Short answer: an ESOP is taxed twice — as salary at exercise, and as capital gains at sale. The first is the painful one, because it falls due in cash on shares that may have no market. Employees of eligible start-ups can defer it; everyone else cannot.
Where the provisions sit under the 2025 Act
| Rule | 1961 Act | 2025 Act |
|---|---|---|
| Perquisite charge on exercise | s.17(2)(vi) | s.16(2) |
| Deferral / TDS for eligible start-ups | s.192(1C) | s.392(3) / 289(3) |
| Start-up eligibility | s.80-IAC | s.140 |
Worth citing from the new numbering for anything from tax year 2026-27 onwards — a reference to the old 192(1C) is to a provision that no longer exists in that form.
The two taxing points
Grant and vesting are not taxing events. Nothing happens for tax when options are granted or when they vest.
At exercise — salary
When you exercise, the difference between the fair market value on the exercise date and the exercise price you paid is a perquisite, taxed as part of your salary at your slab rate. Your employer deducts tax on it.
For unlisted shares the fair market value is determined on a prescribed basis — it is not simply the last funding round's headline number, though that often informs it.
At sale — capital gains
When you sell, the gain over the fair market value already taxed at exercise is a capital gain.
That step-up matters: your cost for capital gains is the FMV used for the perquisite, not what you actually paid. Without it the same gain would be taxed twice.
| Taxed as | Amount | When | |
|---|---|---|---|
| Grant | — | — | Not a taxing event |
| Vesting | — | — | Not a taxing event |
| Exercise | Salary (perquisite) | FMV at exercise less exercise price | Slab rate, TDS by employer |
| Sale | Capital gains | Sale price less FMV at exercise | Depends on holding period |
Why the exercise tax is the real problem
The tax at exercise is payable in cash, on a gain that is entirely on paper.
For an employee of an unlisted start-up:
- There is often no market to sell shares into.
- The tax is funded out of salary, for shares that cannot be disposed of.
- If the company later fails, tax has been paid on value that never materialised — and the resulting capital loss does not recover tax paid under the salary head, because capital losses cannot be set off against salary.
That asymmetry is the single most important thing an employee should understand before exercising. The decision to exercise is a decision to pay real tax on an unrealised, possibly illiquid, possibly worthless gain.