The regulation's own list is much longer than "bonuses," and its last entries connect this rule to equity compensation. Supplemental wages include, in the regulation's words, "reported tips ..., overtime pay ..., bonuses, back pay, commissions, wages paid under reimbursement or other expense allowance arrangements, nonqualified deferred compensation includible in wages, wages paid as noncash fringe benefits, sick pay paid by a third party as an agent of the employer, amounts that are includible in gross income under section 409A, income recognized on the exercise of a nonstatutory stock option, wages from imputed income for health coverage for a non-dependent, and wage income recognized on the lapse of a restriction on restricted property transferred from an employer to an employee." Those last two are why the vest of a restricted stock unit and the exercise of a nonqualified option are withheld at a flat rate rather than through the employee's Form W-4 settings.
Two items on the list are elective, which is worth knowing because it explains inconsistent treatment between employers. Paragraph (a)(1)(iv) permits an employer to treat overtime pay as regular wages, and paragraph (a)(1)(v) permits the same for reported tips. Neither is required, so two employers can classify identical overtime differently and both be correct.
A related exclusion catches people out. Paragraph (a)(1)(iii) provides that an amount which is not wages subject to income tax withholding at all is neither regular nor supplemental, and gives as its example income from the disqualifying disposition of shares acquired under a statutory stock option. That income is real and taxable; it simply has no withholding attached, which is a different situation from being withheld at a flat rate.
The regulation supplies three procedures, and the order of analysis matters.
Mandatory flat rate. Under paragraph (a)(2), once an employee's cumulative supplemental wages for the calendar year from one employer exceed $1,000,000, the excess is withheld at "the highest rate of tax applicable under section 1," which IRS Publication 15 states is 37 percent, and does so "without regard to whether income tax has been withheld from the employee's regular wages, and without regard to any entries on Form W-4." The $1,000,000 figure is fixed by the regulation and carries no inflation adjustment. Paragraph (a)(4)(iv) makes the mandatory rate apply only to the portion above $1,000,000, though an employer may choose to apply it to the whole payment.
Aggregate procedure. Paragraph (a)(6) is the fallback and the default where the optional flat rate is unavailable. The supplemental payment is combined with regular wages for the payroll period and withheld as though the total were a single ordinary paycheck, using the employer's normal method and taking the employee's Form W-4 into account. This usually withholds more, because a one-off payment is being treated as though it recurred every period.
Optional flat rate. Paragraph (a)(7) allows a flat percentage, which Publication 15 gives as 22 percent and describes as the only percentage permitted, but only where three conditions are met: the mandatory rate does not apply; the supplemental wages are "either not paid concurrently with regular wages or are separately stated on the payroll records of the employer"; and "income tax has been withheld from regular wages of the employee during the calendar year of the payment or the preceding calendar year."
That third condition is the least-known rule in this area and it bites the lowest earners. An employee from whom no federal income tax has been withheld all year, because their pay is low enough or because they claimed exempt status, cannot have the flat rate applied to their bonus. The employer must use the aggregate procedure instead. The regulation works the case itself, with two employees on identical salaries receiving identical $2,000 bonuses in December: the one whose regular wages have had income tax withheld may be given the flat rate; the one whose have not may not be.
"One employer" is wider than one company. Paragraph (a)(3)(i) treats all persons who are a single employer under section 52(a) or (b), the controlled group and common control rules, as one employer for the $1,000,000 test. Paragraph (a)(3)(ii) adds payments made by a third party acting as the employer's agent. A narrow relief at paragraph (a)(4)(iii) lets an agent paying an individual less than $100,000 in total wages for the year be disregarded, unless an employer is using five or more agents and a principal effect is to avoid the mandatory rate.
The 22 percent is not written into the regulation, which is why it has moved without the regulation being amended. Paragraph (a)(7)(iii) sets out the history: 20 percent from 1966, 28 percent from 1994, 27.5 percent and then 27 percent in the early 2000s, 25 percent from 2003, and then, for supplemental wages paid after December 31, 2004, "28 percent (or the corresponding rate in effect under section 1(i)(2) for taxable years beginning in the calendar year in which the payment is made)." The rate tracks a statutory bracket rather than standing on its own, and the bracket changed. Publication 15 for 2026 states that the rate "remains 22% (37% if supplemental wages paid to an employee during the calendar year exceed $1 million) because P.L. 119-21 permanently extended the individual tax rates enacted in P.L. 115-97."