Very respectable choice for #1.
Following this thread, and knowing where we were inevitably headed for the end of the line, I had been thinking that I have never been that deep into Toto and have never owned anything of theirs, and probably owe it to myself to pick up a greatest hits disk. That is usually fine for the level of extremely casual fandom I feel for this band, and just knowing a few of their hits. But I'm second guessing that now after reading your writeup. I think a hits package is fine for some bands. But there are a few where a particular album captures the essence of a band so well that it makes sense to just jump right to that album. For instance, if someone only knew Journey's hits from the '80s and didn't have any albums and said they wanted to just get one or two, I would probably say, "well, they have a couple of 'greatest hits' packages that are really good. But honestly, if you want to know what this band was all about during their heyday, just get the Escape album and listen from start to finish. THEN maybe get a greatest hits disk to round out the hits from other albums." After reading your description, I think maybe Toto IV fits that description as well.