Practice on some scrap wood first. Checkering isn't really difficult, it just takes patience. If you get in a hurry, bad things can happen: broken diamonds, over-runs, wavy lines, etc.
If you practice first, then take your time, it is doable. The area on a riser is pretty small, so it would make a good first project. I have done several guns. No bows yet, but I am seriously considering it on my Badger takedown.
A good investment would be Checkering and Carving of Gunstocks by Monte Kennedy. If you already have the tools, invest in the book. You can save over $100 and have something you did yourself to be proud of. Kennedy will help get you started on the right foot.
Russ