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Tax season.  A phrase that can make almost anyone roll their eyes and wonder how long they can procrastinate getting their returns together.  I feel you.

Taxes are confusing…and annoying! I am not a tax professional so this article is not intended as expert financial advice. I am, however, a WAHM with her own business who no longer dreads tax season because of a few practical tax tips I’ve implemented throughout the year.

And since I’m not a CPA, these tips won’t necessarily help you double your tax refund but they will help keep your stress level low and ensure you’re not pulling out your hair by April 15th.  Please be sure to consult with a licensed tax expert for any tax-related questions.

The hardest thing to understand in the world is the income tax.


Tax Time is Stressful

As we all know, tax season basically starts at the beginning of the year.  We’d barely finished popping the champagne and ringing in the New Year and I would feel this mounting pressure to carve out a substantial amount of time and pour over the entire prior year’s financial information.  

I needed to find time to sort, print, calculate and prepare all of the figures we needed to file our income tax returns. #sendhelp

Maybe you manage your stress much better than I do, but historically, tax time has my stomach doing all sorts of flip flops.  Mostly because the task feels so daunting and – probably like yourself – I don’t have a lot of extra time so the last thing I want to spend it on is preparing my taxes…yuck!

A few years back we had a small business (it didn’t make it, we closed it last year) and it was a nightmare when it came to accounting for everything at tax time…partially because I didn’t understand a lot of it and partially because I waited until the last minute to do a year’s worth of organizing.  

When I was preparing my taxes last year for my tax return and spending ALL. THE. TIME working on it I realized I had to do things differently for the next year.

I sat down at the beginning of the year and took some time to set up some very basic systems that I could maintain throughout the year, which would allow me to quickly and easily pull all of my tax info together in a very short amount of time come tax season.

I stuck to this system all year and a few weeks ago I called my accountant, set up my tax appointment, sat at my computer, and had everything ready to go in about only 15 minutes!  I want to share with you the few tweaks I’ve made to my monthly financial routine that have made all the difference in the world.

Stack of brightly colored folders stuffed with papers and text that reads how to organize your paperwork for taxes

Practical Tax Tips

These tips are “practical”, not expert, meaning these tax tips are more relevant to practice, not theory.  They just make sense for the average person to put into practice and aren’t necessarily required steps for filing your tax return.

Set Up Email Systems to Keep You Organized

Email can be a pain point for many people.  While we might strive for an empty inbox and be distracted all day by the notifications on our phones, there is a very simple way to organize your account in preparation for tax season.  

This might sound fancy, but it’s nothing more than setting up a few additional email folders.  I created a new folder for the following categories:

  • Personal expenses (this is mostly personal charitable donations)
  • Business expenses
  • Income received (since I’m self-employed)

Here’s what you do: Set up the new folders and throughout the day (or week) when you receive an email or receipt for an expense, take a second and drag it into the appropriate folder for safekeeping. This literally takes a second, so it’s easy to keep up with even if you are someone who receives a high volume of emails.

When you close your month or whenever you sit down to update your spreadsheets (we will talk about these in the next tip)  you will have all the transactions you need in one place. I find it easiest to look through my email on my phone as I’m inputting the numbers into my spreadsheet.

Note: At this time you may choose to print each receipt or income email as well…I don’t.  For a long time, I insisted on paper records as a backup in case my electronics failed me.  Now that I use Google Sheets for my tax management system I’m able to access it from all my devices plus it’s saved in Google’s cloud.  I now save the ink and paper (and money) and only print a copy of the spreadsheets at tax time. While printing everything out feels a bit antiquated in this day and age, I understand that a paper backup makes some people feel more in control of their finances, so you’re one of those people then, by all means, print your heart out.

Create a Yearly Tax Spreadsheet

This spreadsheet tip is the cornerstone of my tax system.  I’ll admit it, I’m a super nerd 🤓 and my love for spreadsheets runs deep… but if you don’t share my affinity for gridlines, no worries, because this requires the most basic of spreadsheets to be functional.

Choose your program – What’s your preference?  Microsoft’s Excel? Google’s Sheets?  Apple’s Numbers? It makes no difference.  Wherever your comfort level lies will be just fine.

Set up your spreadsheet –  and be sure to title it the current year – you’ll likely want a new spreadsheet for each year – and create the following tabs  (across the bottom): expenses, business expenses, income, and mileage.

Since I’m a small business owner (this site is my business) I’m sharing my system. If you don’t own a business, you’ll simply omit the business expenses in this system.

Depending on your organizing preferences and amount of expenses, etc. you may prefer to create a separate spreadsheet for each of the tabs mentioned above.  If you take this route, then you would want to make tabs for each month in the year.

Maintaining your spreadsheet – You will need to decide what will work best for your schedule. For me, I add a block of time into my calendar at the very beginning of each month to close out the month before.  

I use that time block to enter all of my expenses, income, and mileage for the prior month into my spreadsheet.  I add it in chronological order, but if you don’t that’s okay, you can always sort the data later.

It may work better for you to add each transaction as it occurs, especially if you do not have your own business, but for me, this allows me to sit down and batch this task for the whole month saving me time by doing it all at once instead of hopping into my spreadsheet multiple time each week.

Whatever schedule you decide on, consistency is key.  A little time each week or month is what keeps you from having to spend a lot of time at the end of each year.

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Track Your Expenses

This is applicable to those with their own business, however, if you have personal expenses you plan to deduct upon filing (like charitable expenses, energy efficiency upgrades, etc.) then this step applies to you too.  

Be sure to track your expenses.  Don’t overcomplicate this! Simply determine the easiest way for you to consistently keep track of your expenses.  Personally, I only use my spreadsheet.

I create a column for date, expense, amount, account, and purpose.  I write the expense total (if necessary, on the receipt) and store all paper receipts in one of these (and the emails in their appropriate folder).  When I close out the month I enter all receipts on the spreadsheet and I’m all done until the next month-end.

Of course, if this system doesn’t sound simple to you, I suggest you adjust as needed.  If this whole process does not feel almost effortless and easy to maintain, guess what?!  You won’t stick to it. Then you’ll be stuck in the same cycle when tax season arrives.

Track Your Mileage

Most people know they should be tracking and deducting business miles driven, yet surprisingly many people don’t bother doing so…probably because it’s a pain!  I want to give you a few ideas to make this task more automatic for you.  

Tracking your mileage can feel tedious and many people will either estimate or not claim the deduction at all…that’s money you’re literally leaving in the government’s pocket!  

Furthermore, most people who estimate their mileage actually are way underestimating.  Tracking your mileage does not have to be difficult or take a long time…

Try some of these tips:

  • Grab a mileage log and keep it in your car (this is the key).  Get into the habit of filling it out before you pull out of your garage and finish the entry before you exit the car after you’ve returned home. This will ensure you never miss a trip or log entry.
  • Try a mileage tracking app like TripLog or Mile IQ.  I haven’t tried these personally, but it’s my understanding they are very helpful and can even give you a notification prompt where the app has already calculated your mileage and you just go in and note whether it was business or personal.  
  • Manually enter your info easily in a notebook or notes app on your phone.  Be sure to include the date, beginning mileage, ending mileage, and purpose.

Periodically throughout the year, be sure to enter this information on a spreadsheet for safekeeping (and easy access at year-end). Some of the apps will even allow you to run reports you can print.

Most small business owners are aware that they can write off miles driven for their business purposes but don’t forget also:

  • If you are allowed to expense certain miles driven for your job
  • Miles driven for charity purposes can also be deducted

Be sure to check with your accountant or the IRS website for the current standard mileage rates as they can fluctuate from year to year.

» READ MORE:  Learn how to budget better with a budget binder

Track Your Income

This likely won’t apply to you if you are a straight W-2 employee, meaning each January your employer mails you a W-2 that you use to file your taxes.  But if you are self-employed in any way it’s a good idea to track your income.

As a blogger, I “earn” income in certain months that I don’t actually receive for weeks or even months later.  Also, my income is either direct deposited or sent via PayPal with only an email notification so it becomes important to take the time to track the income myself.  

A simple spreadsheet with a few columns including date, company and amount does the trick!  Then I add an extra column to mark the date I actually receive the payment.  This helps me to know what income to claim since I only claim the income I actually receive in that calendar year. It also allows me to see, at a glance, if I have any outstanding payments I need to follow up on.

This can be updated each time you receive a payment or you can simply add it to your month-end tasks.

Set Up Separate Business Accounts

[If you don’t have a business feel free to skip ahead]

One thing that helped me keep better track of my finances was to open a separate business checking account.  You can do this at your local bank and be sure to look for an account free of maintenance fees and balance requirements.

Not only does this ensure your business and personal finances aren’t getting mixed up, but your account statements will reflect business transactions only making it very easy to check over to make sure nothing was missed.

Depending on the nature of your business, it might be a good idea to also set up a separate business PayPal account. As a blogger, I make and receive a lot of payments via PayPal. Before I opened a separate account for my business it took extra time sorting through all the PayPal transactions each month to determine what was personal and what was business-related.  

The few minutes this took to set up ended up saving me a substantial amount of time in the end.

Pile of colored folders stuffed with papers and text that reads: How to get organized for tax time

Adjust Your Tax Withholding to Avoid a Tax Refund

This can be a very touchy topic to many but in the end, you have to make the decision to decide what the best course of action is for you.  I feel like it would be irresponsible of me to at least not touch on this because so many people truly do not understand this concept.

When you are hired for a job, you are asked to fill out a W-4.  On this form, you instruct your employer on how much tax to withhold from your paycheck.  At the end of the year when you file your taxes the IRS will look at the taxes you’ve already paid, subtract your deductions and determine if you’ve overpaid or underpaid your taxes.  If you’ve overpaid they will issue you a refund, if you’ve underpaid you must pay to the IRS instead.

Basically, if you’re owed a refund that means you’ve given the IRS more money over the course of the year than you needed to and essentially have given them a zero percent loan all year long…aren’t you sweet?!  I can promise you, however, they are not as sweet when the situation is reversed.

While I know the thought of possibly having to pay the government can be scary, it makes more sense to have that extra money in your pay all year long. A tax return is not a bonus.

We always kept our withholdings super high so we were guaranteed to have a substantial refund each year, and in hindsight, it probably wasn’t the worst idea considering our past money-management habits.  

Moving forward we plan on adjusting our withholdings with the goal of trying to break even at tax time.  This will allow us to get the extra money in our paycheck and actually put it to work for us. We will be able to invest it in our high-yield savings account and earn interest instead of the IRS having our money all year and not paying us interest.

I hope you found this system helpful and easy to implement.  And if you’re a spreadsheet geek like me, don’t forget to check out my Simple Budget Spreadsheet Template I just launched.

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Owner | Founder at Cents + Purpose | Website

Kristin Stones is the owner of Cents + Purpose, an online community dedicated to sharing practical personal finance content. Her mission is to equip women with the necessary tools and knowledge to take back control of their money and live a more purposeful life. She creates actionable content to help her audience achieve financial wellness using her simple approach to managing money - all learned through her personal experience of paying off almost $55,000 of debt in under two years.

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