We’ve been using Quicken for Mac for as long as we can remember. Our main focus is keeping track of our “checkbook” which has a fair number of “accounts” feeding into it. We’re keeping track of household expenses and several 529 accounts for our grandkids as well as our own retirement accounts. No business or even budget - we gave up trying to do the latter ages ago :-).
We got Q2007 when it first came out and have used it ever since. We tried converting to Quicken Essentials at one point but were immediately turned off by the difference in the user interface. We dropped that idea pretty quickly.
Fast forward to now and we’re fully aware of the 64-bit issue with Q2007. We’ve kept a laptop running Mojave just for this reason. But recently we relocated and needed to change banks and thought it might be a good time to reconsider upgrading Quicken as well.
My wife and I are both in our mid-70s and are reasonably tech savvy. A couple of reasons we wanted to convert was being able to sync transactions from our bank instead of all the bookkeeping that goes with manual data entry. We also wanted to be able to look at up-to-date banking data on our phones instead of having to be tied to a home computer.
It turns out our new bank doesn’t support online transaction syncing. Also it seems that Quicken requires a manual intervention to sync data across all our devices (have to push “sync” button on laptop to sync to the cloud and thus to our handhelds). In addition, there are some activities that we can do in Q2007 that are either not supported at all in the subscription version - QuickMath is one glaring example - or seem to be done so very differently as to require going back to square 1 - the way we tracked various investments in Q2007 is totally unrecognizable in the latest version and I don’t even know where to start to try to fix that. Transaction entry in the new version seems a lot more user-intensive - three screens to do what one would do in Q2007. Lastly, we seemed to have much more flexibility with reports in Q2007 - some of our old reports just don’t seem doable now without some radical changes in how we characterize transactions - classes, “starts with” option in many data fields, separating “her” transactions and “my” transactions from “our” transactions, etc.
All by way of asking for some advice from users who have made the switch if we’re cutting off our noses to spite our faces to stay with tried-and-true Q2007. And, for what it’s worth, we have an old version of Microsoft Office running on the Q2007 machine and it won’t run in a 64-bit environment either, and we are absolutely NOT going to upgrade that software even though it’s no longer supported by MS.
Sorry this is so long - had a lot of relevant stuff to describe.
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