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How to Hire Employees in New York: The Complete Compliance Sequence

Step-by-step New York hiring guide for small business: employer registration, workers comp, the wage notice, the 20-day new hire report, and onboarding.

Nick Anisimov

Nick Anisimov

FirstHR Founder

Hiring
20 min

How to Hire Employees in New York

The first-hire compliance sequence, in the order the work actually happens

The first New York hire I helped a founder through went wrong in a way I did not see coming. Everything obvious was handled. Offer letter signed, desk ready, first day on the calendar. What nobody had done was bind the workers compensation policy, because the broker was waiting on a payroll estimate and the founder assumed a single employee sat under some threshold. New York has no such threshold. The employee worked eleven days uninsured, and the only reason it cost nothing was luck.

That is the pattern with New York. The rules are not hidden and they are not ambiguous. They are simply numerous, they sit at four different agencies, and several of them attach before the employee ever shows up. A guide that lists them alphabetically is useless. What you need is the order.

This is that order, written for the owner or operations lead doing it personally, without a dedicated HR person and without an employment lawyer on retainer. Nine steps, each with the agency that enforces it and the exposure if you skip it. I built FirstHR because this sequence should live in a system that reminds you, not in a founder head that is already carrying twenty other things.

TL;DR
Hiring in New York runs in nine steps: federal EIN, Form NYS-100 employer registration, workers compensation plus disability and Paid Family Leave coverage, a compliant job ad, Form I-9, Forms W-4 and IT-2104, the written wage notice, the new hire report within 20 calendar days, then notices and onboarding. Minimum wage is $17.00 downstate and $16.00 elsewhere.

The New York Hiring Sequence at a Glance

Every obligation below is enforceable, and the order matters because each step depends on the one above it. You cannot register with New York without an EIN, you cannot run payroll without the registration, and you cannot legally let anyone start work without coverage already in force.

Get your federal EINBefore anything else
DEADLINEBefore any New York registration
EXPOSURENo state account can be opened without it
AGENCYInternal Revenue Service
File Form NYS-100 to register as an employerBefore day one
DEADLINEAs soon as you become a liable employer
EXPOSUREInterest and penalties on contributions and withholding filed late
AGENCYNYS Department of Labor and NYS Department of Taxation and Finance
Put workers compensation coverage in forceBefore day one
DEADLINEActive before anyone performs a minute of work
EXPOSUREUp to $2,000 for each 10-day period without coverage, plus criminal exposure
AGENCYNYS Workers Compensation Board
Add disability benefits and Paid Family Leave coverageBefore day one
DEADLINEMandatory four weeks after the 30th day you have an employee, so bind it with the comp policy
EXPOSURESeparate penalty track under the Disability Benefits Law
AGENCYNYS Workers Compensation Board
Build the job ad around the pay range and the salary history banBefore you post the job
DEADLINEEvery posting, promotion and transfer notice
EXPOSURECivil penalties and a Division of Human Rights complaint from a rejected applicant
AGENCYNYS Department of Labor
Prepare the wage notice on the LS form that matches the pay arrangementAt the offer
DEADLINESigned before the first hour of work, in English and the primary language
EXPOSUREStatutory damages per employee per work day, capped by statute
AGENCYNYS Department of Labor
Complete Form I-9Day 1 to day 3
DEADLINESection 1 by the first day, Section 2 within three business days
EXPOSUREFederal civil money penalties assessed per form, per employee
AGENCYUSCIS and DHS
Collect Form W-4 and Form IT-2104Before the first paycheck
DEADLINEBefore any wages are paid
EXPOSUREDefault withholding, plus New York City or Yonkers tax missed entirely
AGENCYIRS and NYS Department of Taxation and Finance
File the new hire reportWithin 20 days
DEADLINE20 calendar days from the hiring date
EXPOSURE$20 per employee not reported, and the same for a false or incomplete report
AGENCYNYS Department of Taxation and Finance
Hand over the sick leave, harassment and coverage noticesDay 1
DEADLINEAt hire, with the posters up before the first shift
EXPOSURECitation on inspection and a weak record in any later dispute
AGENCYNYS DOL and Workers Compensation Board
Run a structured onboarding planDay 1 to day 90
DEADLINEOngoing through the first 90 days
EXPOSURENo fine, but early turnover erases the entire cost of the hire
AGENCYInternal

Read that table as a build order rather than a checklist. Six of the eleven items land before the new hire works a single hour, which is the part most first-time employers discover late. The rest of this guide walks each step with the agency, the form number and the number that actually applies.

Step 1: Get Your Federal Employer Identification Number

Start with the EIN because nothing in New York opens without it. The Internal Revenue Service issues the number online at no cost and the application returns it immediately, in the same session. It becomes your identifier on the state registration, on every quarterly return, on the new hire report and on the W-2 at the end of the year.

If you formed an LLC or a corporation you probably already have one. If you have been operating as a sole proprietor and filing under your own Social Security number, you need an EIN now, because employment tax reporting cannot run off a personal number. Get it before you do anything else in this sequence.

One caution that costs people a day. The IRS limits how many online applications a single responsible party can submit within a day, and the application session expires if you leave it open. Have the legal entity name, the formation state, the responsible party details and the expected first wage date in front of you before you start, and save the confirmation notice somewhere you will find it again, because the state registration in the next step asks for the number and the exact legal name that goes with it.

Step 2: Register as a New York Employer With Form NYS-100

New York uses one registration for three obligations. Form NYS-100, the New York State Employer Registration for Unemployment Insurance, Withholding, and Wage Reporting, is filed online through New York Business Express, and the information is shared with both the Unemployment Insurance Division of the Department of Labor and the Department of Taxation and Finance. The state publishes the full hiring sequence on its hiring employees page.

Liability is what triggers the filing. A general business employer becomes liable on the first day of the calendar quarter in which it pays remuneration of $300 or more, or on the day it acquires the business of an employer that was already liable. That threshold is low enough that a single part-time hire clears it inside the first month, so treat registration as a pre-hire task rather than something to handle once payroll is running.

Registration returns an employer registration number. That number goes on every NYS-45, the combined quarterly withholding, wage reporting and unemployment insurance return. It also anchors your unemployment insurance account, which is where the contribution rate lives.

What a new employer pays into unemployment insurance
A newly liable New York employer is assigned a total contribution rate of 4.1 percent for 2026, made up of a 3.4 percent new employer normal rate, a 0.625 percent subsidiary rate and the 0.075 percent Re-employment Service Fund rate that applies to every contributory account. Contributions are calculated on the unemployment insurance wage base, which Labor Law section 518 sets at $13,000 for 2026. Both the wage base and the rate structure are published annually by the Department of Labor, and the rate changes once you have enough claims history to be experience rated.

What the Registration Does Not Cover

One filing, three obligations, and a fourth that is nowhere in it. Form NYS-100 sets up unemployment insurance, state withholding and wage reporting. It does not buy you a single line of insurance. Workers compensation, disability benefits and Paid Family Leave are placed through a carrier or the state insurance fund, on a separate timeline, and the state does not tell you that the registration left them out.

The reason the gap goes unnoticed is that the registration feels like completion. You get a number, the payroll system accepts it, the first check clears. Nothing in that sequence surfaces the missing policy until an injury does. Treat the registration confirmation as the trigger to call your broker, not as the end of the setup.

One more registration decision belongs here rather than later. New York Secure Choice requires a covered employer with no qualified retirement plan of its own to run payroll deductions into state-facilitated Roth IRAs. General Business Law section 1300 applies three conditions at once: a minimum number of New York employees throughout the previous calendar year, at least two years in business, and no qualified plan in the preceding two years. A first hire sits outside that test, and the staged registration deadlines have already passed, so read the New York retirement mandate rules before you grow into it.

Step 3: Put Insurance Coverage in Force Before Anyone Works

This is the step that catches out-of-state employers, so it comes early. Virtually all employers in New York State must provide workers compensation coverage under Workers Compensation Law sections 2 and 3, and the Workers Compensation Board publishes the full coverage requirements. On that line there is no payroll floor, no waiting period and no elective opt out: the policy has to be in force before anyone performs work.

Disability benefits and Paid Family Leave sit under section 202 on a slightly later clock. You become a covered employer for those two once you have had one or more employees on each of at least 30 days in a calendar year, and coverage becomes mandatory four weeks after that 30th day. The days do not have to be consecutive. Buy all three lines at the same time anyway, because 30 working days arrive while you are busy running the business.

The exposure for a gap is calculated by period, not by incident. An employer without workers compensation coverage can be assessed up to $2,000 for each 10-day period of non-compliance, or no more than twice the cost of compensation for its payroll during the failure. Failure to secure coverage within a 12-month window is also charged criminally, as a misdemeanor for a small staff and as a class E felony above that.

CoverageStatuteWho paysWhat it covers
Workers compensationWCL sections 2 and 3Employer, entirelyMedical care and lost wages for a work-related injury or illness
Disability benefits (DBL)WCL section 202Employer, with an optional employee contribution of one-half of one percent of wages capped at 60 cents per weekOff-the-job injury or illness, short term
Paid Family LeaveWCL section 202Employee payroll deduction of 0.432 percent of gross wages in 2026, capped at $411.91 for the yearUp to 12 weeks at 67 percent of average weekly wage, capped at 67 percent of the state average weekly wage

Paid Family Leave is usually written as a rider on the disability policy, which is exactly why a business that buys workers compensation alone ends up uninsured on two lines it did not know it had. Ask your broker to confirm all three in writing. Our New York workers compensation guide covers the exemptions and the certificate of attestation in detail.

The certificate has to be posted, not filed away
Once coverage is bound, the carrier issues a notice of compliance that has to be posted where employees can see it, alongside the disability benefits notice. A policy sitting in a drawer satisfies the insurance requirement and fails the posting requirement, and inspectors look for the posting first because it is the visible half.

Step 4: Write the Job Ad and the Offer Under New York Rules

New York regulates the hiring conversation itself, not just the employment that follows it. Two rules shape the job ad and the screen. The first is the statewide pay transparency requirement in Labor Law section 194-b, which obliges covered employers to include a good faith range of compensation and a job description in advertisements for jobs, promotions and transfer opportunities. It reaches roles performed at least partly in New York, and remote roles that report to a supervisor or office in the state.

The statute exempts the very smallest employers, so a business making a genuine first hire should check the threshold on the Department of Labor pay transparency page before assuming the rule applies. Posting the range anyway is the better play. It filters out candidates you cannot afford and it removes the negotiation that the second rule makes illegal.

The second rule is the salary history ban in Labor Law section 194-a, which applies to every public and private employer in the state with no size exemption at all. You cannot seek, request or require the wage or salary history of an applicant as a condition of being interviewed, of receiving an offer, or of setting pay, and you cannot ask a former employer for it either. The candidate may volunteer it. You may not prompt. Our overview of pay transparency laws covers how the two rules interact.

What worked for me
Take the salary history field off the application form before you write the first job ad, not after someone flags it. The violation is not usually a deliberate question in an interview. It is a form field that a recruiter inherited from a template and never looked at, sitting in your own records with a timestamp on it. One deletion closes the whole exposure.
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Step 5: Verify Work Authorization Before the Third Business Day

Form I-9 is federal and the deadlines are firm. The employee completes Section 1 on or before the first day of work. You complete Section 2 by the end of the third business day after work begins, after physically or remotely examining original documents that establish identity and employment authorization. New York adds no state layer here: there is no state E-Verify mandate for private employers, so participation is voluntary.

You cannot tell the employee which documents to present. Presenting more documents than the list requires is not a reason to reject them, and demanding a specific document is itself a violation. Our guide to I-9 documentation walks the acceptable lists, and the broader piece on work authorization covers the categories you will actually see.

Store I-9 forms separately from the personnel file
I-9 forms are subject to government inspection. If they live inside the personnel file, an inspector who asks for the I-9 is handed everything else in that file at the same time: performance notes, medical accommodations, disciplinary history. Keep a separate I-9 binder or a separate folder in your HR system. This is the single most common finding in an audit and it costs nothing to fix in advance.

Remote and Hybrid Hires Still Have a New York Employer

The three-day clock does not pause because the new hire never comes to an office. If the person will perform work in New York, the state obligations in this guide attach whether they sit in your space or at a kitchen table upstate. That includes the wage notice, the coverage lines and the new hire report, and it includes the pay transparency rule for a remote role that reports to a supervisor or an office in the state.

For the I-9 itself, the document examination has to happen on schedule, either in the physical presence of the employee or under the alternative remote examination procedure, which is open only to employers enrolled in E-Verify and in good standing. Decide which route you are using before the start date rather than on day three, because enrolling in E-Verify is not something you do on the morning of the deadline.

Retention runs on the longer of two clocks. Keep the I-9 for three years from the date of hire or one year after employment ends, whichever date is later. The rest of the employee record retention schedule runs on different clocks entirely, so do not merge them.

Step 6: Collect Both Withholding Forms Before the First Paycheck

New York needs two withholding certificates, not one. Federal Form W-4 sets federal income tax withholding. New York Form IT-2104, the Employee Withholding Allowance Certificate, sets New York State withholding and is also what identifies a New York City or Yonkers resident so the correct city tax comes out of the check.

That second form is the one out-of-state employers skip, and the failure is invisible until the employee files a return and discovers the shortfall. New York City resident tax is meaningful money. If the employee lives in one of the city tax jurisdictions, that is a payroll configuration, not a note in a file. The mechanics of the withholding and filing calendar are covered in the New York payroll guide.

FormWho completes itWhen it is dueWhat breaks if it is missing
Form I-9Employee, then employerSection 1 by day one, Section 2 by the third business dayFederal civil money penalties assessed per form
Form W-4EmployeeBefore the first wage paymentWithholding defaults to the highest single rate
Form IT-2104EmployeeBefore the first wage paymentState withholding is wrong and city resident tax is missed entirely
Wage notice (LS 54 series)Employer, signed by employeeBefore the first hour of workStatutory damages per employee for each work day the notice was missing
Sexual harassment prevention policyEmployer providesAt hire, then annually with trainingNon-compliance with a rule that has no size exemption
Direct deposit authorizationEmployeeBefore the first payroll runA paper check and an annoyed new hire

Everything in that table can be collected digitally before the start date. The new hire paperwork packet is the single highest-return thing to automate at a small business, because it is the same packet every time and the deadlines are unforgiving.

Step 7: Deliver the Wage Notice Before the First Hour of Work

Labor Law section 195.1 requires every private employer to give each new hire written notice of pay before any work is performed. The Department of Labor publishes a separate form for each pay arrangement, LS 54 for an hourly hire and LS 59 for an exempt salaried one, and the requirements sit on its notice of pay rate page. This is the New York rule with no equivalent in most states, and it is the one that produces stacked claims in wage litigation.

The notice has to carry the rate or rates of pay, the overtime rate where it applies, how the employee is paid, the regular payday, the official name of the employer and any business names it uses, and the address and phone number of the main office. Any allowance taken as part of the minimum wage, such as tips, meals or lodging, has to be stated as well.

Language is part of the requirement. The notice goes to the employee in English and in their primary language when the Department of Labor publishes a translation, and the department currently offers translations in several languages including Spanish, Chinese, Haitian Creole, Korean, Polish and Russian. Have the employee sign it, and keep the signed copy. An offer letter does not substitute for it.

Definition
Manual worker
Under Labor Law section 191, a manual worker is paid weekly and not later than seven calendar days after the end of the week in which the wages were earned. A clerical or other worker is paid at least semi-monthly on paydays designated in advance. The classification follows the nature of the work rather than the job title, so a business that assumed a biweekly cycle for everyone may be running an unlawful pay frequency for part of its team.

Step 8: File the New Hire Report Within Twenty Days

New York gives you 20 calendar days from the hiring date to report every new hire and rehire who will work in the state. The report goes to the Department of Taxation and Finance through the New York New Hire Online Reporting Center. Late reporting costs $20 per employee not reported, and a false or incomplete report carries the same $20.

The data set is close to the federal standard with one addition that surprises employers arriving from other states. Along with the employee name, address, Social Security number and hire date, and your business name, address and federal employer identification number, New York asks whether dependent health insurance benefits are available to the employee and, if so, the date the employee qualifies for them. Answer it accurately, because it feeds child support enforcement rather than a statistical file.

Independent contractors are in scope too. Since the start of 2022, employers have been required to report individuals working under an independent contractor arrangement with contracts in excess of $2,500, through the same online reporting center.

File it the day the withholding forms come back
The report needs the same data you just collected on the W-4 and IT-2104. Filing while that packet is open takes a couple of minutes. Filing three weeks later means reopening a file, re-reading a Social Security number and hoping the start date in your head matches the one in the system. Attach the report to the paperwork task, not to a calendar reminder near the deadline.

Step 9: Post the Notices, Then Onboard Through Day 90

Two things happen on day one. The compliance layer closes, and the actual job starts. The compliance layer means the posters go up where employees can see them, and the policies go into the employee hands. New York requires a written sexual harassment prevention policy from every employer regardless of size, provided to each employee at hire and annually thereafter, along with annual interactive harassment prevention training.

Statewide paid sick leave applies as well, accruing at not less than one hour for every 30 hours worked, with the entitlement scaled by employer size and, for the smallest businesses, by net income. A separate bank of paid prenatal leave has applied to all private-sector employers since the start of 2025, giving employees 20 hours per year for prenatal appointments with no minimum period of employment required. The two banks do not substitute for each other.

Employer profileStatewide sick leave entitlement
100 or more employeesUp to 56 hours of paid sick leave per calendar year
5 to 99 employeesUp to 40 hours of paid sick leave per calendar year
4 or fewer employees, net income of $1 million or moreUp to 40 hours of paid sick leave per calendar year
4 or fewer employees, net income below $1 millionUp to 40 hours of unpaid sick leave per calendar year
Every employer, separately20 hours of paid prenatal leave per year

Then the real work starts. Compliance gets someone legally onto your payroll. Onboarding decides whether the hire was worth making. The first 90 days are where the recruiting spend either compounds or evaporates, and nothing in the compliance sequence protects you from a new hire who quits in week three.

TimelineWhat happensOwner
Before day oneOffer letter signed, I-9 Section 1, W-4, IT-2104, wage notice and direct deposit collected digitallyOwner or manager
Day 1Welcome, introductions, workspace and tool access, role expectations, I-9 Section 2 completedOwner or manager
Day 1 to 3Posters verified, policies acknowledged, coverage notices delivered, new hire report queuedOwner or manager
Week 1Role-specific training, a named buddy, first manager check-inManager and buddy
Day 30First formal check-in against the 30-day goals, gaps identified earlyManager
Day 60Second check-in, the employee should be contributing without close supervisionManager
Day 90Formal review, transition from onboarding into ongoing performanceManager
Onboarding is where the hiring investment is decided
Gallup research has found that only 12 percent of employees strongly agree their organization does a great job of onboarding new hires. In a New York labor market where the wage floor is already at the top of the national range, a disorganized first month is an expensive way to find out that your new hire has options.

This is the part I automated first in FirstHR. The paperwork packet goes out with e-signature before day one, the three-day I-9 deadline and the 20-day report become tasks with owners, and the AI onboarding wizard turns the job description into a 30-60-90 day plan so the manager is not writing one from a blank page at 9pm the night before. FirstHR is an onboarding and HR platform, not a payroll provider, so the withholding filings still run through your payroll system.

New York Rules That Change How You Employ People

Six state rules reshape the employment relationship itself rather than the paperwork around it. Read them before you write a handbook, because a template imported from another state will get several of them wrong. The state compliance library at New York HR compliance covers each in depth.

Coverage is not optional
Virtually all employers must carry workers compensation from the first hour worked under Workers Compensation Law sections 2 and 3, with no payroll floor. Disability benefits and Paid Family Leave follow under section 202, once you have had an employee on each of at least 30 days in a calendar year.
A written wage notice at hire
Labor Law section 195.1 requires a signed notice of pay rate, overtime rate, pay basis, regular payday and employer identity, in English and in the primary language when the state publishes a translation.
Two minimum wage regions
One rate covers New York City, Long Island and Westchester. A lower rate covers the rest of the state. From 2027 both move with the CPI-W for the Northeast region rather than by legislation.
Pay frequency depends on the job
Labor Law section 191 pays a manual worker weekly, within seven calendar days of the end of the week the wages were earned. Clerical and other workers are paid at least twice a month.
Salary history is off limits
Labor Law section 194-a bars every public and private employer from asking for or relying on prior pay. An applicant may volunteer the number, but you cannot prompt for it.
Paid leave stacks
Statewide sick leave, a separate bank of paid prenatal leave, Paid Family Leave and short-term disability all apply to the same employee. Each has its own rules and its own funding source.

The wage floor is the rule that moves on its own. Effective January 1, 2026 the minimum wage is $17.00 per hour in New York City, Long Island and Westchester County and $16.00 per hour in the rest of the state, with regional tipped rates published alongside them on the Department of Labor minimum wage page. Starting in 2027 the rate is tied to inflation under Labor Law section 652 and adjusts on a three-year average of the CPI-W for the Northeast region, with the commissioner publishing the next year figures no later than October 1. No legislation is required for the increase to take effect.

New York also sets its own salary threshold for the executive and administrative overtime exemptions, above the federal floor and split by region. Classify a salaried manager against the state threshold as well as the federal one, because the state number is the binding constraint in New York and it moves with the minimum wage schedule.

Record keeping is a rule in its own right here rather than a filing habit. New York requires payroll records to be kept for six years, and the pay statement handed to the employee each period has to carry the dates covered, the rate and basis of pay, gross and net wages, every deduction and allowance, and for an hourly employee the regular and overtime hours worked and both rates. A payroll system that prints a bare net figure is not compliant, and the missing statement is the second claim stacked on top of the missing wage notice in most New York wage cases.

New York remains an at-will employment state, but with more statutory carve-outs than most. Off-duty lawful conduct is protected under Labor Law section 201-d, which is why adverse action based on legal off-premises cannabis use outside work hours is generally prohibited and pre-employment testing for cannabis is restricted except where another law requires it. Build the drug testing policy around that before the first hire, not after the first positive result.

What worked for me
Two scheduling rules bite hardest in retail, hospitality and care work, and both are easy to miss when you are hiring one person. New York has call-in pay rules that can require payment for hours not worked, and separate scheduling requirements that shape how far ahead a shift has to be set. If your first hire is hourly and shift based, price these into the labor model before you publish the schedule.
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City and County Requirements Layered on Top of State Law

New York is one of the states where the local layer genuinely matters. New York City in particular runs a full parallel employment code administered by the Commission on Human Rights and the Department of Consumer and Worker Protection, and Westchester, Suffolk and Albany counties each adopted their own rules years before the state caught up.

JurisdictionRequirementWhat it changes for a first hire
New York CityFair Chance ActNo criminal history question until after a conditional offer, followed by a documented individualized assessment
New York CityProtected time off under the Earned Safe and Sick Time ActPaid safe and sick leave scaled by employer size, plus 32 hours of unpaid protected time off available from the beginning of employment
New York CityLocal Law 144 on automated employment decision toolsAn AI screening tool needs an independent bias audit within the prior year, a public summary, and candidate notice before you use it
New York CitySalary transparency under the city human rights lawA pay range in the posting, on the same footing as the state rule
Westchester CountySafe Time Leave LawPaid safe time leave for employees dealing with domestic violence or human trafficking, on top of the state sick leave bank
Suffolk CountyThe RISE ActA county salary history ban enacted before the statewide rule, so the prohibition applied here first
Rest of New York StateCheck the county before you assumeAlbany County adopted its own salary history ban years ahead of the state, and local rules get added faster than they get repealed

The city rule that most often surprises a small employer is Local Law 144. Any automated tool that substantially assists a hiring or promotion decision, including a resume screener sold as a convenience feature, pulls the bias audit obligation with it. If you hire in the five boroughs and you are evaluating screening software, confirm the audit exists before you turn the feature on.

The Fair Chance Act runs the same direction as the statewide fair chance trend covered in our piece on ban the box: the criminal history conversation moves to the end of the process and has to be documented. Sequencing the background check after the conditional offer is the practical fix, and it is good practice statewide even where it is not mandatory.

Employee or Independent Contractor: New York Looks Past the Contract

Calling someone a contractor does not make them one, and in New York the misclassification finding usually arrives from the unemployment insurance side rather than the tax side. A worker who files for benefits triggers a determination, the Department of Labor applies a common law control test, and a finding of employment reaches backward across every quarter the person was paid.

The question the state asks is about control over the manner and means of the work, not about the paperwork. A signed contractor agreement is evidence, and it loses to the facts every time.

FactorPoints to employeePoints to contractor
Who sets the hoursYou doThe worker does
Who supplies tools and equipmentYou doThe worker does
Can the worker profit or lose on the engagementNo, the pay is fixedYes, the worker carries the financial risk
Is the relationship open endedYes, continuousNo, it ends with the project
Can the worker serve other clientsRestricted or prohibitedFreely, and usually does
Who decides the method of the workYou direct the processThe worker chooses the method
Is the work core to your businessYes, it is what you sellNo, it is a specialized input

The reclassification bill has three parts: unpaid unemployment insurance contributions with interest, unpaid withholding, and coverage exposure. That third part is the one that hurts in New York, because a reclassified worker who was injured on the job was uninsured for workers compensation the whole time, which reopens the $2,000 per 10-day penalty on top of the claim itself. Our comparison of employee versus contractor status walks the tests in detail, and the guide to hiring a contractor covers what a defensible engagement looks like.

When the facts are close, classify as W-2. The cost of employing someone properly is always lower than the cost of a finding that you should have.

The Mistakes That Cost New York Small Businesses the Most

None of these are knowledge failures. In every case the employer knew the rule existed and ran out of time before the start date arrived.

Letting the first employee start before the workers compensation policy is in force
COSTNew York assesses up to $2,000 for each 10-day period of non-compliance, or twice the cost of compensation for the payroll covering the gap. Failure to secure coverage inside a 12-month period is also charged criminally under Workers Compensation Law section 52, as a misdemeanor for a small staff and as a class E felony above that, carrying fines of $1,000 to $5,000 and $5,000 to $50,000 respectively.
FIXBind the policy before you set a start date, not after the offer is accepted. Ask the carrier for the certificate of attestation and the posting notice in the same email, because you need the posting up on day one anyway.
Treating the disability and Paid Family Leave coverage as part of the workers compensation policy
COSTThey are separate obligations under a separate statute. An employer that carries workers compensation and nothing else is still uninsured for disability benefits, and the Workers Compensation Board runs a separate penalty track for that gap.
FIXConfirm in writing that your broker placed all three lines. Paid Family Leave normally rides on the disability policy as a rider, which is exactly why it gets forgotten when a business buys workers compensation alone.
Handing over an offer letter and calling it the wage notice
COSTAn offer letter almost never carries every element Labor Law section 195.1 requires, and it is rarely issued in the primary language of the employee. Wage notice failures produce statutory damages per employee for each work day the notice was missing, which is why they show up as a stacked claim in almost every New York wage lawsuit.
FIXUse the Department of Labor notice form that matches the pay arrangement, LS 54 for an hourly hire and LS 59 for an exempt salaried one, have the employee sign it before the first hour of work, and keep the signed copy. The offer letter can sit on top of it, but it does not replace it.
Collecting the federal W-4 and stopping there
COSTNew York withholding runs off Form IT-2104, and the same form is what tells you whether New York City or Yonkers resident tax applies. Skip it and you under-withhold two separate taxes, then hand the employee a surprise bill in April and yourself a correction to file.
FIXPut the W-4 and the IT-2104 in the same pre-start packet. If the employee lives in one of the city tax jurisdictions, that fact is a payroll setting, not a note in a file.
Missing the 20-day new hire report
COSTNew York charges $20 for each employee not reported on time, and the same $20 for each false or incomplete report filed. It is a small number that scales with every hire you make and looks bad in an audit, because the state can see exactly when the wages started.
FIXFile the report on the New York New Hire Online Reporting Center the same day the withholding forms come back. Independent contractors on contracts above the reporting threshold go through the same portal.
Asking a candidate what they earned at the last job
COSTLabor Law section 194-a prohibits the question outright for every employer in the state, and several counties layered their own version on top years earlier. The penalty is only half of it. The other half is a written record of the question sitting in your own hiring notes with a timestamp on it.
FIXDelete the salary history field from the application form, and train anyone who runs a phone screen to ask for expectations instead of history. Post the pay range and let the range do the negotiating.

The common thread is sequencing. Each of these is a task that had to happen before a specific moment, and the moment passed while the founder was doing something more urgent. That is an argument for putting the sequence into a system with owners and dates rather than for learning the rules more thoroughly. You already know the rules. What fails is the calendar.

Two more items belong on the pre-hire list. Youth aged 14 to 17 need working papers, an employment certificate issued through the school district, before the minor starts. And when employment ends, Labor Law section 191 makes the final paycheck due no later than the regular payday for the pay period in which the termination occurred, and section 195.6 requires written notice to the employee within five working days of the exact termination date and the date benefits are cancelled. Build both into the employee handbook while you are writing it, not while you are using it.

Key Takeaways
Hiring in New York runs in nine steps, and four of them close before the employee has a start date: EIN, Form NYS-100 registration, insurance coverage, and a compliant job ad.
Form NYS-100 filed through New York Business Express covers unemployment insurance with the Department of Labor and withholding with the Department of Taxation and Finance in one filing; liability attaches in the quarter you pay $300 or more in remuneration.
Workers compensation is mandatory from the first hour worked with no payroll floor, and a gap costs up to $2,000 for each 10-day period; disability benefits and Paid Family Leave follow under section 202 once you have had an employee on each of at least 30 days in a calendar year.
The section 195.1 wage notice has to be signed before the first hour of work, in English and in the primary language of the employee, on the Department of Labor form that matches the pay arrangement, and an offer letter does not replace it.
New York needs two withholding certificates, the federal W-4 and the state IT-2104 that also captures New York City or Yonkers resident tax, and the new hire report is due within 20 calendar days at a cost of $20 per employee when it is late.
Minimum wage is $17.00 per hour in New York City, Long Island and Westchester and $16.00 in the rest of the state and becomes inflation-indexed starting in 2027, while New York City layers on fair chance hiring, protected time off, salary transparency and a bias audit obligation for automated screening tools.

Frequently Asked Questions

Do I need to register with the state before hiring my first employee in New York?

Yes, and one form covers three obligations. Form NYS-100 is the New York State Employer Registration for Unemployment Insurance, Withholding, and Wage Reporting, and it can be filed online through New York Business Express. The information goes to two agencies at once: the Unemployment Insurance Division of the Department of Labor and the Department of Taxation and Finance. A general business employer becomes liable on the first day of the calendar quarter in which it pays remuneration of $300 or more, so a single part-time hire almost always triggers liability in the quarter they start. Registration returns an employer registration number that identifies you on every quarterly NYS-45 return. File it before you set a start date, because nothing downstream works without it.

What is the deadline to report a new hire in New York?

Twenty calendar days from the hiring date. The report goes to the Department of Taxation and Finance through the New York New Hire Online Reporting Center, and it covers new hires and rehires who will work in New York State. You report the employee name, address, Social Security number and hire date, your business name, address and federal employer identification number, and whether dependent health insurance benefits are available along with the date the employee qualifies for them. That health insurance question is the field employers from other states miss. Independent contractors working under a contract in excess of $2,500 have been reportable since the start of 2022 and go through the same online system. Late reporting costs $20 per employee not reported, and a false or incomplete report carries the same $20.

Is workers compensation insurance required in New York for one employee?

Yes. Virtually all employers in New York State must provide workers compensation coverage for their employees under Workers Compensation Law sections 2 and 3, and there is no payroll floor or waiting period that lets a first-time employer hold off. The policy has to be in force before anyone performs work. Disability benefits and Paid Family Leave are a separate obligation under section 202 that a workers compensation policy alone does not satisfy, and they run on a slightly later clock: you become a covered employer once you have had one or more employees on each of at least 30 days in a calendar year, with coverage mandatory four weeks after that 30th day. An employer without workers compensation coverage can be assessed up to $2,000 for each 10-day period of non-compliance, or no more than twice the cost of compensation for the payroll during the gap, and failure within a 12-month period is also charged criminally under section 52.

What is the minimum wage in New York and does it change every year?

New York runs two rates. Effective January 1, 2026 the minimum wage is $17.00 per hour in New York City, Long Island and Westchester County, and $16.00 per hour in the remainder of the state. Tipped rates differ by region and by job category, with separate cash wage and tip credit figures for service employees and for food service workers. The scheduled increases run through 2026, and starting in 2027 Labor Law section 652 ties the state minimum to inflation, adjusting on a three-year average of the CPI-W for the Northeast region, with the commissioner publishing the following year rates no later than October 1. That means the number changes without any new legislation, so a wage floor you set once will drift out of compliance on its own.

What forms does a new hire in New York have to complete?

Six documents cover the legal minimum. Form I-9 for employment eligibility, with Section 1 completed by the first day and Section 2 by the end of the third business day. Federal Form W-4 for federal withholding. New York Form IT-2104 for state withholding, which is also what tells you whether New York City or Yonkers resident tax applies. The written notice of pay rate required by Labor Law section 195.1, on the Department of Labor form that matches the pay arrangement, LS 54 for an hourly hire and LS 59 for an exempt salaried one, signed before work begins and issued in the primary language of the employee when the state publishes a translation. The sexual harassment prevention policy, which every employer must provide at hire regardless of size. And the sick leave and coverage notices. A signed handbook acknowledgment is not required by statute but is worth collecting in the same packet.

Does New York require employers to use E-Verify?

No. New York has no state E-Verify mandate for private employers, so participation is voluntary unless a federal contract or a specific federal rule requires it. That does not reduce the federal obligation. Every employer in the United States must complete Form I-9 for every new hire, examine original documents that establish identity and work authorization, and complete Section 2 by the end of the third business day after the employee starts. You cannot tell the employee which documents to present from the list of acceptable documents, and you cannot reverify a document that does not expire. Keep completed I-9 forms in their own file, separate from personnel records, because they are subject to inspection and the inspector should not be looking at anything else.

How often do I have to pay employees in New York?

It depends on the job, not on your payroll calendar. Labor Law section 191 requires that a manual worker be paid weekly and not later than seven calendar days after the end of the week in which the wages were earned. A clerical or other worker must be paid in accordance with the agreed terms of employment but not less frequently than semi-monthly, on regular paydays designated in advance. An employee cannot be required to accept a less frequent schedule as a condition of employment. When employment ends, wages are due not later than the regular payday for the pay period in which the termination occurred, and section 195.6 requires the employer to notify the terminated employee in writing within five working days of the exact termination date and the exact date benefits are cancelled.

Can I ask a New York candidate about their salary history?

No. Labor Law section 194-a prohibits every public and private employer in New York State from seeking, requesting or requiring the wage or salary history of an applicant or current employee, whether orally or in writing, as a condition of being interviewed, of receiving an offer, or of setting pay. You also cannot request that history from a current or former employer, and you cannot refuse to interview or hire someone because they declined to provide it. An applicant may volunteer the number without any prompting, and you may then consider it. Several New York counties adopted their own salary history bans before the statewide rule, so the practical answer is the same everywhere in the state: take the field off the application form.

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