Great questions!

I kinda fell into it tbh. My buddy worked at the local sailmakers and got me the job when I was 16. Never looked back. A lot of people will start because they race or sail but there’s an equal amount that just do it as a job and don’t sail at all. I did grow up sailing but it wasn’t on my radar for a career. I still talk with my buddy every now and then, I credit him with a long a varied career!

Quick edit: They are made on sewing machines, but you still need humans to do the work.

The biggest sail I’ve ever worked on was the spinnaker for the HMCS Oriole. It was 6000 sq/ft if I remember correctly. Freaking massive. We never saw it fully open until it got raised on the boat as we were in a very small shop! My coworker sewed all the panels together and I did all the rest, my boss painted the oriole on it and did a fantastic job. We were very proud of ourselves. I was so worried there was going to be a tub of pins somewhere in it and they would rain death down on the deck when they raised it!!

Hmmm, that really depends on what you like to do best. My specialty was racing sails, so I guess I’d have to say laminates were my favourites. Though if you were a traditional sailmaker than you’d like the heavier and softer fabrics and ropes. My coworker likes the spinnakers best as all she did was sew so getting those under the machines is much nicer. Being a shop with big sewing machines you end up sewing things other than sails and the job I hated was the boat house curtains. So big and heavy. The material wasn’t terrible it was just a crap job lol. And they were usually filthy.

You do need some specialized equipment, but it’s all the different parts on the sails that really make it niche. So there’s the obvious sewing machines, and you’ll need at least 3 different ones to cover what you might come across. The main one being a long arm walking foot. Then a straight stitch for canvas, a lighter zigzag for dinghy sails and sail bags, and a triple stitch for seams and resewing. But you can resew with the zigzag so that one is optional for a small repair loft. Hand tools like a hot knife, grommet punches and dies, palm for hand sewing, big hand sewing needles. Big rulers, carpenter squares, and lofting battens. I know I’m forgetting stuff but that’s what’s jumping out at me. The stuff that adds up though is all the things you need to repair or make sails. Different sizes and types of webbing, slugs, slides, rings, batten hardware, batten material! Oof, you end up collecting a lot of random stuff. I had a small repair loft and I couldn’t keep every little bit in stock so would save what was still good for that random sail that would come in.

Another edit: Pins and awls!! That’s how you flatten the sail on the floor to work. And I forgot the most specialized piece of equipment of all! The shop. That one can be hard. You need a space that’s big and open that you can pin into the floor and lay out as much of the sail as possible. Also the ideal is to have the machines in pits that are flush with the floor so you don’t have to lift the sails up to the table, and instead just slid them along. But that’s a hard one. My shop didn’t have that and the pinched nerve in my shoulder can attest to that.

I’m not sure about the knife you mention? Did I say that? We would use a hot knife for melting and sealing all the time.

Let me know if you have any other questions! That was fun.

I’d like to tag on and ask if op plays Enya - Orinoco Flow every time a sail is completed.

Hi! I didn’t at all tbh, but your question just made me go on a deep dive looking at the boats. So crazy! I’d seen pics of them but hadn’t looked real close. I have to say, it makes sense for the racing they are doing to have that boomless shape. You’re getting every bit of wind with no waste. Those boats are engineered to the hilt, I can’t wait to see what they do next year. I’m going to watch some videos later, thanks for the rabbit hole!

The race I have been following is the Vendee Globe. The website is so good. I highly recommend!