Swift is certainly a language that relies on compiler optimizations. I don't want to change that.
As to why it couldn't interact with the running app others have given some examples but it couldn't even reliably call functions as they may be inlined or generics may only be compiled into their required type specific versions.
I do expect[0] Apple to open source Swift when it is finally released and it to be part of the LLVM project so you could embed whatever parts make sense in your own applications but it wouldn't be like an eval function as I understand it although you could probably use it to make your own playground system. Basically it would be an LLVM feature/library not a Swift language feature.
[0] Guess. I have no inside information and may end up disappointed.
There is a place for eval. Just not in a language which is going to be used on Grandma's devices.
It strikes me as quite an expensive[0] change to make just to support slightly different development models.
[0] Potentially requiring different code generation mode embedding type information and other run-time information that wouldn't generally be used and then having a system that can use the information to execute arbitrary code. It might be that much of this is already need for other purposes but I wouldn't assume so without information.
The OP seemed to be picturing a service that could operate in released software and I find that harder to imagine.
Not sure if Apple embeds typing metadata in libraries. If so, I don't see why type checking is impossible, at least for exposed (i.e. @objc) stuff.
Does anyone else thing that is a really bad idea in general? To do that not only would type safety go straight out of the window but so would a great many of the compile time optimisations that are currently possible (I don't know how many are being done at this time).
Within pure swift the type information can be statically checked at compile time and then the type information can essentially be discarded. To offer eval I don't think that would be possible. It is also probably why there isn't the level of reflection that the OP is wishing for.