Not that any of these will be tackled this year, but just some things that would be nice to add / modify:
1. Allow right-click Watch for arbitrary strings? Like highlight array, right-click, Watch. gdb recognizes it so why not?
2. A memory dialog. Just have a textbox labelled Address: 0x and let the user type one in. Then do x/128 0xaddress and paste it into the dialog. Maybe radio boxes for unsigned, int, long, hexadecimal, etc. A scrollbar or down array could be used to move up/down by 128 bytes or whatever (maybe 128 can be user-configurable but may not be necessary really)
3. Once the compiler framework changes, wouldn't it be cool to have a plugable code completion module - a) so that people can write a plugin code-completion part for an arbitrary language and it should be used...not sure how complicated this would get and b) an AST (abstract syntax tree) representation of the code in memory would be so useful. You could maybe store allocated array sizes at the array node and then the debugger could give a browseable array (like VC, where you click on the + expand box and it shows the first 10 elements of the array - w/ scrollbar, etc to see more).
That's all I can think of right now.