My first bacth was an IPA and it called for dry hopping in secondary. I had racked my secondary into my carboy and then after 7 days I dry hopped into the carboy with whole leaf hops. When I went to rack from the carboy to my bottling bucket, I probably lost about a half gallon to a gallon of beer because the hops were clogging my syphon. Not to mention the pain it was to try and get the hops into the carboy to begin with?!
I've decided that from now on, if I'm dry hopping, a) I will just leave the beer in the primary bucket and dry hop after about 14 days or so in a mesh bag or b) I will rack the primary into a secondary bucket instead of a carboy to make it easier to dry hop.
I just made an Oberon clone where I just kept the beer in the primary. It's a wheat beer so I'm not concerned about clarity. And I just dry hopped and it seemed to be MUCH easier!