What version of Mastercam does his work have ??
If it is X or later....DO NOT TEACH HIM V9
You would be teaching him things that have been superceded & are in a different format & location...he would be lost, & still stuggle with the later version.
Download a demo of the version his work has, ( or obtain a HLME educational copy from a reseller ) & do yourselves the favor of learning it together, you would know the basics of what is required,
( these versions can do all a full blown version except post or be opened by a proper version )
We don't usually deal with "cracked" versions. In our line of work, it is not worth crossing the line, & to end up getting caught, so I do suggest staying on the legal side of the line.