HI Cory,
The amplfied charger requires you to open the belt clip slightly so that it can seat and latch into the amplified charger. If you are able to lift the pager up without touching the belt clip or if the pager wobbles in the charger, then it is not fully seated in the charger.
The belt clip is what secures the pager to the amplified charger.
If you are having issues with intermittent contact issues, please make sure the pager is fully seated into the charger.
You may also need to clean the contacts on the bottom of your pager. A simple fix is to run a pencil eraser on the bottom contacts of the pager to remove any grime or corosion and to polish the contacts for better conductivity.