I would recommend checking out YNAB (You Need A Budget)
I used to use Microsoft Money and Quicken but discovered YNAB. It is based upon the Dave Ramsey "Total Money Makeover" with online training sessions, forum and is continually updated. It even has apps for smart phones. You can download directly from your bank. I have used it for close to 2 years and highly recommend it as being flexible and user friendly.
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