With the lock screw removed (it's a reverse threaded screw) you can procede with getting the chuck off the drive shaft.
OK, you need to put a 1/4" or larger hex key wrench into the chuck and tighten it in place with the chuck key. Put the short end into the chuck.
Once you've done that, place the drill chuck, only the smooth part, not the part with the teeth, on the edge of a solid workbench. Now hold the chuck with the hex key (long end) at a 30 degree angle off the bench top and strike the hex key with a hammer going counterclockwise (looking at the front of the tool) to loosen the right hand threads that hold the chuck to the shaft (spindle). You should now be able to easily remove the chuck by hand at this point.
Here's link to a manual for your Hole Hawg that will also show a nice illustration of the removal method, to make it a bit easier, as well as giving you other good info about your drill. Print a copy for your files and future reference.
http://www.milwaukeetool.com/CMS/Diagrams/58-14-1782d9.pdfThat should do it! Hope you find this Very Helpful and best regards!
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