Too many to count!
1) single handing a Beneteau 43 thru a narrow channel. Winds kicked up to 25 kts and I needed to go up an skirt the jenny, which went well. As I headed back to cockpit I always balance myself on the boom as I hop down. That's when the wedding ring caught the rivet and dislocated my finger, and had to tack immediately! Amazing what you can do with adrenaline. I could see the finger was well out of place but managed to use it enough to tack and avoid grounding. By the time I got to shore the swelling was so bad I could not get the ring off. The real fear was can I keep this from my wife so she will let me keep going out solo? Answer, no. The ER cut the ring off and put the hand in a cast. She didn't buy that I fell on the dock.
2) In mast furling main jammed while trying to reef it 30kt wind, in narrow channel. Every starboard tack would badly weather the helm and near knock the boat down. We missed a large buoy by inches. Finally got it down but motoring in the engine overheated and failed. Called Sea Tow and they said call the office, nobody available! Dropped the anchor, was able to to a temp fix to raw seawater side of cooling system, enough to limp back to the mooring.
3) Caught a lobster pot as we started the motor while pulling the sails in to navigate narrow channel near Canadian border. The float jammed between the prop and hull so engine would not start. Lots of traffic in the channel and current of 6kts or so. Dropped the anchor so now held by the bow, the anchor, and the stern, the lobster pot. Made security call as we were in a channel. Coast Guard asked what I plan to do. I said dive under the boat, remove the buoy and line, get back underway. They said: "do you have diving gear", I said I had mask, fins, and snorkel. They asked if I had a "wet suit" I said "no, shorts and a t-shirt". They asked if I "knew the water was 11-degrees C". I'm not good at the conversion but thought that was ok. They said: "Is there anyone else on the boat we can talk to?" That's when the admiral panicked, "why do they need to talk to me?" I told her: "in case something goes wrong, they just want to know that there is someone else on board." She took the mic and let them know she was onboard. They told her that hypothermia was highly likely. Anyway, went in, understood immediately the conversion I had done was off by a bit. Had tied a sharp knife with a 3' lanyard to my wrist anticipating I would likely drop the knife as the boat was rocking significantly and would hit me about the head and shoulders every time I dove. That's when I came up for air, dropped the knife, and it caught on the prop where I had been cutting. I instantly knew this was what the Coast Guard may have been thinking, in addition to the hypothermia. As luck would have it, between the length of my arm, and the length of the lanyard, I was able to get the snorkel just above the water line and get some air. Twenty minutes later I had freed the boat from the pot but know couldn't really feel much and could not pull myself up out of the water up the swim ladder. Apparently one symptom of hypothermia setting in is euphoria because I couldn't stop laughing, my wife thought I was playing a game, I do that a lot, but I couldn't function. Finally was able to get out, get on the VHF and let the Coast Guard know everything went fine and we will be underway and out of the channel.