My son switched to the Tornado headgear last year and he loved it. He said he can hear alot better and they are comfortable.
As far as shoes, he has always wore Asics split soles and he liks those. I have looked at the ones with the built in lace covers and other than that option, I didn't see much difference in thoses than any others.
I had bought a pair of coverse shoes for him and he did not like the feel of them, said they were too thin on the bottom.