All good info for you Schoolboy or anyone considering getting into reloading. The Lee 'kit' appears to have all the essentials needed to reload. Most reloaders I know (including myself) over years add things to speed up, enhance, etc the reloading process. Some are good, some just make us feel better about the process. I don't use much Lee products myself, prefer RCBS, Lyman, Hornady, Redding, but to start on a budget, the Lee would work, one guy I know has been reloading for a number of years and Lee is all he uses-nothing wrong with that, as long as the process is done right. Love the Lee auto hand primer, have a number of Lee molds, and factory crimp dies.
Reloading would be a lot cheaper than the Herter $28 for 50 44 mag rounds from Cabela's you mentioned in the 'Shooters Section'. That's .56 cents a round, not only to pricey, but robbery in my estimation. You could reload the same rounds for maybe a third of that and less, cheaper yet if you cast your own bullets. I can reload most any common revolver/pistol cartridge based on component prices in my area for less than .10 cents per round using my cast bullets. Buying cast will add another 7-10 cents maybe (jacketed stuff is a lot higher). Some guys cast bullets for resale, can be found online, gunshows, etc. As has been posted here, it depends on how much you shoot a year. Just once in a while, several times a year, it probably be cheaper just to find a good source (Cabela's isn't) to buy your ammo. (SGAmmo.com is a good online place to get ammo. They run a lot of sales. I've bought 223/5.56 and 30/06 M1 Garand style ammo from them and they were a lot cheaper than most, good outfit to do business with). If you shoot a lot like I do and others, reloading is the way to go. One note though, I've seen shooters invest a lot in reloading equipment, then detest having to do it. A lot don't like taking the time, doing it properly, and a host of other reasons, then end up selling their equipment or letting it sit in boxes and complain what a bad investment it was. Me, I love to reload, almost as much as shooting the stuff. Trimming cases though is a PITA, but necessary sometimes.
If you don't know any reloaders, find someone that does in your area, ask them if you could sit in and see how it's done, ask questions. Everyone on this forum will be happy to answer your questions, no body here was born with a knowledge of reloading, we all started sometime.The 'kits' that Lee, RCBS and others offer are good to start out with, as they do have all the basic stuff you would need, you can add other items later if needed. You can buy it all individually too depending on what your needs/goals are. I did it that way back in the mid 70's, did buy a few things I thought I'd need, but didn't. If you do reload, you'll probably shoot more than you do now and enjoy not popping the primer on something that's costing you 25-50 cents a shot. As stated by some of the other posts, you'll eventually recoup the cost of your reloading investment. Lots-a-luck!