I don't see an issue with most of those. They traded Kikuchi for an absolute haul. Jansen was a bit of a disappointing return, but hard to expect more considering how he was playing leading up to the deadline. Chapman is a disappointing result given how good he was in SF. I would have liked them to have kept Romano, but hard to complain when they replaced him with an upgrade.
I see one real loss (Chapman) among that group. Next offseason could be ugly, but... we'll see, I guess.
The issue isn't that the specific players.
The issue is that a decent chunk of the best free agents came from here. If the Jays lose Vladdy and Bo, you could argue that they've downgraded at 8 positions in 3 years (barring a Varsho bump), in the rotation for a few spots, and in the pen.
Even losing every single one of those guys, if the Jays had traded Bo before last year for a huge haul, they would be in a significantly better position (25th in fWAR from 2020-2023).
The issue isn't that they don't re-sign guys so much as that there is no way to backfill because there are no great free agents at their positions of need and they trade players for partial value.
If you don't move anyone and lose both Vlad and Bo, then you could have:
Loperfido - Varsho (pending FA) - Springer (pending FA)
Clement - Gimenez - Wagner - ?
Kirk (pending FA)
Gausman (pending FA) - Berrios - Francis - Manoah - Rodriguez
Sandlin - Garcia (pending FA) - Hoffman
as the guys for 2026
with top FA in the OF being: Tucker, Schwarber, Bellinger (opt-out), LouBob (option), O'Neill, Mullins
top FA for 1B are: Guerrero, Alonso (opt-out), Naylor, Diaz (option), Goldschmidt
top FA for 3B are: Bregman (opt-out), Suarez, Muncy (option), Urshela
top FA for SP are: Cease, Gallen, Lugo (option), King (mutual option), Flaherty (opt-out) with more varying options
top FA for RP are: Diaz (opt-out), Williams, Helsley, Yates, Munoz (option), Iglesias
Note: for every position outside of SP, I stopped at the first guy that isn't really a great option as a FA add. The SP market could be very deep.
Assuming that players that could opt-out either don't or re-sign with their current club, the best free agents at weak spots would be Naylor, Bregman, any of the SP, then the RP would be far more expensive than the Jays would normally entertain.
This is a full offseason ahead of time and some of those guys won't be available.
What is scary is that the next offseason, if guys like Heim and Garcia get signed, the best bats available could be guys like Springer and Kirk. Again, there are a lot of arms that could be free agents, but there's no guarantee that they make it there and there are definite tiers to the free agent starters.