That is an interesting desire to use a later commit date rather than an earlier one. So many prefer that commit date of when an effort started.

One way to accomplish that is to reorder the commmits in `rebase -i`: "pick" the last commit first and squash/fixup the rest after. That can produce some very weird merge conflicts, but it works well more often than you might think, too.

At the very least, you can do your hand editing of the commits during the rebase instead of after by switching the earliest commit from "pick" to "edit" to have the full power to amend the commit before it moves on (with `git rebase --continue` when you are satisfied). (Versus "reword" if you just want to change the commit message only.)

Also, instead of naming commits things like "broke it" and "broke it more" an option is to use `git commit --fixup={previous commit hash}`. That auto-generates a "fixup!" name based on the previous commit and auto-marks it as a fixup if you use the `--autosquash` flag to rebase.