The Dillon 550 is a nice balance between cost, quick conversion, and throughput for most shooters. Starting with filled primer tubes, it is absolutely possible to produce 500+ rounds of pistol ammo in an hour. Bottleneck rifle rounds are, of course, slower because of the need to trim cases. That said, assembling the prepped cases into loaded ammo goes pretty fast.
The example given above of five different calibres at about 2k each would absolutely be a good match for the 550. Any other combination for a similar total round count would also be a good fit.
If you want to reload substantially more than that, or just plain want to spend less time reloading, the 650 with case feeder is the best choice. The trade-offs for greater capacity are cost, complexity, and a larger footprint (if space available is a concern).
I would not get a Lee progressive press. What you will save up front, you will end up paying for in aggravation from having to fiddle with it to make it work. Component costs are the long run greatest expense relative to the fixed cost of equipment, so there isn't really that much difference cost-wise between a cheap setup and a nice one in the scheme of things. The Lee turret press might be OK, but is much slower than a progressive.
The absolute cheapest components you can find will be more than good enough for your purposes. For 223, with Cam-Pro or Hornady 55 grain FMJ bullets and WC 735 powder from Higginsons is the way to go. You will likely not be able to find .40 bullets cheaper than from Cam-Pro and they will shoot better than probably 99% of shooters can hold with a pistol. In 9mm, I found no real difference in accuracy between Hornady XTP JHPs and plated Cam-Pros. Fancy bullets are not gong to cut down your failure drill times. Unless chasing tiny groups from the bench is an end in itself, economizing on components means more trigger time to build your fundamentals. Sometimes, quantity has a quality all its own.