The issue is, there really is no money to be made there. Most of the people who play casual matchmaking don't bother with skins because they don't work on Valve official servers. Those that do would never pay for them. The crates would be a general waste of time only due to the fact that the community is based around the basic gameplay and utilizing their skills. There may be a hundred or so people who will buy that crap, but it would never be profitable long term compared to the cost of development.
Either way, Hidden Path fucking sucks at making video games, so I am sure half of the community will leave IF it ever did happen.