Honestly, Motorola doesn't seem to do any software enforcement-action these days, so all the power to him I guess. We have respected Motorola's IP rights by only posting software for products they no longer support.
Obviously ASTRO25 radios are still very current, and his asking price is more than what it costs to buy it legitmately...by about $1000!
People like that person should just be kicked in the testicles until they explode. That way they will never reproduce. Talk about being a LOW LIFE PIECES OF....
There's nothing wrong with selling used software media. If it's an original disc, no copyrights were violated as he didn't copy anything. Whether he can legally transfer the license to use the software is another matter - that's not really settled law yet in the USA. (See Vernor v Autodesk.)
If anything, Motorola would probably be more likely to go after him for trademark infringement for using "Moto" in the name of his business.