Yup, I had a 6 horse too, and it was kind of fun to plane with one person in the boat. Wouldn't plane with two, though.
I realize your original question wasn't about the motor, but how to handle it, but I figured I'd challenge the premise.
If you've done as many projects as I have, you know the system you're constructing might work, or it might not, or it might work but not as well as you'd like.
A 27 pound outboard definitely works. Very easy to move around with no assist.
Power is adequate on our dinghy, and we enjoy taking dinghy cruises. We've found that additional power on a small dinghy does little or nothing to enhance performance with two people on board.