Tim:

That little 440 can be a pretty valuable tractor.  So if you do paint it I'd recommend that you do the best job you can.  Time spent preparing the tin, sanding, masking, etc. willl be well worth it when you are all done.
There is a degreaser called Purple Thunder that works really well when you are pressure washing.

If it needs any engine work or other mechanical repairs you might consdier doing them before you paint it.  Taking off tin, brake drums, etc. after it is painted will result in scratches.   <!-- s:cry: --><img src="{SMILIES_PATH}/icon_cry.gif" alt=":cry:" title="Crying or Very sad" /><!-- s:cry: --> Don't ask how my brothers and I learned that lesson.

Bill Brandt