Leaving a Job with Vested ESOPs: Your Options Before IPO

· 7 min read · Written by the BuyUnlistedShares desk. Information only, not investment advice.

When you leave a company with vested Employee Stock Options (ESOPs), you face a critical, time-sensitive decision. You must choose whether to purchase ​​​⁠​​​⁠​​​​⁠​​⁠⁠​⁠⁠​​⁠​⁠​⁠⁠⁠⁠⁠​​⁠⁠⁠⁠​⁠⁠​⁠⁠⁠​​⁠⁠⁠​​⁠​⁠⁠​​​​⁠⁠⁠⁠​​​​​⁠​​​⁠​⁠⁠⁠⁠​​​⁠⁠​​⁠​⁠the shares, let your options expire, or explore other liquidity avenues.

What Happens to Vested ESOPs When You Resign?

When you leave a company with vested Employee Stock Options (ESOPs), you face a critical, time-sensitive decision. You typically have a limited window, known as ​​​⁠​​​⁠​​​​⁠​​⁠⁠​⁠⁠​​⁠​⁠​⁠⁠⁠⁠⁠​​⁠⁠⁠⁠​⁠⁠​⁠⁠⁠​​⁠⁠⁠​​⁠​⁠⁠​​​​⁠⁠⁠⁠​​​​​⁠​​​⁠​⁠⁠⁠⁠​​​⁠⁠​​⁠​⁠the exercise period, to decide whether to purchase the company shares you are entitled to at a pre-determined price. Understanding your choices during this phase is crucial for managing your personal finances.

This decision involves weighing the costs of exercising, the potential future value of the shares, and the inherent risks of holding an unlisted security. Your choice will depend on your ​​​⁠​​​⁠​​​​⁠​​⁠⁠​⁠⁠​​⁠​⁠​⁠⁠⁠⁠⁠​​⁠⁠⁠⁠​⁠⁠​⁠⁠⁠​​⁠⁠⁠​​⁠​⁠⁠​​​​⁠⁠⁠⁠​​​​​⁠​​​⁠​⁠⁠⁠⁠​​​⁠⁠​​⁠​⁠financial situation, your belief in the company's future, and the terms laid out in your ESOP agreement.

How Do You Decide Whether to Exercise Your Options?

The decision to exercise your vested ESOPs after leaving a job is a significant financial ​​​⁠​​​⁠​​​​⁠​​⁠⁠​⁠⁠​​⁠​⁠​⁠⁠⁠⁠⁠​​⁠⁠⁠⁠​⁠⁠​⁠⁠⁠​​⁠⁠⁠​​⁠​⁠⁠​​​​⁠⁠⁠⁠​​​​​⁠​​​⁠​⁠⁠⁠⁠​​​⁠⁠​​⁠​⁠commitment with immediate costs and long-term risks. Here are the key factors to consider before making a choice.

An Illustrative Example of Exercise Costs

Let's assume the following details for an employee ​​​⁠​​​⁠​​​​⁠​​⁠⁠​⁠⁠​​⁠​⁠​⁠⁠⁠⁠⁠​​⁠⁠⁠⁠​⁠⁠​⁠⁠⁠​​⁠⁠⁠​​⁠​⁠⁠​​​​⁠⁠⁠⁠​​​​​⁠​​​⁠​⁠⁠⁠⁠​​​⁠⁠​​⁠​⁠who has just resigned. (Note: These numbers are for illustrative purposes only and do not represent any real company or recommendation.)

1. Calculate the Exercise Cost:

1,000 shares x ₹50/share = ₹50,000. This is the amount you pay to the company.

2. Calculate the Taxable Perquisite Value:

(FMV - Exercise Price) x Number of Shares

(₹450 - ₹50) x 1,000 = ₹4,00,000. This is your notional gain.

3. Calculate the Perquisite Tax Payable:

Assuming a 31.2% tax rate (30% + 4% cess), the tax would be:

₹4,00,000 x 31.2% = ₹1,24,800. This is the tax you owe to the government.

Total Immediate Cash Outflow:

₹50,000 (to company) + ₹1,24,800 (to tax authorities) = ₹1,74,800.

In this scenario, to acquire shares worth ₹4,50,000 (1,000 shares x ₹450 FMV), the employee needs to ​​​⁠​​​⁠​​​​⁠​​⁠⁠​⁠⁠​​⁠​⁠​⁠⁠⁠⁠⁠​​⁠⁠⁠⁠​⁠⁠​⁠⁠⁠​​⁠⁠⁠​​⁠​⁠⁠​​​​⁠⁠⁠⁠​​​​​⁠​​​⁠​⁠⁠⁠⁠​​​⁠⁠​​⁠​⁠spend ₹1,74,800 out of pocket, with no guarantee of when they can sell the shares.

What Are Your Main Options After Leaving?

Once you understand the costs and risks, you can evaluate your three primary options regarding your vested ESOPs.

Option 1: Exercise and Hold

This is the most common path for employees who believe in the company's long-term potential. You pay the exercise price and the applicable perquisite tax within the exercise period. The company ​​​⁠​​​⁠​​​​⁠​​⁠⁠​⁠⁠​​⁠​⁠​⁠⁠⁠⁠⁠​​⁠⁠⁠⁠​⁠⁠​⁠⁠⁠​​⁠⁠⁠​​⁠​⁠⁠​​​​⁠⁠⁠⁠​​​​​⁠​​​⁠​⁠⁠⁠⁠​​​⁠⁠​​⁠​⁠then allots the shares to you, which are credited to your demat account. You become a shareholder and hold these unlisted shares, waiting for a future liquidity event like an IPO, a company-announced buyback, or a merger/acquisition.

Option 2: Let the Options Lapse

If you decide not to exercise your options within the specified period, they simply expire and are cancelled. You lose the right to purchase those shares. While this means ​​​⁠​​​⁠​​​​⁠​​⁠⁠​⁠⁠​​⁠​⁠​⁠⁠⁠⁠⁠​​⁠⁠⁠⁠​⁠⁠​⁠⁠⁠​​⁠⁠⁠​​⁠​⁠⁠​​​​⁠⁠⁠⁠​​​​​⁠​​​⁠​⁠⁠⁠⁠​​​⁠⁠​​⁠​⁠forgoing any potential future gains, it is a valid choice if:

There is no cost or penalty for letting options lapse.

Option 3: Explore Secondary Liquidity

In some cases, you might be able to generate liquidity without waiting for an IPO. These options are not always available and depend ​​​⁠​​​⁠​​​​⁠​​⁠⁠​⁠⁠​​⁠​⁠​⁠⁠⁠⁠⁠​​⁠⁠⁠⁠​⁠⁠​⁠⁠⁠​​⁠⁠⁠​​⁠​⁠⁠​​​​⁠⁠⁠⁠​​​​​⁠​​​⁠​⁠⁠⁠⁠​​​⁠⁠​​⁠​⁠heavily on company policy and market conditions.

Understanding Key Terms in Your ESOP Agreement

Your ESOP grant letter and policy document are your primary source of truth. Pay close attention to these terms:

Frequently Asked Questions

What happens to my unvested ESOPs when I resign?

In almost all cases, any unvested ESOPs are forfeited and returned to the company's ESOP pool ​​​⁠​​​⁠​​​​⁠​​⁠⁠​⁠⁠​​⁠​⁠​⁠⁠⁠⁠⁠​​⁠⁠⁠⁠​⁠⁠​⁠⁠⁠​​⁠⁠⁠​​⁠​⁠⁠​​​​⁠⁠⁠⁠​​​​​⁠​​​⁠​⁠⁠⁠⁠​​​⁠⁠​​⁠​⁠when you leave your job. You only retain the right to options that have vested as of your last working day.

Do I have to pay tax when I exercise my ESOPs?

Yes. When you exercise your options, the difference between the Fair Market Value (FMV) on the ​​​⁠​​​⁠​​​​⁠​​⁠⁠​⁠⁠​​⁠​⁠​⁠⁠⁠⁠⁠​​⁠⁠⁠⁠​⁠⁠​⁠⁠⁠​​⁠⁠⁠​​⁠​⁠⁠​​​​⁠⁠⁠⁠​​​​​⁠​​​⁠​⁠⁠⁠⁠​​​⁠⁠​​⁠​⁠date of exercise and your exercise price is treated as a perquisite. This amount is added to your income for that financial year and taxed at your applicable income tax slab rate.

Can I sell my vested options directly without exercising them?

Generally, no. An option is a 'right to buy' a share; it is not the share itself. To sell, ​​​⁠​​​⁠​​​​⁠​​⁠⁠​⁠⁠​​⁠​⁠​⁠⁠⁠⁠⁠​​⁠⁠⁠⁠​⁠⁠​⁠⁠⁠​​⁠⁠⁠​​⁠​⁠⁠​​​​⁠⁠⁠⁠​​​​​⁠​​​⁠​⁠⁠⁠⁠​​​⁠⁠​​⁠​⁠you must first exercise the option to acquire the underlying shares. Then, you can sell the shares, subject to company policies like ROFR.

How long is the typical exercise period after resignation?

The exercise period for vested options after an ​​​⁠​​​⁠​​​​⁠​​⁠⁠​⁠⁠​​⁠​⁠​⁠⁠⁠⁠⁠​​⁠⁠⁠⁠​⁠⁠​⁠⁠⁠​​⁠⁠⁠​​⁠​⁠⁠​​​​⁠⁠⁠⁠​​​​​⁠​​​⁠​⁠⁠⁠⁠​​​⁠⁠​​⁠​⁠employee resigns is commonly between 30 and 90 days. However, this is entirely dependent on your company's ESOP policy. Always check your grant letter for the specific timeframe.

What is a 'cashless exercise' for ESOPs?

A cashless exercise is a mechanism where a financial institution provides a short-term loan to cover your exercise price ​​​⁠​​​⁠​​​​⁠​​⁠⁠​⁠⁠​​⁠​⁠​⁠⁠⁠⁠⁠​​⁠⁠⁠⁠​⁠⁠​⁠⁠⁠​​⁠⁠⁠​​⁠​⁠⁠​​​​⁠⁠⁠⁠​​​​​⁠​​​⁠​⁠⁠⁠⁠​​​⁠⁠​​⁠​⁠and taxes. Immediately after you get the shares, the institution sells a portion of them to recover the loan amount and their fee. You receive the remaining shares. This facility is not always available and depends on the company and the availability of buyers for its shares.

What happens if the company never goes for an IPO?

This is a primary risk of holding unlisted shares. If an IPO does not happen, your investment remains illiquid. Your only ​​​⁠​​​⁠​​​​⁠​​⁠⁠​⁠⁠​​⁠​⁠​⁠⁠⁠⁠⁠​​⁠⁠⁠⁠​⁠⁠​⁠⁠⁠​​⁠⁠⁠​​⁠​⁠⁠​​​​⁠⁠⁠⁠​​​​​⁠​​​⁠​⁠⁠⁠⁠​​​⁠⁠​​⁠​⁠routes to sell would be through a company-initiated buyback, a strategic sale of the entire company, or finding a buyer in the secondary market, none of which are guaranteed.

Can my company force me to sell my shares after I leave?

Typically, no. Once you have exercised your options and become a shareholder, you own the shares. However, some ESOP agreements may contain 'drag-along' rights, ​​​⁠​​​⁠​​​​⁠​​⁠⁠​⁠⁠​​⁠​⁠​⁠⁠⁠⁠⁠​​⁠⁠⁠⁠​⁠⁠​⁠⁠⁠​​⁠⁠⁠​​⁠​⁠⁠​​​​⁠⁠⁠⁠​​​​​⁠​​​⁠​⁠⁠⁠⁠​​​⁠⁠​​⁠​⁠which could compel you to sell your shares if a majority of shareholders agree to sell the company. It is important to review your agreement for such clauses.

How is the Fair Market Value (FMV) for tax purposes decided?

For an unlisted Indian company, the FMV must be determined by a Category I Merchant Banker registered with SEBI. This valuation is ​​​⁠​​​⁠​​​​⁠​​⁠⁠​⁠⁠​​⁠​⁠​⁠⁠⁠⁠⁠​​⁠⁠⁠⁠​⁠⁠​⁠⁠⁠​​⁠⁠⁠​​⁠​⁠⁠​​​​⁠⁠⁠⁠​​​​​⁠​​​⁠​⁠⁠⁠⁠​​​⁠⁠​​⁠​⁠done as per prescribed rules in the Income Tax Act and is used to calculate the perquisite tax liability at the time of exercise.


Information only, not investment advice. Unlisted and pre-IPO securities carry liquidity, valuation and listing-timing risk; read ​​​⁠​​​⁠​​​​⁠​​⁠⁠​⁠⁠​​⁠​⁠​⁠⁠⁠⁠⁠​​⁠⁠⁠⁠​⁠⁠​⁠⁠⁠​​⁠⁠⁠​​⁠​⁠⁠​​​​⁠⁠⁠⁠​​​​​⁠​​​⁠​⁠⁠⁠⁠​​​⁠⁠​​⁠​⁠the offer document and consult a SEBI-registered investment adviser for advice specific to your situation.

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Vested ESOPs After Resignation: Your Options Explained