I will give my opinion, and its just one mans opinion...
Today I am set up with a Dillon 650, case feed, bullet feed and a primer filler. I can load 100 rounds of forty or nine in three or four mins max. Yes, I have a substantial investment in equipment. I also do shotgun on a Dillon SL900...
Like a lot of things in life its time and money. At this moment in time (could change tomorrow) I have more money than time.
If you have even more money, that dillon 1050 seems very nice...
There is no real right answer, it just depends on you.
Youtube has lots of video on all sorts of presses and set ups. Look and see whats involved.
I will not mind spending $3000 on a reloading set up. While money is not flowing out of my front door, I have a fair sized income, two retirement checks and a little spare money coming in from other sources. There are times I am flat broke and times I am flush with money but I usually can afford what I want at the time I want it.
Not sure if the $3000 would be realistic but I would be likely abandoning the idea if it ran much more than that initially.