It's all going to depend on how much of this automation you need to do, and on what platforms. For starters, it appears that
Win32::ActAcc will only work on Win2k+ (but please correct me if I'm wrong). It does indeed look powerful (haven't used it myself yet) but do you need all that power?
Win32::OLE should probably be your first choice if it is applicable to the app you're working with anyway.
To the specifics, I handle checkboxes with Win32::GuiTest simply by sending {TAB} and {SPACE}. I'm not sure what you mean by lists of words, but if something is clickable you can also probaby use the tab and space method (though some fringe apps I've needed to control were poorly written and not all widgets are in the tab list, or sometimes the tab list is in a nonsensical order). I also tend to use hotkey shortcuts where they are available rather than GUI navigation as it is often clearer to read the intention of your code, and they are more often maintained across versions whereas widget layoutw.
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I'd like to be able to assign to an luser