Executive Summary
What is Section 280G in simple terms?
It is a federal tax regime that targets large severance and change-in-control payments to certain executives and highly paid individuals. If payments contingent on a corporate change exceed three times a defined base amount, the excess is treated as an excess parachute payment. The company generally loses a deduction for that excess, and the executive pays a 20% excise tax on it under Section 4999—unless an exemption applies.
If you are negotiating accelerated vesting, cash severance, or single-trigger payouts around an acquisition, 280G can turn a generous package into a deduction problem for the company and an excise tax for you. This guide explains the rules; modeling belongs with your tax advisor.
The bottom line: Read 280G before you sign a CIC agreement. For broader executive equity strategy, see Equity Compensation for Executives and Stock Options in M&A.
What Triggers 280G?
280G applies when there is a corporate change of control (merger, acquisition, hostile takeover, etc.) and payments (cash or property) to a disqualified individual that are contingent on the change.1
Not every payment counts—routine salary unrelated to the transaction usually does not. Equity acceleration and stay bonuses tied to the deal often do.
Who Is a Disqualified Individual?
Generally:2
- Officers of the corporation (facts-and-tests apply),
- Shareholders owning more than 1% of stock,
- Highly compensated individuals among the highest-paid group.
Your HR/legal team makes the factual determination using statute and regulations.
The Three-Times-Base-Amount Test
Base amount: Roughly the individual’s average annual compensation from the corporation includible over the five tax years ending before the change date (with specific exclusions).3
Parachute payment: Payments contingent on the change that exceed three times the base amount trigger excess parachute payment treatment on the portion above one times the base amount (detailed statutory math applies—your CPA computes exact numbers).
Intuition: Congress wanted to limit golden handshakes that look like windfalls relative to historical pay.
Corporate Deduction vs Executive Excise
| Code section | Effect |
|---|---|
| §280G | Denies (or limits) the corporation’s deduction for excess parachute payments |
| §4999 | Imposes a 20% excise tax on the recipient on excess parachute payments |
Both can apply—this is not an either/or.
Common Planning Angles (High Level)
| Strategy | Note |
|---|---|
| Cutback | Reduce payments below threshold—contractual |
| Gross-up | Company pays your excise tax—expensive; not always offered |
| Reallocation | Shift value to non-parachute components—legal precision required |
| QSBS / equity mix | Character of consideration matters—coordinate with counsel |
Private companies and certain S corporations may have limited 280G applicability in specific cases—do not assume you are exempt; verify.
Relationship to Equity Compensation
- Double-trigger RSUs and accelerated options may accelerate value into the change window—280G analysis often runs parallel to securities law and contract review.
- ISO/NSO characterization affects ordinary vs capital treatment later but 280G focuses on payment contingency, not option tax flavor.
Related Reading
- Equity Compensation for Executives: Advanced Tax Strategies
- Stock Options in M&A: What Happens to Your Equity?
Footnotes
Disclaimer: 280G/4999 analysis is highly factual. This article is educational and not legal or tax advice. Engage counsel and a CPA for any transaction.