As a former Asst. Scoutmaster and amateur gear maker, you have taken on a huge, but terrific, project. I tried this after scouts in my former troop were really excited when I gave a demo of my homemade g4 pack, tarptent, and other lightweight gear. Your biggest challenge is going to be keeping the guys interested in making the gear, especially on some of the more challenging projects, such as sleeping bags, tarp tents, or quilts. These are time consuming and somewhat challenging and as I’m sure you know, scouts don’t always have the longest attention span.
As others have suggested, you should start with simple projects that will allow the you and the kids become familiar with the feel of the fabric, the machines, the various seams, and sewing in general. If the guys get bored with sewing a bunch of stuff sacs, then they are less likely to attempt a sleeping bag or quilt or tarp tent.
A good project that I had planned for my troop to gauge their real interest (beyond how cool it would be to make your own gear) was to make silnylon patrol flags. We practiced felled seams on the edges with grosgrain loops and we even added velcro for attaching ribbons. We used scrap material that I had on hand and I purchased some second and third quality material from some the sources.
We had 6 machines on loan from various mothers. In the end, most of the boys got bored of cutting and sewing (except for one patrol that actually finished the project and ended up with a cool flag) and the others just wanted to run around or work on merit badges. The hardest part was keeping the boys that were not sewing or cutting interested and with 20 boys at meetings, it is hard to keep everyone involved. So, we never moved onto anything bigger. I hope your troop is more motivated.
FYI-AYCE has a terrific formula for making stuff sacs of all sizes right on this site along with everything else you could every need . . .
Good luck to you.
Neil