ESOP Buybacks in Unlisted Companies: Why Employees Often Face Taxation Twice

ESOP

Employee Stock Ownership Plans (ESOPs) have become a popular wealth-creation tool for startup and growth-stage company employees. However, when an unlisted company announces an ESOP buyback, many employees are surprised to discover that their gains may be taxed twice—once when they exercise their options and again when they sell the resulting shares.

This often leads to confusion because employees assume that the tax paid at the time of exercising ESOPs settles their tax obligations. In reality, Indian tax law treats the exercise of options and the eventual sale of shares as two separate taxable events.

Understanding how these two stages work is essential for employees, founders, CFOs, and HR teams involved in ESOP liquidity programs.

Stage 1: Taxation at the Time of Exercise

When an employee exercises ESOPs, the company allots shares to the employee at the predetermined exercise price.

Under Section 17(2)(vi) of the Income-tax Act, the difference between the Fair Market Value (FMV) of the shares and the exercise price is treated as a perquisite and taxed as salary income.

Perquisite Calculation

Perquisite Value = (FMV on Exercise Date – Exercise Price) × Number of Shares Exercised

The resulting amount is added to the employee’s taxable salary and taxed according to the applicable income-tax slab rates.

Determining FMV for Unlisted Shares

For unlisted companies, FMV must be determined through a valuation report issued by a Category-I SEBI Registered Merchant Banker.

As per Rule 3(9)(ii) of the Income-tax Rules, the valuation certificate used for ESOP taxation should not be older than 180 days from the date of exercise.

Employers are responsible for deducting TDS on the taxable perquisite while processing payroll.

Common Compliance Mistake

Many companies obtain a single valuation report and continue using it for multiple ESOP exercise rounds spread over several months.

If an employee exercises options after the 180-day validity period, the valuation may not satisfy the requirements of Rule 3. This can expose the employer to TDS default consequences, including interest and penalties.

Obtaining a fresh valuation before each significant exercise event is generally a safer compliance approach.

Stage 2: Taxation When Shares Are Sold Back

Once ESOPs are exercised, employees become shareholders.

When the company later conducts a buyback or provides an exit opportunity, the employee sells the shares and receives sale proceeds. This transaction triggers capital gains taxation.

Cost of Acquisition for Capital Gains

A crucial point often overlooked is that the cost of acquisition is not the exercise price.

Instead, the FMV that was already subjected to perquisite taxation becomes the employee’s cost base for capital gains purposes.

This ensures that the same value is not taxed twice.

Capital Gain Formula

Capital Gain = Sale Price – FMV Considered During Exercise

Only the appreciation occurring after the exercise date is subject to capital gains tax.

Long-Term vs Short-Term Capital Gains

For unlisted shares, the holding period determines the applicable tax treatment.

Long-Term Capital Asset

  • Shares held for more than 24 months
  • Tax rate: 12.5% without indexation

Short-Term Capital Asset

  • Shares held for 24 months or less
  • Gains taxed at applicable slab rates

The difference can significantly affect the employee’s post-tax proceeds.

Illustrative Example

Assume Priya exercised 10,000 ESOPs in January 2024.

At the Time of Exercise

  •  Exercise Price: ₹10 per share
  • FMV determined by Merchant Banker: ₹150 per share

Perquisite Value:

(₹150 − ₹10) × 10,000

= ₹14,00,000

This amount is added to Priya’s salary income and taxed according to her slab rate.

Assuming she falls in the highest tax bracket, the tax outflow may be approximately ₹4.33 lakh including cess.

At the Time of Buyback

In June 2026, the company announces a buyback at ₹250 per share.

Since Priya has held the shares for more than 24 months, the shares qualify as long-term capital assets.

Capital Gain:

(₹250 − ₹150) × 10,000

= ₹10,00,000

LTCG Tax:

12.5% of ₹10,00,000

= ₹1,25,000

Total Tax Impact

ParticularsAmount
Tax on Perquisite₹4.33 lakh
LTCG Tax₹1.25 lakh
Total Tax₹5.58 lakh

Although the buyback proceeds amount to ₹25 lakh, taxation occurs at two different stages under two different provisions of law.

Why Timing Matters

Suppose the same buyback occurred before the completion of 24 months.

The ₹10 lakh gain would become a short-term capital gain and could be taxed at the employee’s slab rate instead of 12.5%.

For individuals in the highest tax bracket, this could substantially increase the tax burden.

Employees approaching the 24-month threshold should carefully evaluate whether delaying the transaction could result in significant tax savings.

Valuation Requirements During an ESOP Buyback

One of the most misunderstood aspects of ESOP buybacks is valuation compliance.

Depending on the facts of the transaction, multiple valuation requirements may apply simultaneously.

1. Income-tax Valuation

A Merchant Banker valuation is required for determining FMV at the time of ESOP exercise under Rule 3.

This valuation forms the basis for perquisite taxation.

2. Companies Act Valuation

The buyback price must be justifiable and defensible from a corporate law perspective.

An independent valuation report from an IBBI Registered Valuer is generally considered the most robust support for the buyback price approved by the Board.

A properly documented valuation helps demonstrate that the buyback is being conducted at a fair and reasonable price.

3. FEMA Valuation (Where Foreign Shareholders Exist)

Additional considerations arise when foreign investors or non-resident shareholders participate in the buyback.

FEMA pricing guidelines may require valuation by a SEBI Registered Merchant Banker or IBBI Registered Valuer using internationally accepted valuation methodologies.

Failure to comply with pricing regulations can result in FEMA-related compliance issues.

The Practical Challenge of Outdated Valuations

Companies often encounter situations where an earlier valuation report exists, but the proposed buyback occurs several months later.

While the Income-tax Rules impose a 180-day validity consideration for ESOP exercise valuations, corporate law and FEMA requirements focus more broadly on whether the valuation remains fair and supportable.

Problems may arise if:

  • A fresh valuation indicates a materially higher share value.
  • Employees continue exercising options based on an older report.
  • The buyback price appears inconsistent with current company valuation metrics.

To avoid such complications, companies should align valuation, exercise windows, and buyback timelines as closely as possible.

Key Takeaways for Employees

  • ESOP taxation generally occurs twice—once at exercise and again at sale.
  • The FMV taxed as a perquisite becomes the cost base for capital gains.
  • Holding shares for more than 24 months can significantly reduce capital gains tax.
  • Review your exercise date before participating in a buyback.
  • Understand the tax implications before accepting liquidity offers.

Key Takeaways for Founders and Finance Teams

  • Ensure valid Merchant Banker valuations are available for ESOP exercises.
  • Review Companies Act and FEMA requirements before finalizing buyback pricing.
  • Maintain robust valuation documentation.
  • Align valuation reports, exercise periods, and buyback timelines wherever possible.
  • Communicate tax implications clearly to employees before the liquidity event.

Conclusion

An ESOP buyback can be a rewarding milestone for employees, providing liquidity and wealth creation opportunities. However, the tax implications extend beyond the exercise stage. The interaction between perquisite taxation and capital gains taxation often leads to unexpected liabilities when employees are not adequately informed.

For both employees and management teams, a clear understanding of valuation requirements, holding periods, and tax treatment can prevent costly surprises and ensure that an ESOP liquidity event delivers its intended benefit.

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