2) There's far more support online than there was a few years ago. There's good electronic CAD software for free. (KiCAD and LTspice are both free and useful.) Board fab is widely available and cheaper than ever. You can get overnight delivery from DigiKey if you order by 8 PM central time, but it will cost you. If you can wait a few days, no problem. They no longer have a minimum order. The 3rd edition of the Art of Electronics is out, so there's a good intro to modern electronics. (Although those old guys whine about tiny surface mount, instead of telling you how to do it.) There are good message boards. Usenet "sci.electronics.design" is surprisingly useful.
3) The machine shop situation is better than the electronics situation. I've been a TechShop member for years. Their machine shop facilities are good; their electronics facilities are about enough to do a blinking-light Arduino project.