First things first - Get on the phone and hold the order. I agree with Bash. The guy on the phone does not have a clue what he is doing. Also it is likely that your sail will eventually be made in Thailand
at the Rolly Tasker loft there. The guy in the states is probably just a distributor and not a good one at that.
I considered Rolly Tasker but even dealing direct with the loft in Thailand
I was not happy with their responsiveness or attention to my needs and order. I ended up going with a very good Quantum sail. A bit more expensive.
1 - Read the measuring page I referred you to. Take the measurements. Compare to your current
sail. Ask lots of questions - why, why, why...
2 - Talk to the vendor rep again. If he can't explain any of your questions go elsewhere.
3 - Your Pearson
is a common enough boat that if your dimensions are off they should say something. In fact I would ask him what the standard I, J and Luff measurements are for your boat with your furling
unit before you gave him your dimensions. If he is clueless or can't get the answer then he is clueless and I wouldn't be sending him my hard earned money
Has he talked about sail material, sail weight, construction?
I understand getting the sailmaker to the boat is not always feasible so feel free to thresh it all out here. Lots of smart folks here.
As far as a window goes, we do lots of club races and I'd like a window. If you have a very crowded harbor that you sail in and out of rather than motor
you might appreciate a window.
Window placement is very important and the sailmaker better know what he is up to. I've seen a window so low here that all the skipper
can see is the water
as the boat is heeled over.
You should also expect a dimensioned drawing of your sail before any cloth is cut. This is your agreement with the sailmaker that this is what you both agree should be made. If it is wrong, based on your measurements, they won't be too friendly about recutting and fixing it.