Early on during my Ordinary Seaman years I was given the opportunity of being a helmsman for a tug and barge that was as big a a ship. It was a HUGE barge and held 400K+ barrels of oil.
While we were coming up the Delaware River with a load of crude a sailboat crossed the bow and I sat the skipper look pretty concerned.
Most tug skippers hate sailboats and in many cases with good reason. Weekenders are often a royal PITA. However most serious cruisers know their $hit. Unfortunately the weekenders outnumber the cruisers.
Anyway I said to the skipper "He's going to cross our bow cleanly and then if he thinks he has enough water he'll leave the channel and either keep going or just luff until he can time crossing our stern."
He told me to watch my helm because he was calling the shots. I noticed I was about a degree off course and corrected. The AB who was actually supposed to be on the helm smirked.
Sure enough the sailboat left the channel a bit pointer her bow into the wind and luffed until he figured when to continue his tack. When he started his tack the skipper expressed concern. He then filled his sails and continued his tack and crossed our stern as pretty as you please with about 100 feet to spare. The sailor was pretty good.
Later the skipper asked me how I knew what the sailboat was going to do. I told him that I've done the same thing any number of times. It later surprised me when I discovered most tug skippers and ship masters don't know much about sailboats. One would think otherwise and I was pretty surprised when I figured it out.
One tug skipper that did know owned her own sailboat. She was one of the few female tug skippers I sailed with and when she was a mate she saved my bacon by storming into the office and telling the fleet manager that the captain that reported my shipmate and I for talking trash to a dock man was FOS. She pointed out that we had been working with those guys for years.
I told the skipper about the time I had to deal with 4 ships on the Fraiser River in British Colombia. When I saw the first ship coming up on me I simply got on channel 13 and told him my plan. He said he was good with it and commented I was the first small sailboat to use channel 13 to call him. He wished everyone did.
He later called the next ship coming and said I knew what I was doing and to give a shout which the other three did as they came upon me. The third ship asked me if I had sailed my boat all the way from Kodiak. I had and told him I did because Canadian parcel post rates were too high and I couldn't afford them. He laughed.
The skipper was pretty impressed with my experience under sail but I cautioned him that there was a big difference between a competent cruiser and a weekender idiot and that it was hard to tell the difference until things got interesting. I also pointed out that most sail boaters don't monitor the VHF as often as they should.
Later the skipper gave me glowing report which helped me with a promotions further down the line..