Yes, condition of the core and overall transom structure is critical. There is a surprisingly large increase in the stresses on a base structure (transom) supporting a cantilever structure, (bracket), as the supported load, (engine and associated steering components), is moved further away from the supporting structure by even a few percent. That modification is not, what we use to say in the space business, the "LAR" method of design. (Looks About Right). Not saying it can't or hasn't been done well, but it is certainly a trickier job than hanging a bracket on the back of the boat. (Not that anyone would treat it as a simple mod in the first place).
In any case, good luck. One of the ONLY drawbacks to the 22 cruiser is the small cockpit area of the boat. But my wife and I fit fine in the cockpit, even with an occasional evening visitor or two who wish to share a drink and lies.
I suppose because of my engineering background, I'm pretty much limited in my imagination when it comes to modifying the design of a car or boat or airplane. I've been involved in the structures design and analysis and modeling and compromising business and can accept that when I buy a product that someone put a lot of thought into making it fill the bill as well as possible and that they have intelligently made the necessary compromises. At least for me, I just don't change the basic structure of things that come from a factory.
I also think vanilla ice cream is the best flavor and I love my white bread.