Maybe going against the grain of common practice for some...but may I suggest not greasing your trailer wheel bearings annually. Reason being is if you grease them right then they will remain greased for a looooong time without ever needing to be addressed. Think about it... How often did you or do you grease the non-sealed type front bearings of your cars/trucks? The answer to that for most would be never and your vehicles see a lot more miles than most trailers would ever. So why would you believe that the grease inside your trailer hub miraculously disappears or needs to be replenished? Sometimes messing with stuff thats working fine will only lead to problems you didnt have before.
What I will look for on occasion is wheel bearing movement by jacking up the wheel and feeling for any irregular slop. Of the decades I've towed around multiple trailers, boats, RV's... Just saying.