight and control his body.

[10] On September 23, 2017, Winovich had 4 tackles for a loss, including 3 quarterback sacks against the 2017 Purdue Boilermakers football team, earning Co-Big Ten Conference Defensive Player of the Week.

Following his redshirt junior season, Winovich earned 2017 All-Big Ten team recognition from the media (first-team) and coaches (second-team).

[15] On October 1, 2018, Winovich earned his second Big Ten Defensive Player of the Week recognition after recording 8 solo tackles and a sack to help Michigan overcome a 17-point deficit against Northwestern.

[33] On October 5, 2020, against the Kansas City Chiefs, he recorded another sack resulting in a fumble from quarterback Patrick Mahomes, despite a controversial blown call from the referees that negated the turnover.

[34] Winovich recorded his first career interception off a pass thrown by quarterback Justin Herbert in a Week 13 matchup against the Los Angeles Chargers in the Patriots’ 45–0 shutout.

[44] On October 7, Winovich was elevated to the active roster to play in a third game that season, filling in for injured teammates such as Jaelan Phillips.

Winovich works with Tammi Carr and The ChadTough Foundation to raise awareness of and money for research on diffuse intrinsic pontine glioma (DIPG), an inoperable malignant tumor of the brainstem.

Since teaming up with The ChadTough Foundation prior to the 2017 Michigan football season, Winovich has worked to increase awareness about DIPG.

In December 2017, Winovich and several of his teammates and coaches dyed their hair orange for the 2018 Outback Bowl in order to raise over $200,000 for the ChadTough Foundation.