Collar Assist
CFO
Collar Assist
Collar Assist
CFO
Collar Assist
Collar Assist
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19 Jun 2026
Payroll is one of the highest-stakes recurring obligations a small business carries. Get it right and your team is paid accurately, your tax deposits are made on time, and the IRS has nothing to question. Get it wrong and the consequences range from employee dissatisfaction to significant financial penalties, and the IRS is not known for leniency when it comes to payroll tax errors.
This guide covers the fundamentals of US payroll compliance for small business owners: what you are required to do, when you are required to do it, and where most businesses go wrong.
When you pay employees, you take on two distinct categories of payroll tax obligation:
Employer-side obligations: taxes that your business pays directly, over and above the employee’s wages.
Employee-side obligations: amounts withheld from employee pay and remitted on their behalf.
Both sides of these obligations must be deposited to the IRS and applicable state agencies on the correct schedule. The withholding alone is not enough. The deposits must actually be made on time.
The IRS assigns every employer a deposit schedule based on their total tax liability during a lookback period. There are two schedules:
There is also the next-day deposit rule: if you accumulate $100,000 or more in payroll tax liability on any single day, that amount must be deposited by the next banking day, regardless of your normal schedule.
Missing these deadlines triggers penalties that start at 2% for deposits one to five days late and escalate to 15% for amounts still undeposited more than ten days after the IRS issues a notice.
One of the most consequential payroll decisions a small business makes is how to classify its workers. The distinction between an employee and an independent contractor determines whether you withhold taxes, pay employer payroll taxes, provide benefits, and issue W-2s or 1099s.
The IRS applies a multi-factor test focused on behavioural control, financial control, and the nature of the relationship. A worker is generally considered an employee when your business controls how the work is done, not just what the outcome is.
Misclassifying an employee as a contractor exposes you to back payroll taxes, penalties, and interest, often going back several years. If you are unsure how to classify a worker, it is worth getting a professional opinion before making the call.
Federal law requires employers to report every new hire to their state’s New Hire Reporting Program within 20 days of the hire date. States use this information to enforce child support orders and detect unemployment fraud. The reporting requirement applies to employees, not independent contractors.
Required information typically includes the employee’s name, address, Social Security number, date of hire, and your business’s federal employer identification number.
If you are managing payroll yourself or using a basic payroll tool without professional oversight, the risk of the mistakes above is significant, not because the task is impossibly complicated, but because the details matter enormously and the consequences of errors are disproportionate to the effort it takes to get them right.
A quality payroll provider should:
US payroll compliance is not optional and it is not forgiving. The filing schedules are fixed, the deposit deadlines are strict, and the penalties for non-compliance are real. The good news is that with the right processes, or the right provider, payroll compliance is entirely manageable and does not have to consume a disproportionate amount of your time or attention.
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