I upgraded from Quicken Deluxe 2003 to Quicken Premier 2004. I won't address whether or not I think the 2003-2004 upgrade was worth it. What I am addressing is that I don't think the Deluxe-Premier upgrade was worth the extra cost.
Premier gets you some portfolio analysis tools and "insights", which I don't find that helpful (I am not an active or sophisticated investor).
As an aside, I -do- think the Deluxe features (over Basic) are worth the extra money. Deluxe gets you investment tracking (Basic appears to only give you basic checkbook tracking).
In 2001, I switched from Microsoft Money to Quicken. The original motivation was because I thought I might get a Mac, so I wanted my personal financial data to be prepared for the move (Quicken is also available for the Mac, but Microsoft Money is not). The feature set in 2001 was better in Quicken than in Microsoft Money (better tracking of investments like ESPP and 401k).
Recently (Quicken 2003-2004), however, I have been encountering random bugs and inconsistencies (multiple paycheck deposit accounts doesn't work consistently) that lead me to believe that Microsoft Money has probably reached parity with Quicken by now. And I still haven't switched to a Mac.
Since I now have a few years' data tied up in Quicken, I won't be frivolously switching back to Money anytime soon (unless Quicken completely screws something up), but unlike in 2001, I don't think I can unconditionally recommend Quicken over Money anymore.Get more detail about Quicken 2004 Premier.
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