You’re probably going to need to set those up with a prop underneath them and remove the tray…they look like they might be too thick to use on the tray (limit of under 1/2" thick for engrave items on the tray), so there are some instructions below on how to work without the tray:
If you use the Set Focus tool to determine the height of the material that extends above the height of the tray (tray height is usually 1.37" - 1.4") you have to make sure that the red focusing dot lands ON the top of the tool, the rounded tops are going to make that difficult on the sockets, and that’s also going to be hard to do on some of the smaller, narrow handles. So you might need to be exceptionally careful with your placement, or cut a jig out of scrap plywood, drop the tools into the holes so that it creates a more-or-less flush surface, and then you will get much better alignment results.
In other words…this is a pretty advanced attempt, and it’s going to take you a lot of time to set it up for uniform engraving. While it would be okay for you to engrave the tools, you are going to have issues with getting the placement correct without a jig.
You might want to tell your son that you’ll be happy to engrave them for him next year.
Maybe practice on some cheap wooden dowel pieces first, so you understand how the placement on the engrave is going to be affected. This would be hard for anyone to tackle…it’s definitely one you want to get comfortable with on something inexpensive.