How-To Pick Your Skateboard Wheels - BASICS with Spencer Nuzzi

Henry has a really good point. For street skating, especially flat ground, you're gonna want no larger than 52mm, and the videos I've watched recommend 50mm (I focus on Spencer Nuzzi on RIDE [VIDEO] the most, because he is doing exactly what I want to be). Also make sure you're between 95a and 101a on durometer. 101a is better for reverts and street in general, but 95a will feel more familiar to you as a longboarder. I don't think you can go wrong between a 7.75" and 8.25" board for street. The latter might be easier to start out with when learning balance but the former will be better for flips. Check out blackholeboards and warehouseskateboards, they're both great websites. BHB has a smaller selection but your entire rig will only run you $80, whereas WHSB will be closer to $100-130.

long version [VIDEO] and short [VIDEO] Very short : 100A means they are as hard as possible, will make a lot of noise, will slide more easly (for grinds and every trick where the wheels touches the ground) and will be terrible on rough roads or paved. Best for skateparks. 90A is the middle ground, you can do almost any tricks with them but they're already way more comfortable (and you're not doing so much noise either) while cruising (means you push less etc) below like 80A it's way more for cruising (the wheels looks like longboard ones in general)

I would start out with around a 8" board and yes wheels can matter. Here watch this video by spencer nuzzi about wheels [VIDEO] . Quite informative. He also has a bunch of other great videos to watch when you want to start learning how to do tricks or even ride the board.

How-to Pick Your Skateboard Wheels [VIDEO] This video should help with the wheels. As for bearings people will tell you a bunch of different companies. I usually go with bones though.