How Employees Can Sell ESOP Shares Before an IPO in India

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

Employee Stock Options (ESOPs) are often illiquid before an IPO. This guide explains the practical ways employees in India can achieve liquidity by selling their vested shares in the pre-IPO market.

What is Pre-IPO ESOP Liquidity?

Selling employee stock option (ESOP) shares before a company’s Initial Public Offering (IPO) is a way for employees to convert their paper wealth into cash. This is ​​​⁠​​​⁠​​​​⁠​​⁠⁠​⁠⁠​​⁠​​​⁠​​⁠⁠​⁠​⁠​​​⁠​⁠​​​​​⁠​​⁠​⁠​⁠⁠​⁠​⁠⁠​⁠⁠⁠⁠⁠​⁠​​⁠​​⁠⁠​​​⁠⁠​​​​⁠⁠⁠⁠typically done through either a company-arranged buyback program or a private transaction with an external investor in the secondary market. These transactions provide employees with early liquidity on shares that are otherwise locked in until the company lists on a stock exchange.

Why is it Difficult to Sell ESOP Shares Before an IPO?

Employee Stock Options are a popular way for startups and growth-stage companies to reward their ​​​⁠​​​⁠​​​​⁠​​⁠⁠​⁠⁠​​⁠​​​⁠​​⁠⁠​⁠​⁠​​​⁠​⁠​​​​​⁠​​⁠​⁠​⁠⁠​⁠​⁠⁠​⁠⁠⁠⁠⁠​⁠​​⁠​​⁠⁠​​​⁠⁠​​​​⁠⁠⁠⁠employees. They give an employee the right to purchase a certain number of company shares at a pre-determined price (the 'exercise price') after a specific period (the 'vesting period').

Once your options have vested, you can 'exercise' them by ​​​⁠​​​⁠​​​​⁠​​⁠⁠​⁠⁠​​⁠​​​⁠​​⁠⁠​⁠​⁠​​​⁠​⁠​​​​​⁠​​⁠​⁠​⁠⁠​⁠​⁠⁠​⁠⁠⁠⁠⁠​⁠​​⁠​​⁠⁠​​​⁠⁠​​​​⁠⁠⁠⁠paying the exercise price to the company. At this point, you become a shareholder. However, if the company is still private, your shares are not traded on a public stock exchange like the NSE or BSE. This creates a few challenges:

Because of these factors, holding shares in a private company means your wealth is illiquid, ​​​⁠​​​⁠​​​​⁠​​⁠⁠​⁠⁠​​⁠​​​⁠​​⁠⁠​⁠​⁠​​​⁠​⁠​​​​​⁠​​⁠​⁠​⁠⁠​⁠​⁠⁠​⁠⁠⁠⁠⁠​⁠​​⁠​​⁠⁠​​​⁠⁠​​​​⁠⁠⁠⁠often referred to as being held in 'golden handcuffs'. You have valuable assets on paper but limited ability to access their cash value until a liquidity event like an IPO or acquisition occurs.

What Are the Main Routes for ESOP Liquidity Pre-IPO?

Despite the challenges, employees have two primary avenues to achieve liquidity for their vested and exercised ESOP shares before an IPO.

1. Company-Facilitated Buybacks

A company buyback is when the company itself, or a new large investor, offers to purchase shares from existing employees and early ​​​⁠​​​⁠​​​​⁠​​⁠⁠​⁠⁠​​⁠​​​⁠​​⁠⁠​⁠​⁠​​​⁠​⁠​​​​​⁠​​⁠​⁠​⁠⁠​⁠​⁠⁠​⁠⁠⁠⁠⁠​⁠​​⁠​​⁠⁠​​​⁠⁠​​​​⁠⁠⁠⁠investors. These are structured, formal events initiated by the company.

2. Secondary Market Transactions

A secondary transaction is a private sale of shares from an existing shareholder (the employee) to another ​​​⁠​​​⁠​​​​⁠​​⁠⁠​⁠⁠​​⁠​​​⁠​​⁠⁠​⁠​⁠​​​⁠​⁠​​​​​⁠​​⁠​⁠​⁠⁠​⁠​⁠⁠​⁠⁠⁠⁠⁠​⁠​​⁠​​⁠⁠​​​⁠⁠​​​​⁠⁠⁠⁠private buyer. This buyer could be a high-net-worth individual (HNI), a family office, or a fund that specialises in investing in pre-IPO companies.

Platforms that specialise in unlisted shares play a crucial role here by connecting employee-shareholders with potential buyers, ​​​⁠​​​⁠​​​​⁠​​⁠⁠​⁠⁠​​⁠​​​⁠​​⁠⁠​⁠​⁠​​​⁠​⁠​​​​​⁠​​⁠​⁠​⁠⁠​⁠​⁠⁠​⁠⁠⁠⁠⁠​⁠​​⁠​​⁠⁠​​​⁠⁠​​​​⁠⁠⁠⁠providing information for valuation, and facilitating the complex paperwork involved.

How Does the Taxation of ESOP Sales Work?

Understanding the tax implications is critical for anyone considering selling their ESOPs. There are two distinct taxable events in the lifecycle of an ESOP.

Tax Event 1: At the Time of Exercise

When you exercise your vested options, the difference between the Fair Market Value (FMV) of the share on that day and the exercise price you pay is considered a 'perquisite'. This amount is added to your salary income and ​​​⁠​​​⁠​​​​⁠​​⁠⁠​⁠⁠​​⁠​​​⁠​​⁠⁠​⁠​⁠​​​⁠​⁠​​​​​⁠​​⁠​⁠​⁠⁠​⁠​⁠⁠​⁠⁠⁠⁠⁠​⁠​​⁠​​⁠⁠​​​⁠⁠​​​​⁠⁠⁠⁠taxed at your applicable income tax slab rate. Your employer is obligated to deduct TDS on this perquisite value.

Tax Event 2: At the Time of Sale

When you later sell these shares, you may be liable for capital gains tax. The capital gain is calculated as the difference between the sale ​​​⁠​​​⁠​​​​⁠​​⁠⁠​⁠⁠​​⁠​​​⁠​​⁠⁠​⁠​⁠​​​⁠​⁠​​​​​⁠​​⁠​⁠​⁠⁠​⁠​⁠⁠​⁠⁠⁠⁠⁠​⁠​​⁠​​⁠⁠​​​⁠⁠​​​​⁠⁠⁠⁠price and the FMV on the day you exercised the shares (which was already taxed as a perquisite).

Illustrative Example (For educational purposes only):

Tax at Exercise:

Perquisite per share = (FMV - Exercise Price) = ₹1,000 - ₹100 = ₹900

Total Perquisite Value = ₹900 x 500 shares = ₹4,50,000

This ₹4.5 lakh is added to your salary income for ​​​⁠​​​⁠​​​​⁠​​⁠⁠​⁠⁠​​⁠​​​⁠​​⁠⁠​⁠​⁠​​​⁠​⁠​​​​​⁠​​⁠​⁠​⁠⁠​⁠​⁠⁠​⁠⁠⁠⁠⁠​⁠​​⁠​​⁠⁠​​​⁠⁠​​​​⁠⁠⁠⁠the year and taxed at your slab rate. The cost basis for your shares for capital gains purposes is now the FMV, i.e., ₹1,000 per share.

Tax at Sale (held for less than 24 months):

Sale Price = ₹1,500 per share

Cost Basis = ₹1,000 per share

Short-Term Capital Gain per share = ₹1,500 - ₹1,000 = ₹500

Total STCG = ₹500 x 500 shares = ₹2,50,000

This ₹2.5 lakh is taxed at your applicable income tax slab rate.

What Are the Risks of Selling Shares Pre-IPO?

Employees selling before an IPO must be aware of the associated risks and trade-offs.

Frequently Asked Questions

Can I sell my ESOPs before they are vested?

No. You can only sell shares, not options. You must first wait for your ESOPs to vest and then exercise them by paying the exercise price to the company to ​​​⁠​​​⁠​​​​⁠​​⁠⁠​⁠⁠​​⁠​​​⁠​​⁠⁠​⁠​⁠​​​⁠​⁠​​​​​⁠​​⁠​⁠​⁠⁠​⁠​⁠⁠​⁠⁠⁠⁠⁠​⁠​​⁠​​⁠⁠​​​⁠⁠​​​​⁠⁠⁠⁠become a shareholder. Only then can you sell the shares you own.

Do I have to pay tax even if I don't sell my shares after exercising them?

Yes. The act of exercising your options is a taxable event. The difference between the Fair Market Value (FMV) on the exercise date and your exercise price is treated as a perquisite and is ​​​⁠​​​⁠​​​​⁠​​⁠⁠​⁠⁠​​⁠​​​⁠​​⁠⁠​⁠​⁠​​​⁠​⁠​​​​​⁠​​⁠​⁠​⁠⁠​⁠​⁠⁠​⁠⁠⁠⁠⁠​⁠​​⁠​​⁠⁠​​​⁠⁠​​​​⁠⁠⁠⁠subject to income tax, regardless of whether you sell the shares or not.

What is a Right of First Refusal (ROFR)?

ROFR is a contractual right that gives the company or its existing investors the option to purchase your shares at ​​​⁠​​​⁠​​​​⁠​​⁠⁠​⁠⁠​​⁠​​​⁠​​⁠⁠​⁠​⁠​​​⁠​⁠​​​​​⁠​​⁠​⁠​⁠⁠​⁠​⁠⁠​⁠⁠⁠⁠⁠​⁠​​⁠​​⁠⁠​​​⁠⁠​​​​⁠⁠⁠⁠the same price and terms offered by a third-party buyer before you can sell to that third party. You must first notify the company of your intent to sell, and they have a specific period to exercise their ROFR.

How is the price of unlisted shares determined in a secondary sale?

The price is determined through negotiation between the buyer and the seller. It is not a fixed or public price. Common reference points for this negotiation include the valuation at the company's last funding round, its financial performance, ​​​⁠​​​⁠​​​​⁠​​⁠⁠​⁠⁠​​⁠​​​⁠​​⁠⁠​⁠​⁠​​​⁠​⁠​​​​​⁠​​⁠​⁠​⁠⁠​⁠​⁠⁠​⁠⁠⁠⁠⁠​⁠​​⁠​​⁠⁠​​​⁠⁠​​​​⁠⁠⁠⁠industry trends, and the perceived likelihood and timeline of an IPO.

Is it better to sell before the IPO or wait?

This is a personal financial decision with no single right answer. Selling before the IPO provides immediate liquidity, but you will not benefit from any rise in value after the sale. Waiting for the IPO carries the risk of the IPO being delayed, priced lower ​​​⁠​​​⁠​​​​⁠​​⁠⁠​⁠⁠​​⁠​​​⁠​​⁠⁠​⁠​⁠​​​⁠​⁠​​​​​⁠​​⁠​⁠​⁠⁠​⁠​⁠⁠​⁠⁠⁠⁠⁠​⁠​​⁠​​⁠⁠​​​⁠⁠​​​​⁠⁠⁠⁠than expected, or not happening at all. You must weigh your need for cash against your risk appetite and belief in the company's future.

What happens if the company never has an IPO?

This is a significant risk of holding unlisted shares. If an IPO or a strategic sale/acquisition does not happen, your shares could remain illiquid indefinitely. Secondary market transactions would be the only ​​​⁠​​​⁠​​​​⁠​​⁠⁠​⁠⁠​​⁠​​​⁠​​⁠⁠​⁠​⁠​​​⁠​⁠​​​​​⁠​​⁠​⁠​⁠⁠​⁠​⁠⁠​⁠⁠⁠⁠⁠​⁠​​⁠​​⁠⁠​​​⁠⁠​​​​⁠⁠⁠⁠potential source of liquidity in such a scenario.

How long does a secondary sale of ESOP shares take?

The timeline can vary significantly. It can take anywhere from a few weeks to several months. The process involves finding a buyer, price negotiation, completing the company's ROFR process (which can take 30-60 days), signing ​​​⁠​​​⁠​​​​⁠​​⁠⁠​⁠⁠​​⁠​​​⁠​​⁠⁠​⁠​⁠​​​⁠​⁠​​​​​⁠​​⁠​⁠​⁠⁠​⁠​⁠⁠​⁠⁠⁠⁠⁠​⁠​​⁠​​⁠⁠​​​⁠⁠​​​​⁠⁠⁠⁠legal agreements, and finally, the transfer of funds and shares.


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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How to Sell ESOP Shares Before an IPO in India | BuyUnlistedShares