Skeeter Trailer Bearing Question...

2006 Skeeter trailer was slinging grease out of one of the bearing buddies and had it replaced. Then the new one wouldn't take any grease. Trailer shop up the road said maybe it was plugged up, so I thought I would remove the grease zert (?) and the center moved out and would accept grease then. Problem is that the zert won't tighten back down. The washer behind it rotates and won't let it tighten against the hub. Was this installed wrong or did I mess it up? Will it hurt it to run it down the road?