I would STRONGLY urge you to look beyond just the quoting process and consider the entire thing from "customer inquiry to receiving the payment". You can have a guy that is super good at quoting (i.e. could be all in his head and pretty accurate) but then how does the shop know to make the part? What if they order another one that's a bit different? The process of quote>receive order>process into work order>invoice/packing slip is essentially a manufacturing process with only tools and information. I'm not trying to sell you on ERP because this can in theory all be done on paper, Excel, etc.
If there's any one "key" issue it's to be able to store/recall/process/maintain information in an accurate, quick and accurate manner so that the end product in not only a good quote but that the info can be "passed on" (to order processing, scheduling, production, accounting, etc.) after an order is received. Doesn't matter if it's one person or a whole bunch of departments.
Good luck,
The Dude