always in
Not sure what you mean by a flattening reef, but I assume it is the opposite of a rolling reef, ie. the sails are flaked onto the boom rather than rolled on to it. I have a jiffy reefing system, so when the mains comes down (AT THE END OF THE DAY), the first reef is engaged to make a 'pocket' to store the rest of the flaked sail into. I then store the sail with a mainsail cover over the whole works. The reef is therefore engaged while while moored.When I go out therefore, and leave the marina under power, one of my first tasks is to remove the sailcover. I put the boat head to wind, and raise the main. The first reef is already in, and stays that way for a purpose:If the wind conditions are strong, I don't have to worry about putting in a reef. (I think of this procedure as having the boat in first gear!) I don't even have to think about it, because this is the way the sail was stored.If the wind conditions permit shaking out the reef, then I can do so. If I have difficulty shaking it out, because the winds are too strong and there is too much tension on the system, I take that as a warning signal that perhaps the reef should stay in. Otherwise, I'm sailing under full set.If later in the day, the wind picks up and I have to reef, I use the adage that if you are thinking about it, do it now. Another few minutes is likely too late. Another telltale sign for me is that I'm always fighting the boat because it wants to round up from excessive heeling, or taking on water over the aft quarters.I turn the boat head to wind, or hove to, loose the main halyard, engage the first reef, rehoist the main, and resume sailing.