Hi Kip,

I think the feature you're looking for can be accomplished quickly by
customizing the `whitespace-display-mappings` customization option in
whitespace.el.

If your tab size is fixed at 4, you can just go ahead and customize it with
`M-x customize-variable whitespace-display-mappings` and change the TAB
character mapping vector to be "---->" or your preferred output. If your
tab size is variable, then perhaps you could add a hook to modify the
"tab-mark" vector list when loading a new file.

Hope that helps.

Cheers,
Jack