OF Bryan Reynolds, Pittsburgh Pirates
In 2022 as a member of the last place Pittsburgh Pirates, Bryan Reynolds hit 27 home runs and posted a 126 OPS+. His Statcast page shows a lot of red which is a good sign for his trade value. He ranked in the 80th percentile in arm strength, 75th in sprint speed, 66th in HardHit% and 91st in max exit velocity.
There are very few holes in Reynolds' game which is exactly why the Pirates are reportedly asking for a massive haul in return. Of course, Reynolds putting in a formal trade request to the club undoubtedly puts pressure on the front office but so far, the club has inisisted that a trade is not a guarantee.
While the Pirates have some exciting catching prospects coming up through the system, one of them (Endy Rodriguez) has begun a sort of transformation to a utilityman role, meaning there's at least something of a possibility that the Jays could dangle Alejandro Kirk or Danny Jansen as the centerpiece in a trade for Reynolds.
OF Ian Happ, Chicago Cubs
The Chicago Cubs don't need to trade Ian Happ, but it has long seemed a high probability they would before he got too expensive.
Happ, 28, made the All-Star team and won a Gold Glove for his play in left field last year and is another strong, switch-hitting outfielder that the Jays would love to welcome aboard.
In 158 contests last season, Happ hit 17 home runs with 72 RBI and a 119 OPS+. Baseball-Reference had him worth 4.4 WAR on the year with a career-high 1.0 dWAR (Defensive Wins Above Replacement) in left.
While Happ is one of the better left fielders in the game, it's my honest opinion that he would command the smallest haul in a potential trade for any of the outfielders mentioned so far (except maybe McCarthy), mostly because he is set to hit free agency at the conclusion of the upcoming season.