We used to drop 36 ft whip antenna's (about 200 pounds) without cranes when I was in the Navy. It didn't pass the safety officers most cursory glance, but it got the job done and liberty commenced on time.
Disconnect the shrouds and have one guy on each side hold them - they are guides. Have one BIG guy sit and hold the base. Have two guys lift the mast up, with the mast off the deck sitting on the big guys lap the two guys that are lifting it can start to rotate the top down by walking it backwards. At some point the big guy passes the base off to the shroud guys who lift it and walk it backwards.
It works, but if the base gets away it's all over for the big guy. Whip antennas don't have shrouds, we just manhandled it up and down Iwo Jima flag raising style. Lost one big guy's sack (clean slice, partial twig, both berries) when the mast pounded home so from then on we got a crane
