When power dissipation gets beyond the trivial, a TO-247, with its more centered hole and a big footprint, is a far better deal than the toy TO-220. Better yet is the version without the hole, whatever that is, clip mounted with no insulator. You can spend a little more on silicon and save a lot on heatsinks.
Decent thermal design is difficult, worse for transients. I prefer to build a mockup (cardboard and duct tape, with real heatsinks and fans, whatever) and either measure true Tj, or - more fun - test the parts to destruction and see how much margin we have.
I wish I could afford (and stand the learning curve of) some decent 3d thermal sim software.
John