1. considering how many old beater (and new) .300Savages there are around, I doubt that the chance to buy store bought .300Sav ammo would run out in your lifetime.
2.The 150 and 180 gr bullets pretty well spans what the .300 does well. 150's for white tails and 180's for the bigger stuff. If you reloaded, the 165's might be a good choice.
3. reloading is easy to learn. First off, buy a good reloading book. Right now, I think Lymans 48th is about the best. Read it from cover to cover. Any of the nuances you don't understand, come ask us.
4. Reloading is like golf. You can spend all the money you want to. My suggestion is to go the Lee Loader route. It don't get no simpler than that. For about $50, you can be loading ammo as good as anything you can buy. Or, next step up, get the Lee starter kit for about $100. You don't reload too many boxes of ammo versus $20.00 a box store bought before you've saved your investment. Some folks will suggest you mortage the house and buy the very best equipment and every gadget on the market. My opinion, as stated, is that you kinda ease into things. As your knowledge and experience grows, you can up-grade or add to you "stuff".
5. I don't know if the figures hold up or not, but when I started reloading, using range pick-ups, I figured I could reload 100 rounds of 30-06 ammo for the cost of a box of store bought. (that doesn't include the cost of equipment, that takes longer to amortize) Figure that 100 empty cases at $20-25 will last a long, long time. On something like the .300Sav, you should get 8 or 10 or more reloads before the cases need to be replaced.
6. Did I save money?
No but I did a helluva lot more shooting for my money.
7. The only stupid question is the question not asked. No matter what their posture, everyone in here started at ground zero. And there isn't anything dumb that you could do, that we haven't done. Just be sure and ask the questions before you blow your fingers off.