Check steering head bearings by lifting the front end off the ground either by
(1) centre stand and somebody on the rear end as counter balance weight
(2) having somebody pull the bike up on the side stand and rear wheel
(3) using a rear stand and a bottle jack under the bike
(4) bringing it to a shop
Check the steering head bearings by (while front end is off the ground)
(1) turning the front end from steering stop to steering stop and feeling for grittiness or resistance
(2) grabbing the forks at the bottom and pull/push and check for play (looseness and movement), there should be none
(3) while the wheel is up in the air, give it a spin to check for wheel bearing problems and brake pad binding
*note all this is dangerous if you don't know what you're doing as the bike isn't very stable with one wheel off the ground by any of the methods I mentioned.
Cupping is when a tire wears unevenly. It's more so "scalloping" like a shallow concave dishing of the tread.
Allan