Something not mentioned so far is that usually there is at least a bit of current and/or waves and/or wind on the surface which tend to push the DSMB away from you. Or you are fining/moving anyway and the DSMB lags behind you. Hence the string is not hanging loose vertically down from the surface to you. It is usually under some tension diagonally up and away from you. Hence as you ascent the string doesn't actually become loose. Instead, the DSMB "automatically" simply moves a bit further away from you so the string will eventually retain the tension. As you wind the string, DSMB will just come back closer to you pulled by the force you pull the string with. Sounds complicated but in practice it is usually nothing to worry about.