When Should You File IRS Form 1099-R?

Distributions from pensions, annuities, retirement or profit-sharing plans, IRAs, insurance contracts, etc. of $10 or more are reported using Form 1099-R. Most public and private pension plans not included in the Civil Service System can use this form as well. You can also use Form 1099-R to report certain death benefit payments from employers and disability payments from retirement plans.

Form 1099-R 2023 Tax Year Filing Deadlines:

If the Form 1099-R due date falls on any Federal holidays or weekend, the next business day will be the due date.

  • Recipient Copy Deadline: January 31, 2024
  • Paper Filing Deadline: February 28, 2024
  • E-filing Deadline: April 01, 2024

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How to E-File Your 1099-R Forms Online with ExpressIRSForms?

Form 1099-R E-filing

Electronic filing or e-filing is the online method for filing your IRS Form 1099-R. If you have more than 250, it’s mandatory for you to e-file 1099-R. Even if you only have one form to file, the IRS still recommends e-filing. E-filing with an IRS-Authorized agent like ExpressIRSForms ensures your forms are handled securely and accurately. We have the ability to transmit your forms to the IRS in minutes and can even print and mail your payee copies when you e-file.

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Steps to E-file 1099-R Forms with ExpressIRSForms

  • Create your Free ExpressIRSForms account
  • Select “Form 1099-R
  • Enter Payer/Payee Information for Form 1099-R
  • Enter Form 1099-R Details such as payments made or any federal, & state information if applicable
  • Review form summary, pay, and transmit your form to the IRS

What Information is Required to File IRS Form 1099-R?

The following information is needed to file Form 1099-R online:

  • Payer Details: Name, EIN, Address, and Contact Information
  • Payee Details: Name, SSN, Address, and Contact Information
  • Federal Details: Distributions Received and Federal Tax Withheld
  • State Details: State Name, ID Number, and State Tax Withheld

Click here to learn more about the Form 1099-R instructions.

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Are There Extensions for Form 1099-R Filing?

An extension for Form 1099-R can be received by filing Form 8809. Form 8809 offers a 30-day automatic extension and can be filed through paper or online at ExpressIRSForms. Within just a few minutes, ExpressIRSForms can have your 1099-R filing extension done.

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What Should You Do if You Need to Make Form 1099-R Corrections?

If your Form 1099-R is rejected, file a new form as soon as possible with ExpressIRSForms or by paper filing. If your error is payee information, file a corrected form with the IRS and mail a new copy to the payee. If the error is the payer name or TIN, write a letter containing your name, address, error type, tax year, TIN, TCC, return type, payee number, filing method, and federal income tax withheld to

Internal Revenue Service,
Information Returns Branch,
230 Murall Drive, Mail Stop 4360,
Kearneysville, WV 25430.

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IRS Form 1099-R Filing Penalites?

Failing to file a correct Form 1099-R by the IRS deadline without reasonable cause can lead to penalties. You can also receive a penalty if you:

  • Fail to file machine-readable paper forms
  • File on paper when you’re required to e-file
  • Fail to include all information required
  • Enter incorrect information
  • Fail to report a Taxpayer Identification Number (TIN)
  • Report an incorrect TIN

Your penalty is based on when you file the complete, corrected return.

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How is ExpressIRSForms Different from the Rest?

  • Multiple Form Upload
  • Print Center and Postal Delivery
  • State Filing
  • Free Form W-9 E-signing

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Form 1099-R Frequently Asked Questions

1.Why is my IRA rollover account reported on Form 1099-R?

When a traditional IRA is converted to a Roth IRA, the funds are being distributed to you directly. Therefore, you are responsible to pay income tax on the contributions. The taxable amount that is converted is added to your income taxes and your regular income rate is applied to your total income. This is because, unlike a traditional IRA, a Roth IRA is taxed upfront and no taxes are applied to the Roth distributions.

2. What is new on Form 1099-R for 2023 Tax Year?

Section 72(t)(2)(H) has been added by SECURE Act. This section provides for a distribution of up to $5,000 for a qualified birth or adoption that is exempt from the 10% early distribution tax and can be repaid.

3. Should I have received a Form 1099-R for a previous tax year?

Form 1099-R reports distributions and other taxable events. If your contract didn't have a reportable event in the prior taxable year, you wouldn't receive a Form 1099-R. If you feel you should have received a Form 1099-R for a prior year but didn't, you'll need to contact the entity that issued your distribution to discuss the situation further.

You're not required to report interest on a Form 1099-R for the following instances:

  • Certain portfolio interest
  • Interest on an obligation issued by an individual
  • Payments made to a foreign beneficial owner or foreign payee
  • Interest on an obligation issued by an international organization and paid by that organization
  • Interest on amounts from sources outside the U.S., paid outside the U.S., by a non-U.S. payer/middleman

4. I misplaced the Form 1099-R I received. Can I get a duplicate copy?

If you need another copy of your Form 1099-R, you'll need to contact the entity that issued your original form. If you're unable to contact them, contact the IRS directly.

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