That is such an early hike date! The trail will be buried under snow, probably starting somewhere between Lone Pine Lake and Mirror Lake. When that is the case people may try climbing from Outpost Camp over snow up to Trail Camp, completely abandoning where the trail goes. You might want to start a little later, so that there will be more light when you reach the snow line.

If I were trying this, I would definitely have a gps with the trail set on it, and use that to find and (approximately) follow where the trail goes. Cell phones are capable of doing this, but they suck up battery juice fast.

May is the time for hikers with more experience. Go and try, but don't be crazy. Follow your instincts and turn around when you feel you are in over your skill levels. And by all means, stick together!!! The mountain will always be there, so you can try again later. In fact, come May 1 at 7 AM, you might try to grab the un-claimed permits for a later date -- say July.