XN-Matt They kept the early 2000's pricing model, 10/30/unlimited after WebPros bought out Plesk. Our company has utilized Plesk (on and off) since 2006, though we did work with Interworx for a few years in the 2008-2012 range.
Back When Plesk had their "Expand" clustering solution, it was a decent project... not unlike Enhance or Interworx's clustering options. However, they abandoned that (and all of us that used it).... and the "modern" Plesk is what came out of all of that.
We still utilize it for 90% of our vertical market VM sales, since it has a decent interface and works, though it is fairly heavy on a small VM.
However, more and more of our HIPPA customers are loving Enhance, and how fast it is, so we are pushing forward with Enhance, despite some of the noted short-comings.