At your level of use you could definitely benefit from an auto-indexing progressive press. It will substantially decrease the time spent reloading that much!
Unlike a lot of people, I have extensive experience (at least 25,000 rounds each) with the most common progressives currently on the market: the Lee LoadMaster, the Hornady LNL AP, the Dillon RL550 and RL650. I purchased all of them new at retail.
Of them, the Dillon 550 is a non-starter as it is not auto-indexing (which is also a safety issue; some years back I tracked dozens of double-charged gun blowups where the shooter reloaded on a 550.)
That leaves Lee, Hornady, and the RL650. The Lee LoadMaster is actually the fastest press I've used due to the very short stroke, but that's about the best that I can say for it. The press requires constant fiddling to keep it running, and primer seating depth is forever changing. Resizing military-spec 9mm brass flexes the press enough that seating depth is affected! On the plus side the powder measure is actually darned accurate despite its flimsy construction; in fact, it's one of the more accurate progressive measures I've used. I also liked the primer tray system, as it was the fastest to reload — a big help during long reloading sessions.
The Dillon RL650 is a mixed bag; their primer system is awful, and despite several factory modifications over the years seems to remain a source of problems. Their powder measure is only accurate with ball powders; if you use a flake or extruded powder, be prepared for charge variations. (Dillon's customer service told me, in no uncertain terms, that they only guaranteed accuracy with Winchester Ball powders; "everything else is junk, and everyone knows it" signalled the end of the conversation!) The press is otherwise well built, sturdy and pleasant to use, and Dillon has no end of accessories for it.
The Hornady LNL AP is the newest of the three, and I've used it extensively since the first version. It's my favorite press since the demise of the legendary Star Universal; the priming system works well, the powder measure is best-in-class, and it's built for heavy use. I've grown to like the bayonet-style die insertion, despite being accustomed to the all-in-one die plates of the Dillon and Lee presses. The only major issue is with the indexing mechanism, which must be carefully adjusted when the press is first set up; after that you can forget about it. (Also, don't buy a used one with the wire case ejector, as it was nothing but a problem. The later models use an enclosed ejector under the shellplate which is far superior. It was introduced about 5 or 6 years ago, so anything recent will have the new system.) Hornady's customer service is excellent, and they likewise have a wide range of accessories from which to choose.
Hope this helps.