Key Takeaways
- SERPs (Supplemental Executive Retirement Plans) provide retirement benefits above qualified plan limits, typically funded with rabbi trusts or company-owned life insurance
- ISOs offer favorable tax treatment (LTCG at sale) with $100,000 annual vesting limit, 2-year from grant/1-year from exercise holding periods, and AMT adjustment at exercise
- NQSOs create W-2 income at exercise equal to FMV minus exercise price; employer receives deduction; no holding period requirements
- Section 83(b) election allows taxation of restricted stock at grant rather than vesting; must file within 30 days; NOT available for RSUs
- ESPPs allow purchase at up to 15% discount with $25,000 annual limit; qualifying disposition requires 2-year/1-year holding periods for ordinary income treatment on discount only
Executive Compensation Plans
Executive compensation arrangements extend beyond traditional salary and bonuses to include retirement supplements, equity-based compensation, and change-in-control protections. For CFP exam purposes, understanding the tax treatment, holding requirements, and strategic considerations of each arrangement is essential.
Supplemental Executive Retirement Plans (SERPs)
A SERP is a nonqualified deferred compensation arrangement that supplements qualified plan benefits for key executives:
Purpose
- Provides retirement benefits above 401(a)(17) covered compensation limits
- Restores benefits lost due to qualified plan limits
- Rewards long-term executive retention
Common SERP Structures
| Structure | Description |
|---|---|
| Excess benefit plan | Replaces benefits limited by 401(a)(17) |
| Target benefit SERP | Provides specific retirement income goal |
| 401(k) restoration | Matches deferred amounts above qualified limits |
SERP Funding
SERPs are typically unfunded (mere promises) or informally funded through:
- Rabbi trusts (most common)
- Company-owned life insurance (COLI) policies
- Employer general assets
Tax Treatment: No employer deduction until benefits are paid; executive is taxed when benefits are received.
Stock Options: ISOs vs. NQSOs
Stock options give employees the right to purchase company stock at a fixed price (exercise price or strike price) for a specified period.
Incentive Stock Options (ISOs)
ISOs are statutory options with favorable tax treatment but strict requirements:
| ISO Requirement | Rule |
|---|---|
| Employees only | Cannot be granted to non-employees |
| $100,000 annual limit | Maximum FMV of options vesting in any year |
| Exercise price | Must equal FMV at grant date |
| Holding period | 2 years from grant, 1 year from exercise |
| Employment | Must be employee at grant and within 3 months of exercise |
ISO Taxation Timeline
| Event | Regular Tax | AMT |
|---|---|---|
| Grant | No tax | No tax |
| Exercise | No tax | Positive adjustment (FMV - exercise price) |
| Qualifying sale | LTCG on entire gain | Negative adjustment |
Qualifying Disposition: Stock must be held more than 2 years from grant date AND more than 1 year from exercise date. The entire gain (sale price minus exercise price) is taxed as long-term capital gain.
The $100,000 Annual Limit
The $100,000 ISO limit restricts the aggregate fair market value of stock (determined at grant date) for which ISOs may become exercisable for the first time in any calendar year:
- Measured by FMV at grant date, not at exercise
- Excess options automatically convert to NQSOs
- Based on when options first become exercisable (vest), not when exercised
Example: If an executive is granted 100,000 ISOs at $2 per share that vest over 4 years (25% annually), only $50,000 worth can be ISOs in any year (25,000 shares x $2 = $50,000, under the limit). If the grant price were $5, only $100,000 / $5 = 20,000 shares could qualify as ISOs per year.
Disqualifying Disposition
A disqualifying disposition occurs when ISO shares are sold before meeting the holding period requirements:
- Ordinary income (W-2) = FMV at exercise minus exercise price
- Capital gain/loss = Sale price minus FMV at exercise
- Employer receives deduction equal to employee's ordinary income
Cashless Exercise
Cashless exercise involves borrowing to exercise options, immediately selling shares, and repaying the loan:
- Always creates a disqualifying disposition (no holding period)
- Ordinary income on spread at exercise
- Employer receives deduction
- Common practice due to no out-of-pocket cost
Non-Qualified Stock Options (NQSOs)
NQSOs have no special tax treatment but offer flexibility:
| NQSO Feature | Rule |
|---|---|
| Eligible recipients | Employees, directors, consultants, advisors |
| Grant price | Any price (often FMV at grant) |
| Exercise price spread | Always taxable as W-2 income at exercise |
| No annual limit | No restriction on value |
| Holding period | None required |
NQSO Taxation
| Event | Tax Treatment |
|---|---|
| Grant | No tax (unless exercise price < FMV) |
| Exercise | W-2 ordinary income = FMV - exercise price |
| Sale | Capital gain/loss from exercise date FMV |
Employer deduction: Equal to employee's W-2 income at exercise.
ISO vs. NQSO Comparison
| Feature | ISO | NQSO |
|---|---|---|
| Tax at exercise | No regular tax (AMT applies) | W-2 ordinary income |
| Qualifying sale | LTCG on entire gain | Capital gain from exercise FMV |
| Employer deduction | None (qualifying) | Yes, at exercise |
| $100K annual limit | Yes | No |
| Holding requirements | 2 years/1 year | None |
| Available to | Employees only | Anyone |
Restricted Stock and RSUs
Restricted Stock Awards (RSAs)
Restricted stock is actual stock transferred to an employee, subject to vesting restrictions:
- Employee owns shares immediately but cannot sell until vested
- Subject to substantial risk of forfeiture until vesting
- Dividends may be paid (currently taxable)
- Voting rights typically granted
Section 83(b) Election
The Section 83(b) election allows employees to:
- Pay ordinary income tax at grant (on current FMV minus any amount paid)
- Start capital gains holding period at grant
- Convert future appreciation to capital gain rather than ordinary income
| Requirement | Detail |
|---|---|
| Filing deadline | Within 30 days of stock transfer |
| File with | IRS (by mail or electronic as of 2025) |
| Revocable? | No—election is irrevocable |
| Risk | If forfeited, no tax deduction for taxes paid |
Strategic Consideration: The 83(b) election is beneficial when:
- Current FMV is low (minimal current tax)
- Significant appreciation is expected
- Employee is confident they will vest
Critical Rule: Section 83(b) elections are NOT available for RSUs because no property is transferred until vesting.
Restricted Stock Units (RSUs)
RSUs are promises to deliver shares upon vesting—not actual stock ownership:
| RSU Feature | Rule |
|---|---|
| Property transfer | At vesting (not at grant) |
| Section 83(b) available? | No (no property at grant) |
| Taxation | Ordinary income at vesting = FMV |
| Dividends before vesting | Only if dividend equivalents provided |
| Holding period | Begins at vesting |
RSUs vs. Restricted Stock:
| Feature | Restricted Stock | RSUs |
|---|---|---|
| Stock ownership at grant | Yes | No |
| 83(b) election available | Yes | No |
| Taxable event | Vesting (or grant with 83(b)) | Vesting only |
| Dividends | Yes (taxable when received) | Only if dividend equivalents |
| Voting rights | Usually yes | No |
Stock Appreciation Rights (SARs)
SARs provide the right to receive cash (or stock) equal to the appreciation in stock value:
- No actual stock purchase required
- "Cashless" by design
- Taxed as W-2 income when exercised
- Employer receives deduction equal to payment
SARs vs. Stock Options: SARs are economically similar to cashless exercise of options but simpler—no stock purchase, no holding period considerations.
Employee Stock Purchase Plans (ESPPs)
ESPPs allow employees to purchase company stock at a discounted price:
Qualified ESPP Requirements
| Requirement | Rule |
|---|---|
| Maximum discount | 15% from FMV |
| Annual purchase limit | $25,000 (based on FMV at grant date) |
| Offering period | Maximum 27 months |
| Participation | All full-time employees (with limited exclusions) |
ESPP Lookback Feature
Many ESPPs include a lookback provision:
- Purchase price = 85% of lower of FMV at offering start or purchase date
- Can result in effective discounts greater than 15%
Example: If stock is $20 at offering start and $30 at purchase, the purchase price is 85% x $20 = $17. The effective discount is ($30 - $17) / $30 = 43%.
ESPP Taxation
| Disposition Type | Discount Treatment | Remaining Gain |
|---|---|---|
| Qualifying (2 years from grant, 1 year from purchase) | Ordinary income | LTCG |
| Disqualifying | W-2 income (discount spread) | Capital gain/loss |
Qualifying disposition: Only the discount (up to 15%) is ordinary income; remaining appreciation is LTCG.
Disqualifying disposition: The spread at purchase (FMV - purchase price) is W-2 income; gain/loss from purchase date FMV is capital.
Golden Parachutes (Section 280G)
Golden parachute payments are compensation contingent on a change in corporate control:
Section 280G Rules
| Element | Rule |
|---|---|
| Threshold | Payments exceed 3x average compensation (5-year lookback) |
| Base amount | Average W-2 Box 1 compensation for prior 5 years |
| Excess parachute payment | Amount exceeding 1x base amount |
| Employer penalty | Loss of deduction for excess parachute payment |
| Employee penalty | 20% excise tax on excess parachute payment |
Example: Executive's base amount is $500,000 (5-year average). Change-in-control payments total $1.8 million.
- Threshold: 3 x $500,000 = $1,500,000
- Since $1.8M > $1.5M, Section 280G applies
- Excess parachute payment: $1,800,000 - $500,000 = $1,300,000
- Executive owes 20% excise tax: $260,000
- Employer loses deduction for $1,300,000
280G Exemptions
- S corporations
- Partnerships and LLCs (unless owning a subsidiary corporation)
- Tax-exempt organizations
- Shareholder-approved payments (with specific voting requirements)
457 Plans for Nonprofits
457(b) Plans
Governmental 457(b) and Non-governmental 457(b) plans differ significantly:
| Feature | Governmental 457(b) | Non-Governmental 457(b) |
|---|---|---|
| Eligible employer | State/local government | Tax-exempt 501(c) |
| 2025 deferral limit | $23,500 | $23,500 |
| 2026 deferral limit | $24,500 | $24,500 |
| Age 50+ catch-up | Yes ($7,500 for 2025) | No |
| Super catch-up (ages 60-63) | Yes ($11,250) | No |
| Special 3-year catch-up | Yes (double limit) | Yes (double limit) |
| Assets protected? | Yes (trust) | No (employer's creditors) |
| Rollover to IRA/401(k)? | Yes | No (only to other 457(b)) |
| Eligible participants | All employees | Top-hat group only |
Unique advantage: 457(b) contributions do not count against 401(k)/403(b) limits, allowing executives to "double up" on retirement savings.
457(f) Plans
457(f) plans are ineligible deferred compensation plans for nonprofit executives:
- No contribution limits
- Must have substantial risk of forfeiture
- Taxable when vested (or no longer at risk)
- Subject to Section 409A rules
- No catch-up provisions
Use case: Providing deferred compensation to hospital executives, university presidents, and other nonprofit leaders without dollar limits.
On the CFP Exam
Expect questions testing:
- ISO vs. NQSO taxation at grant, exercise, and sale
- $100,000 ISO annual limit calculation
- Qualifying vs. disqualifying disposition consequences
- Section 83(b) election timing, availability, and strategy
- RSU taxation (no 83(b) available)
- ESPP $25,000 limit and 15% maximum discount
- Golden parachute 3x threshold and excise tax
- 457(b) governmental vs. non-governmental differences
An executive receives ISOs to purchase 50,000 shares at $2 per share (current FMV). The options vest 25% annually over 4 years. How many shares qualify for ISO treatment in the first year of vesting?
An employee receives restricted stock worth $10,000 at grant and makes a Section 83(b) election. The stock is worth $50,000 when it vests 3 years later and $75,000 when sold 2 years after vesting. What is the tax treatment?
A nonprofit hospital offers its CEO both a 403(b) plan and a non-governmental 457(b) plan. For 2025, what is the maximum the 58-year-old CEO can defer across both plans?