Independent Contractors

Independent Contractor Reporting Requirement

September 19, 2025

By Adam P. Mastroleo

Employer Alert: New Hire Reporting Includes Certain Independent Contractors 

As of Jan. 1, 2022, New York employers are required to report individuals engaged under independent contractor arrangements when the contract exceeds $2,500. This requirement aligns contractor reporting with New York’s existing new hire reporting program and is enforced by the New York State Department of Taxation and Finance. 

Who is Covered 

Employers subject to this requirement include any entity that meets the federal definition of “employer” for income tax withholding purposes. This includes employers of domestic help, labor organizations (including hiring halls) and state and local governmental entities. 

What Must be Reported and How 

Employers must report independent contractors online through the New York New Hire Online Reporting Center. Importantly, Form IT-2104, which may be used for employees, should not be used for contractors. The State’s portal will prompt all required identifying information, including name, address, Social Security number (SSN), hire date, employer information and dependent health insurance availability. 

Deadlines and Electronic Filing Cadence 

Employers must report newly hired or rehired employees within 20 calendar days of the hiring date. Although the guidance specifically references employees, employers should treat contractor reports as subject to the same 20-day window and submit them promptly upon contract execution or commencement of services. For those filing electronically, two monthly reports may be submitted if needed, spaced 12 to 16 days apart and contractor reports should be included within this reporting cadence. 

Penalties 

Failure to timely report results in a penalty of $20 per individual not reported and failure to file complete information incurs a penalty of $20 per false or incomplete report. These penalties apply per report and can accumulate quickly, making it critical for employers to ensure complete and timely submissions.

Practical Implications for Employers/Action Steps

To ensure compliance with this requirement, employers may want to consider:
Establishing controls to identify when a contractor’s agreement crosses the $2,500 threshold, whether through a single agreement or amendments that increase the value above $2,500.
Updating onboarding and procurement or accounts payable workflows to capture all required identifiers for reportable contractors at the time of engagement, including SSN and current address and to verify completeness and legibility.

Training HR, procurement and/or payroll teams on the online reporting process and timelines

If you have any questions or would like additional information, please contact Adam Mastroleo or the Bond attorney with whom you are regularly in contact.

U.S. Department of Labor Announces Final “Independent Contractor” Rule

January 11, 2024

By Adam P. Mastroleo and Samuel M. Brewster

As we previously reported here, on Oct. 11, 2022, the U.S. Department of Labor (DOL) issued a Notice of Proposed Rulemaking that would revise the analysis for determining independent contractor status under the Fair Labor Standards Act (FLSA or Act).  On Jan. 9, 2024, the DOL announced its final rule.

Read More >> U.S. Department of Labor Announces Final “Independent Contractor” Rule

New York Further Restricts Employers’ Use of Non-Disclosure Provisions in Certain Settlement Agreements

December 11, 2023

By Adam P. Mastroleo and Hannah K. Redmond

Effective Nov. 17, 2023, New York General Obligations Law 5-336 was amended to further restrict employers’ use of non-disclosure or confidentiality provisions in settlement agreements when the factual foundation involves discrimination, harassment or retaliation. Since its enactment, the law has broadly prohibited non-disclosure provisions in agreements to settle discrimination claims “unless the condition of confidentiality is the complainant’s preference.”[1]

Read More >> New York Further Restricts Employers’ Use of Non-Disclosure Provisions in Certain Settlement Agreements

The National Labor Relations Board: The Show Must Go On, But With a New Independent Contractor Test

June 20, 2023

By Paul J. Buehler III

On June 13, 2023, the National Labor Relations Board (the Board), in its decision in the Atlanta Opera, Inc,[1] brought back for an encore, its 2014 FedEx II[2] standard for determining independent contractor status under the National Labor Relations Act (the Act). In doing so, the Board overruled and closed the curtains on its 2019 SuperShuttle[3] decision, bringing back a pro-employee standard for determining whether workers are employees covered under the Act or independent contractors not subject to the Act’s protections.

Read More >> The National Labor Relations Board: The Show Must Go On, But With a New Independent Contractor Test

Earned Safe and Sick Time Act Proposal

December 9, 2022

By Jane M. Sovern and Paige Carey

New York City’s Earned Safe and Sick Time Act (ESSTA or Act) provides covered employees with the right to use safe and sick leave as it accrues for a delineated list of circumstances. On Aug. 11, 2022, the New York City Council introduced a proposal to amend the ESSTA’s definition of “employee.” Under this proposal, certain independent contractors would qualify as employees and receive benefit coverage under the Act. The proposal would require hiring entities to engage in detailed analyses of individuals providing services to determine wither they are independent contractors or employees.

Read More >> Earned Safe and Sick Time Act Proposal

DOL Proposes New Rule For Independent Contractor Classification

October 20, 2022

By Adam P. Mastroleo and Rebecca J. LaPoint

On Oct. 11, 2022, the U.S. DOL of Labor (DOL) released a Notice of Proposed Rulemaking that would revise the analysis for determining independent contractor status under the Fair Labor Standards Act (FLSA). The proposed standard would rescind the current rule that has been in effect since March 8, 2021.

Read More >> DOL Proposes New Rule For Independent Contractor Classification

Appellate Division’s Interpretation of New York City’s Freelance Law

September 6, 2022

By Samuel G. Dobre

The First Department of the Supreme Court, Appellate Division, in a matter of first impression, interpreted New York City’s Freelance Isn’t Free Act (FIFA) in the context of a motion to dismiss (Chen v. Romona Keveza Collection LLC). The Plaintiffs (a photographer and a model), sought to recover payments for services rendered to the Defendant (a high-end luxury fashion brand), claiming the defendant violated FIFA by improperly withholding payments. The Appellate Division ruled that an individual’s representation by an agency or agent does not necessarily disqualify the worker from FIFA’s freelance worker protections.

Read More >> Appellate Division’s Interpretation of New York City’s Freelance Law

OFCCP’s Pay Equity Directive Takes Aim at Federal Contractors 

April 22, 2022

By Monica C. Barrett and Christa Richer Cook

On March 15, 2022, the U.S. Department of Labor, Office of Federal Contract Compliance Programs (OFCCP) issued a new directive addressing pay equity audits. The new Directive 2022-01 sets forth what OFCCP views as its apparent authority to obtain access to and review federal contractors’ pay equity audits that are conducted in connection with contractors’ compliance mandates. 

 

Read More >> OFCCP’s Pay Equity Directive Takes Aim at Federal Contractors 

New York Significantly Expands Employee Whistleblower Protections

November 8, 2021

By Peter H. Wiltenburg

On Oct. 28, 2021, Gov. Hochul signed legislation that significantly expands the scope of New York Labor Law Section 740 (NYLL 740), the state’s “whistleblower” protection law covering all private sector employees. Most notably, beginning in January 2022, employees and independent contractors will be protected for reporting employer activity that they reasonably believe violates any law, regardless of whether the law relates to public safety or whether the activity was an actual violation. 

Read More >> New York Significantly Expands Employee Whistleblower Protections

The U.S. Department of Labor Withdraws Its Independent Contractor Regulations

May 6, 2021

By Subhash Viswanathan

On May 6, the U.S. Department of Labor (USDOL) withdrew its final regulations that would have revised the standard for determining whether a worker is an employee covered under the Fair Labor Standards Act (FLSA) or an independent contractor who is not subject to the FLSA’s minimum wage and overtime requirements. According to the USDOL, the independent contractor rule that was withdrawn “is inconsistent with the FLSA’s text and purpose, and would have a confusing and disruptive effect on workers and businesses alike due to its departure from longstanding judicial precedent.”

Read More >> The U.S. Department of Labor Withdraws Its Independent Contractor Regulations

U.S. Department of Labor Adopts Final Independent Contractor Status Regulations

January 13, 2021

By Paul J. Buehler III

On Jan. 7, 2021, the U.S. Department of Labor (DOL) published its final rule to revise and update its regulations regarding classification of employees vs. independent contractors. This determination of independent contractor status is critical to wage liability, as employees are generally guaranteed minimum wage and overtime under the Fair Labor Standards Act—absent some exemption—while independent contractors are not.

Read More >> U.S. Department of Labor Adopts Final Independent Contractor Status Regulations