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January 2020 Tax Season Filing Tips

Tax reform filing redux. It's got to be better in 2020, right?

Tax tip pencilHappy New Tax Year 2020! This time 12 months ago we were facing the first federal tax filing season under the first major tax reform changes in more than 30 years.

Most of us came through it OK. Yeah, I know some folks didn't adjust their withholding, at all or enough and ended up facing a tax bill instead of getting their usual expected refund.

But when all was said and done, the Tax Cuts and Jobs Act's (TCJA) lower tax rates and wide income tax brackets meant most of us ended up paying Uncle Sam at least a little less than in prior years.

OK, it might not have been as much tax savings as we wanted, especially compared to some of our richer neighbors. And it definitely wasn't as easy as, or on a postcard-sized form, as many Republican lawmakers had promised.

But it was something. 

So we're ready to do the filing thing all over again, this time with less hassle thanks to hindsight and the lessons we learned the last filings season, right? 

Maybe.

If you're still a little trepidatious, don't worry. That's what the 2020 version of Tax Season Filings Tips is for. Before you put pencil to tax form — or, more likely, keyboard to software — this collection of pieces of tax advice can help.

Still not necessarily daily: In addition to getting another crack at TCJA provisions, this 2020 filing season also will be familiar in the timing of the Filing Season Tax Tips.

Last year's readers know that in 2019, this blog feature downsized from being a week day occurrence.  Personal commitments and challenges forced me to pace myself a bit. It worked, so I'm sticking with not-strictly daily tax tips again in 2020.

But fear not dear readers! I promise you'll still get lots of valuable filing information here on the ol' blog, as featured tax tips and in plain old posts, which will continue to go up every day, even on weekends. Cases in point, see the Saturday and Sunday By the Numbers and Shout Out features.

And those items that are officially designated as Filing Season Tax Tips will be, as in prior years, highlighted at the top of the ol' blog's right column. They'll be there through the April filing deadline, just under the old-school yellow No. 2 pencil tip image.

Also like in previous filing seasons, once a tax tip is posted, it will be will be archived on a monthly tax tip page. Since you're reading this, you know the January 2019 is live. The February, March and April tip collections will go up when those months arrive. You'll find those links at the bottom of this page.

Focus on filing: Another constant in 2020 is that the tax tips through the April deadline primarily will focus of ways to fill out your Form 1040 and yes, this season we still are using that one, although revised yet again, tax return form. 

That's 1040 mention also is a great time to note that I'm adding a new occasional feature to the ol' blog in 2020, Tax Form Tuesday. More on this is coming soon, but it's what it sounds like. And some of these forms features will be Filing Season Tax Tips.

While this year's tips will focus mainly on filling out your 2019 tax return, I won't overlook the fact that each filing season also  overlaps with necessary tax planning for our 2020 taxes.

This means that some of the tax tips will, as they have for years, also offer information on what we need to do now to reduce our upcoming current year tax bills, which started running on Jan. 1.

OK, enough of the tax tip teasing and housekeeping. I present, tah-dah!, the list of January 2020 Filing Season Tax Tips.

  1. Standard mileage rates drop in 2020 — The good news is that some tax-related driving still is deductible this New Tax Year. The bad news is that in 2020, the standard optional mileage rates for business, medical and certain moving related miles are lower than in 2019. The rates and other details are in part 10 (finally!) of the ol' blog's 2020 tax inflation adjustments series. (Jan. 1, 2020)
  2. IRS announces 2020 tax filing season starting dates — Tax season 2020 has arrived, for business filers at least. The Internal Revenue Service started accepting tax year 2019 business returns on Jan. 7. The tax party really ramps up on Jan. 27, when the agency will begin accepting and processing individual tax returns. (Jan. 7, 2020)
  3. Babies' birthdays determine tax year tax breaks — A baby's birthday affects when you can claim any of the many child-related tax breaks. And when it's twins, child birth, rearing and tax benefits can get a bit more complicated, especially if delivery spans both New Year's Eve and Day. (Jan. 8, 2020)
  4. Tax return filing checklist — Filling out your 1040 actually is the easiest part of tax return filing. Before you get to that step, you need to prepare, by making sure you have all the tax statements and other documents you need. And if you itemize, that means even more pre-filing data collection. Here's a checklist (yes, a loooong checklist) of what you need to consider and collect before filing. (Jan. 9, 2020)
  5. 6 reasons to file your taxes early — Taxpayers expecting refunds typically are among the firs to file their 1040s each year. But there are other reasons to file your taxes early. (Jan. 10, 2020)
  6. Jan. 15 is 4th quarter estimated tax deadline — Estimated tax payers face the final tax year 2019 deadline next week. The 4th installment is due on Jan. 15. If you miss it or have paid too little for the prior tax year, you could face tax penalties. (Jan. 12, 2020)
  7. Form 1040 revised again — The new tax reform law meant that taxpayers last filing season saw the first substantive changes to Form 1040 in decades. But the revisions haven't stopped. With tax-filing season 2020 upon us, the IRS has again tweaked the lone individual tax return and eliminated 3 of its original schedules. (Jan. 14, 2020)
  8. Finding and checking out your tax preparer — If you're looking for a tax preparer, you need to make sure you find one that fits your filing needs. Then you need to thoroughly check out that person to make sure he or she is a reputable and qualified tax professional. (Jan. 16, 2020)
  9. Who must file a tax return — Most of us who make any money generally must file a tax return. Here are the details on the three filing requirements — age, income and filing status — that will determine whether you're one of the millions from whom the Internal Revenue Service demands a Form 1040. (Jan. 17, 2020)
  10. Who should file a tax return — If you're lucky enough not to have to file a tax return, congrats! But sometimes you should file even if you're not legally required to do so. Here are 10 such reasons to send the Internal Revenue Service a Form 1040. (Jan. 20, 2020)
  11. Decoding your W-2 — You must have your W-2 to file your tax return. But that relatively small tax statement has a whole lot of information on it beyond how much you earned and the amount of taxes you paid via withholding. This overview looks at what to look for on your W-2 and how to use the information. (Jan. 22, 2020)
  12. Do your taxes for free at Free File — Free. It's the best four-letter word out there, especially when it comes to your taxes. The Internal Revenue Service/tax software industry's no-cost tax prep and e-filing option Free File is open, ahead of the tax agency's official Jan. 27 start of the 2020 tax season. Here are your options, eligibility info and tips on making the most of it. (Jan. 23, 2020)
  13. 6 reasons to wait to file — The 2020 tax filing season officially starts next week, but here are six reasons why you might not want to be among the first filers to send in your 1040 to the Internal Revenue Service. (Jan. 24, 2020)
  14. States also offer free online tax filing — The federal Free File option is available as tax season 2020 starts on Jan. 27. But many of the 43 states that collect tax from their residents also have their own no-cost online state tax preparation and e-filing programs. (Jan. 26, 2020)
  15. Tax statements needed to file returns — The opening of every filing season there is a rush by millions of taxpayers to submit their returns. Many taxpayers, however, can't yet file 1040 forms. They're still waiting for one or more of these tax statements. (Jan. 27, 2020)
  16. Deductions that don't require itemizing — Most taxpayers don't itemize, especially with the new tax law's larger standard deductions, but they still can claim some write-offs directly on Form 1040 Schedule 1. These possibilities, formerly known (apologies to Prince) as above-the-line deductions, include the recently resurrected tuition and fees claim. (Jan. 29, 2020)
  17. Claim the EITC if you qualify — The Earned Income Tax Credit (EITC) offers savings, and possible tax refunds, to low- and moderate-income workers. But every year, millions who are eligible to claim the EITC don't. Check out this tax credit's benefits (including a possible refund!) and if you qualify, claim it. (Jan. 31, 2020)

As I mentioned earlier on this 2020 inaugural Filing Season Tax Tips page, as soon as January wraps (and all this month's tips fill up this page), you can check out February's (and March's and April's) Filing Season Tax Tips.

If you're curious, those tax tip pages already are live, but for now with a fun GIF instead of tips. Tax info will replace that animated fellow when those months arrive.

February 2020 Filing Season Tax Tips

March 2020 Filing Season Tax Tips

April 2020 Filing Season Tax Tips

May 2020 Filing Season Tax Tips

June 2020 Filing Season Tax Tips

July 2020 Filing Season Tax Tips

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Today's Tax Tip

  • Child Tax Credit online filing portal is open again — An online portal that allowed nonfilers to claim Advance Child Tax Credit amounts is back. These families now can use GetCTC to get the remainder of 2021's enhanced tax break. (May 14, 2022)

  • Tax Tip; click pencil for all tax tip links

  • The 2022 Tax Tips offer ways to file your annual return, along with post-filing advice, important tax news and, of course, ways to cut your current tax year bill. You'll find the monthly assemblages on their own respective pages: January, February, March, April, May, June, July, August, September, October, November and December. Remember, tax tasks and tips don't stop after you file your annual return!

COVID-19 & Taxes

  • COVID-19
    Coronavirus has wreaked havoc
    on the 2020 and 2021 tax seasons.
    These three Coronavirus (COVID-19) and Taxes pages have details:
    March-July 2020,
    August-December 2020,
    January-December 2021, and
    January-… 2022
    You can find medical coronavirus resource links further down this column.

All About Kay

  • OK, some about Kay
    Open sign
    Kay Bell — Native Texan (the blog title totally makes sense now, right?). Professional journalist. Tax geek.

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Tick ... Tick ... Tick

  • Tax Season 2022 continues!

    Tax Day 2022 is finally over … unless you're one of the millions who have more time to file — looking at you taxpayers abroad and those in major disaster areas — or you got an extension to file your 2021 tax year return. That's fine. In fact, the Internal Revenue Service appreciates some of us spreading out our filings, especially when we and the agency still are dealing with all the complications of COVID-19 and taxes.

    That's why the ol' blog's focus now is on all y'all still working on returns. But I haven't forgotten my organized taxpayer readers, who are already looking for ways to reduce their 2022 tax year bills. Yep, that amount is adding up, but there are moves you can make. The monthly tips and reminders a little further down this column can help everyone, regardless of which tax year you're working on.

    Those on extension should keep a keen eye on the countdown clock below. It will help you track the days tick, tick, ticking off toward that absolutely final fall filing due date of Oct. 17. Yep, it's a few days later this year.
    Note: I'm in the Central Time Zone, so adjust accordingly for where you live.


Time for Tax Tasks


  • monthly tax moves


  • May has arrived!
    That exclamation mark is sincere and deserved. You've got to love a month that starts with a celebration.

    May Pole Dance via GIPHY


    After the May Day dances are done, the commemorative days just keep coming. There are well-known ones, like Cinco de Mayo, Mother's Day, and Memorial Day, as well as some more obscure ones, like Visit Your Relatives Day, National Smile Day, and my favorite, Eat What You Want Day.

    But even with all these (and more!) celebrations, there's still time to make some money-saving May tax moves. Let's get to it!

    May 1: While May Day isn't a big holiday in the United States, globally the first day of May is a time for celebrating workers' contributions. But that can apply here, too, in connection with some employment-related tax tasks. If you got a big refund or owed more tax than you expected when you filed (or got an extension) last month, today's the perfect time to do paycheck check-up to determine how you should adjust your withholding.

    May 5: ¡Feliz Cinco de Mayo!

    Feliz Cinco de Mayo

    Fiestas are back this year, as more of us have been taken advantage of COVID-19 vaccinations and boosters. Still, be careful out there celebrating this Mexican holiday (and no, it's NOT Mexican Independence Day) that tends to spur more festivities here north of the border. Party responsibly, both when it come to the lingering pandemic and imbibing your favorite adult beverage, likely a margarita, which included the cost of state and federal alcohol taxes. Your state tax collector also will raise a glass to your fiscal contribution, since during the pandemic, sin taxes were a revenue bright spot for many states.

    May 8: Happy Mother's Day!

    Happy Mother's Day

    If you're just this year making up for pandemic paused family visits, give your mom a longer hug on her special day. Love, flowers, and the best of health and happiness to every mother, from the new ones just discovering the joys, tax and otherwise, of new parenthood to those gracefully maneuvering their Golden Years while getting some tax-advantaged help from their families.

    May 10: Eateries are still recovering from the challenges of operating during a national health crisis. Restaurants closed, then opened, then closed again. Others relied on and have stuck with take-out and deliveries. Whether you're dining in or still getting food brought to your house, remember to tip your server or delivery person.

    restaurant check tip iStock
    If a tip isn't included in your food delivery charge, click the image above to calculate how much to tip the person who brought it to you.

    As for servers who now are back on the job, remember that your tips are taxable income. If you worked at least some of March at a job where you got gratuities, you need to account for them today if they came to at least $20 last month. Use Form 4070 to report your tips today to your employer.

    May 16: Before the seasonal shift into summer, take care of spring tax cleaning. Give away clothing and household goods you no longer use. Your philanthropy could provide you a charitable tax deduction.

    May 23: Kick spring cleaning up a notch. Go beyond housekeeping and house clearing and make those home repairs you've been putting off. Many home improvements, including landscaping, could pay off in by increasing your home's basis, which means your profit for tax purposes will be smaller and stay under the amount that's tax-free when you eventually sell your home.

    May 27: If you're heading out early for the long Memorial Day weekend that traditionally kicks off summer, be sure to plan for added costs, like the price of getting to your holiday destination. Most of us will hit the highways, so even though gasoline prices have come down a bit, they still will take a bite of our travel budgets. Sorry, it's not enough to get Congress to create a federal gas tax holiday. And if you're renting your home to incoming tourists, be sure to pay the state and/or local taxes added to short-term home rentals.

    May 30: As you honor military personnel this Memorial Day who made the ultimate sacrifice, don't forget about their families. There are some tax considerations offered survivors of lost soldiers, sailors, and air crew.

    Small Business Tax Calendar: Important filing, deposit and record keeping dates throughout the year that your company needs to know. You can get more tax calendar information at the IRS' online calendar page and view the full year's important business and individual tax dates in IRS Pub. 509.

State Tax Help

  • Don't forget your state taxes!
    Forty-three states and D.C. collect personal income taxes. But even if you live in of the seven states without an income levy, you still face other state (and local) taxes.

    State Tax Departments provides links to your state's Web page. The companion page, Tax Tidbits, is the compilation of blurbs about each state's tax laws. And for more state tax news, check out all our state tax bloggings.

Tax Forms

  • Tax Forms
    Thanks to our increased use of tax preparers and computer software, many of us don't see our tax forms until we sign and file them. But knowing what's on these documents, either in paper or digital form, and why the IRS wants it is key to understanding our tax system. And knowledge definitely is power, especially when it comes to tax savings. Find this valuable information in the ol' blog's special Talking Tax Forms page.

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    I am not a professional tax preparer.
    The content on Don't Mess With Taxes is my personal opinion based on my study and understanding of tax laws, policies and regulations. It is provided for your private, noncommercial, educational and informational purposes only. It is not a recommendation of any specific tax action(s) you should or should not take. Similarly, mentions of products or services are not endorsements. In other words, my ramblings on the ol' blog are free advice and you know what they say about getting what you pay for. That's why when it comes to filing your taxes, I urge you to get additional, professional, paid-for guidance from an accountant, Enrolled Agent or other qualified tax preparer who is familiar with your individual tax circumstances.

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Tell it to the Hill

  • DMWT Politics Posts
  • While it's easy to rail at the IRS, for the most part we can thank — or blame — our tax laws on Congress and the White House. So if you have an issue with tax legislation or want a tax bill passed, you need to let your federal legislators and the White House occupant know of your concerns. You can find out who in Washington, D.C., to contact (and how), as well as get information on your local lawmakers for matters, tax or otherwise, closer to home, at USA Gov.

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