All I can say to that, which you probably already know anyway, is that Accordance is good about not charging you twice for something you already have. I myself have gone progressively through certain packages (Pro to Expert, and so on), taking advantage of sales, and the modules I already have are always factored in when I make the next purchase.
While I can't speak explicitly to your particular question, I will also advise that it *seems* to me that buying modules that are in collections is a better way to get them than purchasing them individually, outside of collections. In other words, it *seems* that (from my memory, when analyzing prices), you get a better deal when buying the collections.
Maybe there is a discount per item overall, but after looking over the packages, I can save about $200 by sticking with the Greek/Hebrew Learner package as opposed to stepping up to the Discoverer (while buying the different titles not included individually). I save quite a bit with the Learner + individual purchases than I would from the Greek Pro.
That said, I'm not certain if you get a discount from upgrading one to another (the system doesn't show me those discounts).
Additionally, I think this is highly subjective depending on what tools you actually need or can use. Yes, by overall count, there are more tools in the higher packages. But, will you actually USE all those tools?
I'm personally having a really difficult time switching from theWord to Accordance because of the ridiculous prices on commentary sets. $1400? Really? If I were not outgrowing theWord there would be no allure to switch at all, just based on tool availability and price. I can have virtually all the same tools (modules) in theWord for less than $100. But, it lacks in certain features (dynamic interlinear, import pdfs, instant parsing, analytics, advanced search, etc). These kinds of abilities are not currently available and don't seem to be a priority.
But, I'm not going to ever pay $1000 for a commentary. I don't care how good it is.
For me, I had to break each package down by individual module in a spreadsheet, then compare them with each package that looked interesting to me. I thought I would want the Greek Pro, but I saved by getting a lower package and purchasing additional modules as add-ons. I also plan to buy during a sale to get 25% off the top, so I can add more tools I would "like" to have to get back to the top price I'm willing to pay.
I don't have much money (that is also relative), but I've been really spoiled by the community over at theWord the last several years. Most everything is free and abundant. Needless to say, I'm suffering now from sticker shock!