The two of us sit in the cockpit for 20 seconds to 2 minutes—however long it takes—and we review out loud the actions we're about to take. Even though we've been sailing together for a long time, even though we're about to do something we've done time and time before, and even when there is a sense of urgency because we're late to reef, we don't skip this step.
On a cloudy or moonless night, one of us ducks below to turn on the spreader lights.
I release the Cunningham rope clutch in the cockpit (we use this to secure the tack for the reefed sail--I know that's not its intended role aboard).
I make sure both reefing lines are uncoiled in the cockpit (they both run through rope clutches).
Windy runs the first reefing line to a cockpit winch that she will use for the final few feet of pull.
I go forward to the mast and make sure I have slack on the Cunningham line and disengage the hook from where it's stowed.
I remove the main halyard coil from the winch, uncleat the line, and ease tension on the main halyard while Windy pulls the first reefing line in. Even though this approach is slower than dropping the main quickly to its reefed position, we coordinate because if we don't, despite having lazy jacks, the main sail will fall forward or otherwise into a position where we often cannot pull the reefing line tight without first wrangling the sail.
Windy pulls in the slack we're creating in the second reefing line, to keep it from wrapping the main sail batten ends.
As the tack for the first reef point meets the boom, I hook it with the Cunningham, call back to Windy to pull the Cunningham line tight, and then I tension the main halyard.
I coil the main halyard tail and stow it before returning to the cockpit.
Windy unlocks the helm and tells me which direction she is going to fall off, we fall off, and during that maneuver I control the main sail via the traveler lines, the main sheet, and the boom brake lines.
We high-five and resume our heading.