Not so. There may be a 30 footer in front of you and beside you. And there may be currents as well. Why would you try to jockey around that? Your trailer should be in line behind the 30 footer's trailer. If it isn't and you are at the top of the ramp you can easily see that 30 footer is still in the way and you are better off waiting for him. Problem solved.

Try your scenario with the 30 footer at the end of the dock like Bossman. Everyone else pulls in front of him closer to the ramp. He has sprinted for his trailer and now you really have a time killing mess as that behemouth tries to jockey it's way to the trailer. And did the closest boat to the ramp leave over 30 feet? The 30 footer should have pulled up to the ramp while it was free and there'd be no issue.

Dock order not = trailer order = chaos.