can't get brake pin back in

I accidentally pulled out the emergency brake pin on my '99 3023. When I went to put the pin back in I could only get it in about half way. No matter how hard I pushed on it I could not get it all the way in. The trailer is parked right now so I was concerned that the brakes would be on and run down the batteries. I disconnected the battery to be safe, but if the brakes are activated I'll need to get the pin back in before I can move it. Has anyone pulled the pin on their trailer, and was it difficult to get it back in?