Since the die question had been pretty well answered, I'll take on the shotshell loading question. The answer is yes and no.
You'll find that the cost of reloading shotshells is right up there. If you want something special, or tailored to your needs, then the answer would be "yes", it's worth it.
If you're just going to be shooting some informal trap, skeet or bird hunting, then you can usually watch the sales and pick up promotional shells for a good price. In my area, sales will usually have 12 gauge 1 ounce, or sometimes 1 1/8 ounce, target/small game loads for 3 boxes for $10.00. That's pretty close to what it will cost you to buy all the components. Shot gun primers are now between $23.95 and $25.95 per thousand. Wads are about $5.00 a bag of 250 and powder is going to be about $55.00 for 4 pounds, depending on type, brand and where you buy it. When you work it out, it's not a big savings for that type of shooting, then the answer would be "no".
I load lots of shotgun shells, but they are for Cowboy Action Shooting, and I'm loading for five of us shooters. I'm loading a 7/8 ounce load of shot at 1150 fps, which is much easier when shooting the old Model 97 or a side by side shotgun.
The bottom line is it all depends on what you need, and if it's available for a reasonable cost without reloading? If it's not, then reloading is the way to go.
Hope this helps.
Fred