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Originally Posted by eirual 
So what exactly are the benefits of using software?
People have mentioned creating reports (what kind of reports?) and being able to track accts from multiple institutions. What else am I missing? ...or maybe I just need to try and see. This would be solely for personal finances, no business transactions.
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I think the question is why do you think you are ready for software?
The benefits will be somewhat unique to each family. For us, it is simply faster than by hand. I spend 15-60 minutes per week and I am a finance geek who used to have a career in banking and securities. I run our family finances like a business in many ways.

(I prepared many financial reports for Boards of Directors back in the day and I prepare some of the same ones for our family and I budget down to less than one dollar. And more....)
Analyzing and retrieving data is possibly the most useful benefit of Quicken. If I want to know how much I paid for something back in 2007 or last month or any other time, I can find it in seconds and I don't need to know much in advance. Figuring out a budget (or spending plan, as I call it) for 2011 will be a snap for us. I will run a report in Quicken to show our actual expenses in 2010 by category and then I will pop the data into Excel (print it or have us both sit at that computer - desktop with huge monitor) and DH & I will discuss our goals for 2011. We'll adjust the numbers a bit and then I set up the 2011 budget numbers.
Quicken will keep track for us each month and I can set it up to notify us when we are close to budget amount (it color-codes the categories in a small window...green, yellow, or red). We generally only have a couple categories we need to watch, so it is quite helpful. If you need to watch every single category, it may be more of a pain to set it up to watch them like that. You can just run a comparison report any time you want. It is a pretty flexible program (as long as you aren't printing...my only issue with Quicken...see above response...

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When you first start using Quicken, it will feel like it is MORE work than pencil and paper. The set-up work is soooo worth it!!! Once you set up your categories and your account information and assign the categories to every transaction, Quicken learns this and will start doing it for you automatically. THAT is when the time savings comes and it just keeps doing it over and over and over. You can easily make changes, as needed, but it is so much faster after you do it once. The learning curve isn't that steep and definitely worth the time.