What do I say? Neighbor called me a poser...?

Ignore him and it should be fine,depending on your height,and I'm pretty sure you are thinking width cause the average skateboard is 7.5'-8' wide,and the length is like 31'. So yeah,it should be fine. You need to drop your foot back behind the bolts and then pull it forward to land. Learning to ollie can be tough at first,just watch some youtube videos or find some guides or get a friend to help your learn.