If I may make a point here, as an Infantryman:
There are some good reasons why we tell the troops only issue kit:
1. It's easy on the supply side of things....for instance if every troop had his choice of small arms, you'd have very kind of calibre to resup under the sun. I know this is a "apples vs oranges" comparison, but if you think about how it applies to uniform items, you can see where it is applicable. Its the same for boots. It might be nice to have a pair of "Gucci" desert boots, but if you are way out beyond the wire and need new boots, you're going to get the issue pair, not the "Gucci" ones you paid $300 for.
2. Troops should look somewhat the same, not identical mind you, but similar. In wartime, looking different draws fire, in peacetime it draws Sergeants.
Now having said that, I understand why troops buy their own stuff. Sometimes for functionality, or comfort or whatever, even a morale booster, as long as it doesn't compromise the overall look of the company/pl, I say go for it. If a soldier can do his job better with it, it should be good to go. One has to use a touch of common sense when it comes to dress and equipement in the field.
I remember a CLS telling us it was not acceptable for the troops to buy Danner or Matterhorn boots, and wear them as it was "his" job toi supply the troops. One of the soldiers piped up that maybe it was time to get with the 90's and not the 60's. I tened to agree with the soldier.
I remember in 1977 when we weren't issued bush hats and had to patrol in green berets, and this was a Regular Force battalion, not the "militia". One of us had a bush hat, but wasn't allowed to wear it as it was not "uniform".
As for the armchair RSMs, most of them haven't been anywhere near a theatre of operations for some time, if at all