RE: First Plane
When you say under $150, do you mean just the plane, or everything? For that, you can find a used glow trainer with radio and engine if you look really really hard. I have done it for some. You need to have an instructor teach you on it or the outcome won't be favorable to say the least. It will be hard at that price to find a complete outfit that will fly in the wind as a few have stated. The small electrics don't do well at all in the wind.
You would be way better off in wind with a little higher wing loading too. A plane like the Goldberg Falcon III or similar are good. They handle it a lot better than a flat bottom like the Eagle II or planes like that.
If your limit is really under $150 for everything, you are going to be limited to stuff like the megatech birds, but in reality, you will just be throwing your money away. Those end up in the real world as being disposable and you never get many flights out of them. Basically, your cost is very high if you look at it long term. You might get a few flights out of it if you are lucky, but in the end, you throw the whole thing away and get nothing out of it. If you get a good quality trainer and destroy it, the radio and engine are still usable, and if you decide at any point to quit and you have good stuff and the plane is still good, you can get most of your money back out of it.
Good luck in whichever you decide to do.