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I know that the upgrade was pretty painful when it first came out in July. Now that iCloud is on all the new devices it probably is just a matter of time. Bought an iPad Friday and the only way to fully utilize all the tools for my business, I'm going to HAVE to upgrade to Lion.
My recommendation is to avoid HTML-picture emails, especially if the email is unsolicited. Much greater risk of recipient's email host treating it as spam and ultimately, your email getting blackballed.
Paperless Pipeline is just a storage function and doesn't have the transaction management and signature functions. My office is using it and I'm sure it's great not to have paper docs any more but it doesn't help my process as an agent. I still need to get docs to other folks in the transaction and not piecemeal and all broken up like in PP. To use PP I need to have Zipforms, Docusign, PP and then Dropbox so that all the functions for end to end exist. My choice would be to move to Dotloop.