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There are two separate questions here with two very different answers...
First of all, linking your Hero Lab Classic licenses to your RW/HLO account serves one simple purpose at the moment. It allows you to view all of your HLClassic purchase history and the personal information we track for you by accessing it via the RW/HLO account. This was done for GDPR compliance. In the future, this will be the conduit for game systems that exist both in HLC and HLO.
Linking your Paizo account serves a very different purpose. All Paizo adventure-related content (i.e. not rulebooks) for RW requires that you own the Paizo PDF before you can purchase the RW material. By linking your account, our server can verify that you own the PDF. If you don't, then you can purchase the PDF along with the RW material. All PDF prices are retrieved at the time you start your shopping session, so any sale price offered by Paizo at the time should be reflected through our server, as well.
Hope this helps clarify everything!
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