I see a disaster unfolding if you need to stop on a steep approach to a road crossing for instance. You are no longer stopping and maintaining control of just the bike, you're now adding a trailer and it's contents to that scenario.
So I have to ask, why the difficulty? Is the bike too tall, or hard to get on/off of? Figure that out and fix it, and the trailer shouldn't be that big a deal, or as big a deal anyway.