Jackson still can't contribute more and actually extending Jackson's contract unreasonably makes Chelsea's own trouble I think so that when there is indeed no satisfaction from the coach regarding the attack line, Osimhen can still stay at Chelsea in the end.
We must be aware that money is sometimes not an obstacle for Chelsea and even in the last few seasons, Chelsea has always been loyal even though their performance continues to decline and now Maresca has tried his best to be better in terms of performance so Todd will likely give anything to support this.
In as much as Chelsea has been delivering a very top performance this season, I think they need a better man upfront. No doubt, Jackson has been offering his best, but I believe Chelsea will deliver better when there is a better man with experience upfront. The only problem now is that Jackson's contract was extended, which won't make any sense to use him as a second striker considering the amount on ground, except Todd doesn't care much, but how well will the FFP react?.
If there is any way Chelsea can balance their books, I would advise that they go for someone with quality. Oshimen will be preferable, but if Chelsea can get Gyokeres for a good amount without causing any form of imbalance to their book, then they should get him instead. And I think there needs to be some addition to the defense as well especially in that center back role. They need someone with a better experience.