The main problem I see is adding things slowly instead of automatic rewrites.
I remember adding lifetimes in some structs and then wanted to use generics and self pointing with lifetimes because that made sense, and then it didn't work because the composition of some features was not yet part of Rust.
Another thing: there are annotations for lifetimes in function signatures, but not inside the functions where there is a lot of magic happening that makes understanding them and working with them really hard: after finally the borrow checking gave me errors, that's when I just started to getting lots of lifetime errors, which were not shown before.
Rust should add these features but take out the old ones with guaranteed automatic update path.
The edition mechanism covers your last paragraph.