While I don't claim to be very good at letters here is what I do.
Choose the font and size you want
Print what you want out ( resize if you need to )
Once I have it like I want I cover both front and back with packing tape
Transfer to cased leather with ball end stylist , cut with swivel knife , bevel and do any other tooling you want
The fancier the font the more difficult it is for me !!!!!!