One decision that I made and have never (yet) regretted was going to electronic format for as much of my documentation as possible. As part of this I invested in a Fujitsu Scansnap S1300 - it is on Amazon for $249 but I found it for < $200 last Fall. I would not say it is portable on a day to day basis, except in a pinch - it wil drop into my laptop bag if I pack carefully - but as a weekly commuter it fits in easily. My experience is that it works as advertised - plug it in and scan away. It has handled two side receipts, multiple sizes, slight scrunched up from my wallet etc with ease. Combined with drop box storage, and a good separate backup plan, I feel safe that I won't lose the files and have never looked back. Gone are the days of filing and storing all those small paper receipts that go to make up a years worth of accounting. I'd love to hear anyone else's experience with automatic backup plans & cloud storage - those are the next goals for me.