Cardinal sin #1 - don't mix tournament chips with cash chips. And tournament chips shouldn't have dollar signs on them as they are not currency.
That $5. It's ugly. a) discount tri-moon b) represents the four shades of sickly elderly man feces.
You'll never use a $10 chip. Unless you are playing 5/10 limit. Which since you made $1s and $1000s, you're not. And that said you'll never use a $2.50 chip unless you're doing casino nights with odds that casinos don't pay anymore.
The $100 is also a discount tri moon.
The $500 is an actual tri-moon. GTFO.
No need to do different designs on each side. It's all too much.
Now the inlay. Well, it's simple. But I have a great number of questions. Is OR an acronym? Or an abbreviation? Because it's a word that actually means something, you're not supposed to do that. Like, also don't change it to LOL entertainment. Why is there a bull? Why are you planning to print entertainment at 1/3 of a point font on the front? Why not have the denomination on both sides as that's the most critical information an inlay can have?