What we have yet to discuss is what I consider to be the bane of shooting 20,000 rounds a year.
Yep, making those 20,000 sucks. Bad. I don't believe that I enjoyed a single solitary thing about making them except for one thing that makes it truly worth it. I can make a box of 50 180g JHP .40SW rounds for somewhere between 4 and 5 bucks. The same, or similar box of 50 would cost somewhere in the realm of 20 bucks. I could probably buy a box of Winchester white box or Blazer in the $12-15 dollar range but even that is significantly more expensive than my handloads.
I've got one of the best handloading presses out there, a Dillon 550 (eclipsed only by it's big brothers the 650 and 1050), but I still hate every minute of it.
I've heard some people talk about how much they enjoy handloading, but all I can say is that I think they are full of poop.