January 2024: The Small Business Owner’s HR, Benefits, Payroll, and Tax Compliance Deadlines

Paige Smith

Cheers to a new year! January is an opportunity to set exciting business goals. Just be sure to pencil in your compliance deadlines for taxes, payroll, and HR. Here are the key dates you need to know. 

Federal holidays

January 1, 2024

New Year’s Day

The first day of the year is a federal holiday, so many businesses will be closed. Enjoy the day off if you’re able to!

January 15, 2024

Martin Luther King Jr. Day

Most businesses will be closed today to honor Martin Luther King Jr.’s contributions to the Civil Rights Movement, so plan accordingly for your operations. This day is also a heavy deadline day for taxes, so make sure you’re prepared ahead of time. 

Tax and payroll compliance deadlines

Payroll tax deposits (for semi-weekly depositors)

The Internal Revenue Service (IRS) requires employers who file Forms 940 and 941 to deposit payroll taxes at different frequencies throughout the year. 

If you report more than $50,000 in payroll taxes during the lookback period of July 1, 2022, to June 30, 2023, you’re considered a semi-weekly depositor and must follow the schedule below:

If payday for your employees is on… Deposit employment taxes by…
Wednesday The following Wednesday
Thursday The following Wednesday
Friday The following Wednesday
Saturday The following Friday
Sunday The following Friday
Monday The following Friday
Tuesday The following Friday

However, if you accumulate $100,000 or more of tax liability in a single day, the IRS says you must deposit the amount by the following business day, regardless of whether you normally deposit on a semi-weekly or monthly basis (more on monthly deposits below).

To learn more about federal payroll tax deposits, read Publication 15

Keep in mind that some state and local governments that collect payroll taxes will also expect their own deposits and those deadlines may be different from the federal ones. For more information, contact your state and local tax agencies directly. 

Quarterly state and local taxes

If you live in a state or local area that collects income tax, your fourth quarter taxes for the 2023 tax year are due this month. This deadline may be different from the federal due date though, so check with your state and local government tax agencies for further details. 

January 1, 2024

Start of Q1

Today is the first day of Q1 for businesses that run on a calendar year. 

January 2, 2024

Form 730 filing deadline for wagers in November 2023 

You have to file Form 730, the monthly tax return for wagers, if you meet the following criteria and accepted wagers during November 2023:

  • are in the business of accepting wagers
  • conduct a wagering pool or lottery
  • are required to be registered and received wagers for or on behalf of another person, but did not report that person’s name and address

Learn more about Form 730 here.

Form 2290 filing deadline for vehicles first used in November 2023

If you’ve registered a heavy highway motor vehicle (with a taxable gross weight of 55,000 pounds or more) that was first used in November 2023, you have to file Form 2290 by January 2.

Per the IRS, you must file the form by the last day of the month following the month in which you first used the vehicle on a public highway. Because December 31, 2023 falls on a Sunday, your deadline is January 2.

To learn more about Form 2290, review the IRS’ instructions and information.

January 10, 2024

Employee tip reporting deadline for December 2023 

Your employees are required to report to you any tips of $20 or more that they earned during the month of December 2023. You can learn more about tip withholding and reporting requirements here

January 16, 2024

Payroll tax deposits for monthly depositors

If your company follows the monthly payroll tax deposit schedule (meaning that you reported less than $50,000 in payroll taxes during the lookback period), then your tax deposit for December 2023 payrolls is due on January 16. 

Federal estimated tax payments

If you make quarterly estimated tax payments, your fourth payment of the year is due January 16. You will likely make quarterly estimated tax payments if you fall into one of the following categories:

  • C corporation
  • S corporation shareholder
  • Partnership
  • Sole proprietor 
  • Independent contractor
  • Freelancer

You can pay online, over the phone, or via mail using Form 1040-ES. For more information on estimated taxes, review Publication 505.

January 31, 2024

Form 940 due

You have to report your annual Federal Unemployment Tax Act (FUTA) tax from the previous tax year using Form 940. If your FUTA tax liability for the fourth quarter of 2023 is $500 or less, you can also pay the tax when you file the form on this day. Read the section on Federal Unemployment (FUTA) Tax in Publication 15 to learn more. 

Form 941 due

Employers file Form 941 with the IRS every quarter to report how much federal income, Social Security, and Medicare taxes they withheld from employees’ paychecks during that time period. The deadline for fourth-quarter payments for the 2023 tax year is January 31. 

Form 943 due

If you employ farm workers, you’ll need to file Form 943 with the IRS by the end of January if their wages are subject to employment taxes. Note that agricultural employee wages are only reported using this form and that they aren’t reported on Forms 941 or 944. 

Form 944 due

Smaller employers with an annual tax liability of less than $1,000 for Medicare, Social Security, or withheld federal income taxes must file Form 944 by January 31. This replaces the quarterly Form 941 filing requirements that larger businesses have. 

Keep in mind that you can’t just file Form 944 because you want to—the IRS must notify you in writing beforehand. If you want to opt out of filing Form 944 for 2023, you must request the change between January 1 and March 15 and have it approved by the IRS. You’ll need to continue with the method you currently use until the IRS approves a change. 

Form 945 due

File Form 945 with the IRS by January 31 to report any income tax withheld from non-payroll payments, like 401(k) distributions or annuity payments. 

Form W-2 due 

If you had employees in 2023, make sure to furnish Form W-2 to employees and file with the Social Security Administration (SSA) as well as with your state and local governments by January 31. 

Per the IRS’ updated regulations, you’re required to submit these forms electronically if you have 10 or more forms to submit. 

Form 1099-NEC due

You’re required to file Form 1099-NEC with the IRS (and your state and local governments, if they require it) by January 31. You also have to distribute a copy of this form to every independent contractor to whom you paid $600 or more in nonemployee compensation during the 2023 tax year. 

If you have any employees who received employer-sponsored plan distributions last year, they get a copy of Form 1099-R by this date as well. For more information on 1099 reporting forms, review the general instructions provided by the IRS.

FUTA quarterly tax payment due

The Federal Unemployment Tax Act (FUTA) says that you’re subject to FUTA tax on the wages you paid employees who aren’t household or agricultural employees if:

  • You paid wages of $1,500 or more to employees in any calendar quarter during 2022 or 2023, or
  • You had one or more employees for at least some part of a day in any 20 or more different weeks in 2022 or 20 or more different weeks in 2023. Count all full-time, part-time, and temporary employees.

If the above applies to you, you have to file Form 940 by January 31. However, you also have to deposit your FUTA tax before you file your return. If your FUTA tax liability is more than $500 for the calendar year, you must deposit at least one quarterly payment. If your FUTA tax liability is $500 or less in a quarter, you can carry it forward to the next quarter.

That means if your FUTA tax liability through December 2023 was more than $500, you need to make your fourth quarterly payment by January 31.

If you owe $500 or more, you must make electronic fund transfers using the Electronic Federal Tax Payment System (EFTPS). Refer to Publication 966 for electronic federal tax payment system information, and Publication 15 for more information on deposit rules.

Form 720 filing deadline

If your business manufactures or sells certain goods and services, you must report and pay excise taxes to the IRS on a quarterly basis using Form 720. You can see the full list of the goods and services that incur excise taxes on the document itself. 

If your business deals with any of them, the fourth payment for the 2023 tax year is due January 31. 

If you want to e-file, you can pay your excise taxes through the EFTPS. If you want to mail the tax form to the IRS, send the form, along with your check or money order payment and the Form 720-V payment voucher (found on the last page of Form 720) to the following address:

Department of the Treasury
Internal Revenue Service
Ogden, UT 84201-0009

Form 730 filing deadline for wagers in December 2023 

You have to file Form 730, the monthly tax return for wagers, if you meet the following criteria and accepted wagers during December 2023:

  • are in the business of accepting wagers
  • conduct a wagering pool or lottery
  • are required to be registered and received wagers for or on behalf of another person, but did not report that person’s name and address

Learn more about Form 730 here.

Form 2290 filing deadline for vehicles first used in December 2023

If you’ve registered a heavy highway motor vehicle (with a taxable gross weight of 55,000 pounds or more) that was first used in December 2023, you have to file Form 2290 by January 31.

Per the IRS, you must file the form by the last day of the month following the month in which you first used the vehicle on a public highway.

To learn more about Form 2290, review the IRS’ instructions and information.

HR compliance deadlines

January 2, 2024

Review employee handbooks and distribute 2024 calendar

The start of the new year is a perfect time to review your employee handbook and make any necessary changes. Make sure you address key areas like guidelines for remote working, privacy policies, compensation, performance reviews, time and attendance policies, benefits, and procedures for termination, discipline, workplace safety, and emergencies. 

It’s also a good idea to give every employee an updated copy of the employee handbook as well as a 2024 calendar listing important business dates and federal holidays. 

We recommend providing workers with at least one pay period to review the handbook—and have them sign an acknowledgment that they received the updated handbook. 

Review state and local minimum wage changes 

Research your city and state’s current minimum wage, pay equity, and pay transparency and reporting laws to make sure you’re aware of any recent changes. If there are updates you need to account for, take the time to make changes and notify employees. 

Send health benefits notices

You need to distribute your Summary of Benefits and Coverage (SBC) to all qualifying employees at the start of every new plan year, plus additional notices if you offer health benefit plans that are part of the Children’s Health Insurance Program (CHIP), Qualified Small Employer Health Reimbursement Arrangement (QSEHRA), Consolidated Omnibus Budget Reconciliation Act (COBRA), Women’s Health and Cancer Rights Act (WHCRA), HIPAA special enrollment, or Newborns’ & Mothers’ Health Protection (NMHPA). 

Update your labor law posters and signage

Confirm that your federal, state, and local labor law compliance posters are up to date and properly displayed in your workplace by the start of the year. You can order federal labor law posters from the Department of Labor

January 15, 2024

ACA open enrollment end date

For states using the Affordable Care Act (ACA) marketplace, the federal open enrollment period for individual coverage in 2024 ends on January 15. Note that some states use their own marketplace; the open enrollment deadline in those states may differ from the federal one.

January 16, 2024

Deadline for final minimum funding quarterly payment for defined benefit plans

If your defined benefit plan is subject to the minimum funding requirements, you must make quarterly installment payments of the required contributions. You need to make your final minimum quarterly installment payment by January 16.

Learn more by reading IRS Publication 560

January 31, 2024

Forms 1095-B and 1095-C due

You need to distribute Form 1095-B and Form 1095-C to your employees by January 31. Form 1095-B reports the type of minimum essential health insurance coverage your employees have and explains which dependents are covered under the policy. 

You need to file and furnish Form 1095-C to employees if you’re an applicable large employer (ALE). This form explains the type of insurance available and which employees are eligible for coverage. 

Form 1099-R due

You need to send Form 1099-R to any plan participants who received distributions from a qualified retirement plan during 2023. 

Paige Smith Paige is a content marketing writer specializing in business, finance, and tech. She regularly writes for a number of B2B industry leaders, including fintech companies and small business lenders. See more of her work here:
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