3 Strategies to Make Life Easier at Tax Time

3 Strategies to Make Life Easier at Tax Time

Do you dread tax season? All the paperwork and scrambling can be stressful. Here are three tips that can make life easier at tax time.

I have a confession. It’s almost April (like tomorrow) and I haven’t got my tax stuff together. I’ve never waited this long to get going on my taxes, and I feel a little bad that I’m going to be dumping things on my accountant at the last minute.

The fact that I have an accountant is one of the strategies I use to make life easier at tax time.

If you want to avoid tax time disaster in the future, here are three strategies that can help. It might be too late to avoid all the stress this year, but you can put systems in place to ensure that this never happens again.

1. Use Accounting Software

One of the best ways to make life easier at tax time is to use accounting software all year long.

For your personal finances, it makes sense to use financial software that offers tax-deductible categories. Personal Capital can help you generate information about tax deductions and keep track of what you need to know. Popular software Mint can also help you categorize your spending so you can quickly find what you’re looking for.

I use Moneydance for my finances, and I love it. It’s possible to check a box that lets you know what’s tax-deductible. Plus, I can quickly generate reports that help me as I prepare my P&L statement and review things that belong on my Schedule A.

It’s especially important for home business owners to pay attention to their accounting and payroll. You can make life easier at tax time by using accounting software regularly.

You want accounting software, like Xero, that can manage your payroll and keep track of tax categories. When tax time rolls around, having reports and information at your fingertips is extremely helpful.



Having this type of software helps you keep everything organized so you aren’t scrambling when tax time rolls around. All you have to do is run a few reports.

2. Hire an Accountant

Let’s be honest. This is the number one thing I do to make life easier at tax time. I’ve had an accountant prepare my taxes for the last 10 years.

I still have to gather the information and organize it in a way that helps him get everything right, but it’s much easier than actually preparing my own taxes. And well worth the cost.

When you hire an accountant, it makes sense to choose someone who understands your situation. I use Eric from AccountLancer because he understands freelancers and home business owners. He’s fast, efficient, and honest.

Once you start working with an accountant, you will never go back. It’s one of tax time’s pure pleasures.

But, even if you don’t use a human accountant, you can still make life easier at tax time with the help of tax software. TurboTax and H&R Block both offer software you can use to figure and submit your tax return. It’s a nice compromise if you aren’t quite ready to hire an accountant.

3. Set Up a Filing System for Tax Documents

My final strategy to make life easier at tax time is to have a filing system for tax documents.

My system is really simple. I have a file folder sitting on my desk. When tax-related documents arrive, I just put them in there. Business receipts, charity receipts, pay stubs from checks for freelance work — all of it.

I also have a way to organize stuff that comes in via email. I create labels in my email inbox for tax categories like Business and Charity. When something comes in, I file it in the right area. At the end of the year, I move everything into a new label with the tax year. So, at the end of 2016, I created the label Tax Year 2016 and moved everything in those folders to that label.

Now, everything is saved in one place if I need it for taxes.

You can also do something similar with encrypted folders on your computer. Just make sure you have a backup on an external drive or in the cloud. An app like Shoeboxed can also help you by allowing you to snap pictures and organize receipts quickly and easily.

If you file things away a little at a time, as you go along, it’s much easier to stay on top of things and find exactly what you need come tax time.

What are your strategies to make life easier at tax time?

Written by Miranda Marquit

Miranda Marquit is a freelance writer and professional blogger, specializing in personal finance, small business, and investing topics. She writes for a number of financial web sites and blogs, and has been featured in numerous media. Read about life as a freelancer at MirandaMarquit.com and in her book Confessions of a Professional Blogger.

7 Responses to 3 Strategies to Make Life Easier at Tax Time

  1. I think the key is to keep track of everything throughout the year so when tax time comes you’re already prepared and ready to go. I used to be bad about that and it would be a scramble to get everything in order. Now I set aside a little time each month to make sure everything is up to date and it saves me a ton of time and trouble in the end.

    • Oh for sure. I find it helps me a lot to do things a little at a time. That way you aren’t pressed for time. You make fewer mistakes that way, too!

  2. Filing your tax paperwork as it comes in is the best strategy! Keep receipts and investment info handy and it’s much less of a panic come filing time.

  3. Luckily here in Australia out tax system is much simpler and more efficient! We just go onto the govenrment’s website and fill out form that mostly consists of drop down menus. It usually takes me less than an hour to complete it.

  4. Fast, efficient and honest are adjectives that you use for describing your accountant. We all should find time to arrange important documents pertaining to tax filing and keep them in the folder. This way, he’ll be able to relate to things that may seem critical to us.

  5. Too bad I am seeing this after tax season! Tax season is the worst, but I may have to give one of the Accounting Softwares a try soon. Thanks for sharing.

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