As you can burn up handgun rounds much faster than long gun rounds (usually), most guys I know are running Dillon progressives. I am a rifle guy at heart, and use a single stage rock chucker. I will probably get a Dillon one of these days.
For What It's Worth - As a new reloader, I would certainly start with a single stage like one from Lee or RCBS. Study and study some more and get a good grasp on the different operations involved in reloading and work up a routine to accomplish those in an efficient, repeatable manner. The Anniversary reloading press from Lee has worked great for me. As you get more into it, you may want to spring for a better scale, powder measure, case trimmer and the like. I prefer to keep it simple and don't deal with any of the progressive setups and even prefer to handle my primers one at a time with no automated feeding system. My output is very low but I think my quality is very high.
I endorse learning to reload on a single-stage press or maybe a turret press. They are inexpensive, and if you find reloading is not what you want to do, there's no major investment wasted. While progressives are great for cranking out mountians of ammo, they aren't necessarily the easiest to set up and learn proper techniques on. Once the basics are gained, then if 1000s of rounds per month is the goal, by all means--step up tp a progressive. You can sell your "learning tool" or keep it on hand for the times the progressive breaaks down (they they do).
I've loaded 1000s of rifle and handgun rounds on my old ('75) Herter's single stage press, and it has never failed to produce quality rounds. I've had one dud (a bad primer), managed to crunch a few cases (it happens), but have never had a double-charge or squib because I individually inspect each and every case for proper powder level, something that might not be so easy on a progressive.
Reloading is a hobby unto itself. It's great to work up a custom load for your rifle that shoots under 1" groups at 100+ yds! Reloading opens up a whole new world of loads not available commercially.
The real expense of reloading is the endless costs of powder, prinmers, bullets, neat little accessories you thought you didn't need, etc.
I started with a single stage Redding Boss press. Still use it for rifle ammo. I reloaded handgun ammo on it for a while, them bought a 550B. Buddy of mine has the RockChucker Master kit with some stuff added. He also has a Dillon SquareDeal B for handgun ammo.
If you are only going to load handgun ammo, get the Dillon SquareDeal B and don't look back. If you are going to do both handguns and rifles, get the Dillon 550.
I prefer a turret press for the volume I reload. It is a nice compromise between the expensive progressives and the lower priced single stage.
I load for about 10 or 12 calibers and elect to leave all the dies preset in the turret and simly swap turrets when changing calibers. It is quick and easy, but yet saves setup time yet you still get the benefit of handling each round at each stage to check quality control so to speak.
Good luck with your decision.
I used to (about 30 years ago) shoot/practice a lot of IPSC with .45 acp, maybe 1,000 rounds a week. Naturally, I learned to reload mighty fast. I cast my own bullets too. I had my total costs down to about three cents per round, pretty cheap......
My quickee advice - forget about a single stage press. Get a progressive style machine, something that will let you crank out a few hundred rounds per hour. I used to use a RCBS "Green Machine", which I sold on this forum a few months ago.
I use the single stage RCBS Rock Chucker. I started reloading ammunition for hunting and then started reloading handgun ammunition. If I had room I would buy a progressive for the handgun ammo. I have also found the cost savings much greater on the .45 vs 9mm. Easier to buy range ammo for the 9mm than reload.
Just bought some Winchester 9mm on sale at Fleet Farm 100 rounds for $18. bucks. I can't reload for that. But I save big money on the 45 and 380 as well as the revolver calibers. Plus you can make some nice custome loads for hunting.
Reloading isn't only about savings on ammo; it's a personal satisfaction issue also. I enjoy popping off my homebrewed loads much more than factory ammo, and handloading infinitely opens up the load choices. So if one is only shooting 9mm 115 grn target loads, then reloading isn't going to do much for the wallet. But if shrinking the 1.5" factory loading group in the old .30-06 down to under 1" with a better bullet and powder combo, then reloading is the way to go.
I started in the 1970's with a single stage press for pistol. In the 90's I started shooting IPSC and could not get the quality of ammo out of a single stage press with changing dies and wooden blocks to hold everything. Moved to a Dillon SDB and never looked back. Bought a second SDB for Small Pistol Primers (changing primer feeds was time consuming to get it right). I figure I have paid for both several times over and never spent a cent on repairs cause they are warranted for life. I am still using primers from the Clinton Scare back in the 90's. All sits in my off premise storage facility for insurance purposes. You can't go wrong with a Dillon.
I've been reloading for almost 20 years, my favorite round is .41AE. All good advise read so far. You can't go wrong with a Rock Chucker or Lee single stage starter kit. If you find you like reloading, next add a chronograph(empirical data beats subjective data every time). Then add a nice digital scale...if you're still hooked, get a Dillon 550. I never have to call it a day because I've run out of ammo.