Also, its a good idea to go through the job specific training for the den leader position. You can either do it via the online portal where you did ypt, or find a class. The council/district is likely offering a class soon for all the new den leaders; ask your cub master.
Over my 49 years as an Arrowman, I have seen all of the 'infractions' discussed here many, many times. I will admit that I do winch when seeing someone wear the sash incorrectly, but over the years i have learned to let it go. I will, if one of my Scouts wears the sash to a troop rather than OA function, remind him that we only wear it when representing OA. At an OA event, I will only mention sash wear to a fellow Arrowman if it is something like a new member wearing it over the left shoulder, and even then, quietly and as an aside.
As several folks here, I also have more than one sash, although only one is still worn. One of the problems with being around so long is that the sash I received at my Vigil ceremony 46 years ago no longer goes all the way around me. However, if it was still properly sized, I would have no problem wearing it, stains and all.
Sounds like a Tenderfoot to First Class camp.
As @Thunderbird stated, there is no need to wait until May to work on Totin' Chip. I would much prefer seeing new Scouts do this in a troop setting, where they are given the individual attention needed. When done at camp it is hard to give each Scout more than a few minutes. I went down to observe some of our Scouts in the TTFC program at camp this summer, and that is what they were doing while I was there. A minute to a minute and a half each, and one boy (from a different unit) who just missed putting an ax in his leg several times, and they were all told they were good to go.