It depends on the road and wheels but probably

It will be harder, buy wheels 87-95A

It works with nearly every Board/setup but it could be harder tho

i do it all the time on my 42' cruiser. globe 83a wheels. check out my instagram @ sparkntyme ☺

ive done it on my cousins deck which is around 42 inches and his wheels arent meant for sliding. you can do it if you put your mind to it

For me its easier to do it with a freeriding board but with the right wheels you can do it

Yes, but it will be harder and you could damage the board if you do it wrong