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2019 Tax Season Calendar: The Dates You Need To Know

Before you get started with filing your taxes this year, take a look at our tax season calendar to make sure you’re aware of important tax deadlines.

Articles by Eric Bronnenkant

By Eric Bronnenkant
Head of Tax, Betterment
Published: December 3, 2018 | Updated: November 12, 2019

Tax filing season will soon be here, and as investors, it’s important to be aware of the many annual deadlines and tax documentation release dates that could affect how and when you file your taxes.

While tax season is often thought of as stressful, annoying, and time-consuming, the reality is that this is a part of the year when the choices and plans you make can greatly affect your future financial outcomes. In general, it’s safest to file your taxes as soon as your forms are available, and to review your financial plan after you’ve filed to make sure you’re planning as tax-efficiently as possible.

Before you start preparing to file your 2019 taxes, take a look at our 2019 tax season calendar to make sure you’re aware of some important tax deadlines. If you don’t find what you’re looking for here, you can also check out IRS.gov—the final source for all taxes-related dates, rules, and regulations.

2019 Tax Season Calendar

Deadline Why It’s Important
Dec. 30, 2019

10 PM ET

The end of 2019 marks an important deadline for making big, strategic moves that can help shape your taxable income for the year. Charitable gifts and Roth IRA conversions are two big examples. Read up on what tax planning changes may be worth your while before December 30. If you’re taking withdrawals from your retirement accounts, December 30 at 10PMET is also your deadline for requesting a withdrawal from Betterment.

Please note that Qualified Charitable Distributions (QCDs) from IRAs require additional time to process and as such should be requested at least a week in advance of the December 30 deadline.

Jan. 31, 2020 January 31 is the deadline for Betterment to provide the Form 1099-R  which is commonly received for distributions, conversions, and rollovers (except direct IRA to IRA transfers) from retirement accounts. We’ll also provide the Form 1099-INT, which reports interest earned in your high-yield cash account, Betterment Everyday™ Cash Reserve.
Feb. 18, 2020 February 18 is the deadline for Betterment to send out the Form 1099-B/DIV, which is commonly received for investment sales and dividends received. You will not receive forms 1099-B or 1099-DIV for investments held in retirement accounts.
February 18 is the first day that you can import your tax information into commercial tax software (e.g. TurboTax).
Apr. 14, 2020

10 PM ET

April 14 at 10PM ET is the last day you can make a Betterment Traditional IRA or Roth IRA contribution  and have it count for 2019. In addition, this is the first deadline for recharacterization of IRA contributions.
Apr. 15, 2020 April 15 is the last day to file your taxes with the IRS (unless you request an extension). Handle any of your last minute moves the week before, just to be sure.
June 1, 2020 June 1 is the deadline for Betterment to send out the Form 5498  which is commonly received for IRA contributions, conversions, and rollovers from retirement accounts. While this form is important to support IRA basis and rollovers if ever audited, it is not needed to file a tax return by April 15.
Oct. 14, 2020

10 PM ET

If you filed an extension and wish to contribute to your SEP IRA by the October 15 tax filing deadline, you must initiate your deposit through Betterment by 10 PM ET on October 14, to ensure that your contribution completes by the deadline.
Oct. 15, 2020 October 15 is the deadline for individuals to file their taxes if they filed for an extension. It should be noted that filing for an extension is not an extension to pay as interest/underpayment penalties may still apply. In addition, this is the second deadline for recharacterization of IRA contributions for individuals on extension or amending their timely filed tax return.

Visit our 2019 Tax Filing Guide for more information about preparing for tax time at Betterment, and visit IRS.gov for more tax information. This tax calendar is by no means exhaustive, but we hope having important dates in one place will be helpful.

Of course, even if you’re aware of these dates and get your tax forms in order, it might still be useful to consult a tax advisor to get personalized help. While Betterment is a financial advisor, we are not a tax advisor, so this tax calendar and article should not be considered tax advice—it’s just informational.


Betterment Everyday Cash Reserve

Betterment Everyday Cash Reserve (“Cash Reserve”) is offered by Betterment LLC. Clients of Betterment LLC may participate in Cash Reserve through their brokerage account held at Betterment Securities. Neither Betterment LLC nor any of its affiliates is a bank. Through Cash Reserve, clients’ funds are deposited into one or more banks (“Program Banks“) where the funds earn a variable interest rate and are eligible for FDIC insurance.  Cash Reserve provides Betterment clients with the opportunity to earn interest on cash intended to purchase securities with through Betterment LLC and Betterment Securities.  Cash Reserve should not be viewed as a long-term investment option. 

Funds held in your brokerage account are not FDIC-insured but are protected by SIPC. Funds in transit to or from Program Banks are generally not FDIC-insured but are protected by SIPC, except when those funds are held in a sweep account following a deposit or prior to a withdrawal, at which time funds are eligible for FDIC insurance but are not protected by SIPC. See Betterment Client Agreements for further details.  Funds deposited into Cash Reserve are eligible for up to $1,000,000.00 of FDIC insurance once the funds reach one or more Program Banks (up to $250,000 each at  up to four Program Banks). Even if there are more than four Program Banks, Clients will not necessarily have deposits allocated in a manner that will provide FDIC insurance above $1,000,000. The FDIC calculates the insurance limits based on all accounts held in the same insurable capacity at a bank, not just cash in Cash Reserve. If clients elect to exclude one or more Program Banks from receiving deposits the amount of FDIC insurance available through Cash Reserve may be lower. Clients are responsible for monitoring their total assets at each Program Bank, including existing deposits held at Program Banks outside of Cash Reserve, to ensure FDIC insurance limits are not exceeded, which could result in some funds being uninsured.  For more information on FDIC insurance please visit www.FDIC.gov. Deposits held in Program Banks are not protected by SIPC. For more information see the full terms and conditions and Betterment LLC’s Form ADV Part II.

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