Episode 366 – Over the years, it seems that each of us—whether by choice or not– has been moving gradually from paper statements and checks to digital. Is it time to cut the cord completely?

Like many people, I tend to save stuff: like credit card bills, bank statements, paper receipts, etc. I throw them into an empty file drawer until the end of the year. Then, on an annual basis, I’ll sort through this giant pile of paper, organize everything and place it into a series of folders, which take up space in my filing cabinet.

It all leads to one inevitable question: Why? What’s the point of spending all this time organizing all this paperwork that, likely, I’m never going to look at again. Certainly, some items, such as cards and notes from family members, are worth saving. But what about the other 95 percent? For many of us, it’s simply the force of habit.

Going digital has its advantages. For one thing, you may find that once you’re used to it, digital documents can be easier to organize and access, and you’ll save time in the process. Not to mention the space you can save in your house, and the overall environmental impact.

Has the time come for most of us to go fully paperless? If so, where do we even begin?

The process often starts with a few small steps such as getting some of your statements by email or paying some of your bills using a direct transfer rather than a paper check. But there’s still a lot of paper. What’s the next phase if you want to get more organized? Here are a few steps you can take:

When was the last time you sent a check somewhere, only to have it lost in the mail? This is one way to avoid such a hassle. Plus, in most cases, by paying online you can decide exactly what day the other party receives the funds.

There are limits, of course. Your landlord may still want a paper check. Same thing with certain vendors, like your landscaper or cleaning service if you have one. So at least for now, no matter how far you want to take this, you’re still going to be writing a few checks.

One more tip: It might be best to start a project like this on a going-forward basis. That is, try not to think much about the big pile of paperwork you already have. There’s no need to feel overwhelmed by that backlog. You’ll get to it someday. And when you do, you might consider purchasing a quality paper shredder to help you through your pile. There are also shredding services you can contract that will pick up any documents you set aside for disposal. For now, it’s more important just to get started with something.

But also note that there are limits to how far you can go. Not many people ever truly achieve a 100 percent digital lifestyle. There are some items that you’ll still need to keep a paper copy of, such as wills, birth certificates, title deeds and stock certificates. You might also want to keep a paper printout of your most important online account data, perhaps in a safe. It could save time and money for your family should something happen to you.

But more than that, there are likely some paper items that you will never be able to replace. I received a birthday card from my grandmother in 1976 with a crisp new $5 bill in it. It still sits on my desk with the $5 intact. I wouldn’t trade it for anything.

[1] Erdem. “How to Go Paperless: A Step-by-Step Guide.” Clinked.com. https://www.clinked.com/blog/go-paperless (accessed December 31, 2025).

[2] Id.

[3] Duffy, Jill. “7 Easy Tips to Finally Go Paperless.” PCMag.com. https://www.pcmag.com/how-to/7-easy-tips-to-finally-go-paperless (accessed December 31, 2025).

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