पाठशाला Pathshala · धन Dhan, Money · Lesson 23 · Scale

Down rounds and recaps: surviving the lower number

A down round is a price, not a verdict. Companies survive it when founders test the alternatives, understand anti-dilution and the Indian pricing rules, look after the option holders and tell the team first.

Pathshala, The Founder Library · 11 October 2026 · 7 min read

A road winds in tight curves through green hills in Karnataka under a cloudy sky.
Photograph: Suhas Hanjar · Pexels

Every founder who raised at the top of a market eventually meets the lower number. A down round hurts the founders’ stake, the employees’ options and everyone’s pride, but it also resets the bar the company must clear. Handled well, it is the round that lets the company keep going.

This lesson covers what a down round is and what disguises it, the alternatives to test first, the mechanics of anti-dilution and the Indian rules that apply to the new price, what a recapitalisation does when the cap table itself has become the problem, the employees and their options (with a figure), and how to tell the team.

What a down round is, and what disguises it

A down round is a round priced below the last one, measured per share, not by the headline valuation. The distinction matters because a company can show a higher valuation while selling each share for less, if the pool was enlarged or the share count changed. It can also show the same price per share while giving the new investor terms that are worth far more than a lower price: a liquidation preference of two times, participation, a ratchet or a guaranteed return. That is a structured round, and it is often a down round in disguise. [The CCPS lesson](/library/ccps-instrument-indian-vcs-actually-use) shows how a preference stack changes who gets what in a sale.

Founders prefer the disguise because it protects the headline. It rarely protects anything else. The structure sits on the cap table until the exit, and every later investor prices around it. A clean lower price is usually cheaper over the life of the company than a flat price with hidden terms, and it is easier to explain to the team.

Test the alternatives first

Four alternatives deserve an honest look before a down round. The first is a cut deep enough to make the company default alive on the money it has, which removes the need to raise at all and often makes a later round possible at a better price. The second is an insider bridge to a milestone that would support the old price, which works only when the milestone is close and the insiders believe in it; [the bridge lesson](/library/bridge-rounds-and-extensions) has the test. The third is the structured round described above. The fourth is a sale, while the company still has the runway to run a process rather than accept the first offer.

Carved stone steps and walls of an old stepwell in Jaisalmer.
A stepwell was built to go down so that water could be reached in a dry season. Going lower can be the way to stay alive. Photograph: Ayush Sinha · Pexels

Write the four out with numbers: the cash each brings, the dilution or loss of value, the terms that remain on the cap table, and the probability that it works. A clean down round often wins that comparison, because it brings real money, sets an honest price and leaves no structure behind.

The mechanics: anti-dilution and the Indian rules

Earlier preference shareholders usually carry anti-dilution protection, which adjusts the conversion ratio of their shares when a later round is priced lower. The form matters enormously. The Holloway guide describes broad-based weighted average as absolutely customary and a full ratchet as very atypical: weighted average adjusts by the size of the new round relative to the company, while a full ratchet resets the old investor’s price to the new price whatever the amount raised. The founders and the employees pay for the adjustment either way. [The term sheet lesson](/library/term-sheet-clause-by-clause) has a figure that shows the difference on one cap table, and it is worth running with the actual numbers before the down round is negotiated, because the existing investors may agree to waive or limit the adjustment in exchange for the new money arriving.

Two Indian rules shape the price itself. For a non-resident investor, the foreign investment rules still require shares to be issued at not less than fair value; as Lakshmikumaran and Sridharan note, rule 21 of the Non-debt Instruments Rules means an Indian company cannot issue equity instruments below fair market value. A down round to a foreign fund therefore needs a valuation report that supports the lower price, which is usually available for a company whose prospects have fallen but must be obtained before the allotment. For residents, the angel tax that once taxed the company on a premium above fair value was abolished from assessment year 2025–26, but the same note points out that issuing shares below fair value may still invite tax in the hands of the investor. Ask the valuer and the lawyers to check both before the price is set.

Recaps: when the cap table itself is the problem

Sometimes the price is not the main problem. A company may carry so many layers of preference that common shareholders would receive nothing at any realistic exit, or founders and key employees may own so little after successive rounds that they have no reason to stay. A recapitalisation addresses the structure directly. The usual tools are pay-to-play terms, under which existing investors who do not take their share of the new round have their preference shares converted into ordinary shares; the conversion or cancellation of old preferences; a consolidation of shares to tidy the count; and a new option pool for the people who will build the next stage, often with fresh vesting.

Recaps are hard to negotiate because every class of shareholder gives something up, and they need the consents the articles and the shareholders’ agreement require. They work when the new money is large enough to matter and the lead investor insists on it as a condition. Founders should push for the recap to restore a meaningful stake for the team that has to deliver the plan, because a recapitalised company with a demoralised team has only postponed its problem.

The employees: underwater options

An option is underwater when its exercise price is above the new price per share. In India this depends on how the company set its exercise prices. Rule 12 of the share capital rules leaves the exercise price to the company, subject to the accounting policies, so many startups grant early options at face value and later ones closer to fair value. Take a company whose last round priced shares at ₹1,000 and whose down round cuts that by 40 per cent to ₹600. Employees who joined before the seed with options at ₹10 lose about 40 per cent of their paper value; those who joined after Series B, holding options at ₹800, are underwater and hold nothing. Across the four cohorts in the figure, paper value roughly halves.

Three fixes are available. A repricing lowers the exercise price of existing options; Rule 12 allows the terms of unexercised options to be varied by special resolution, provided the variation is not prejudicial to the option holders. A top-up grant gives new options, usually with fresh vesting, to restore lost value; the figure shows how many the newest cohort would need. A refresh grants a new layer to the people the company most needs to keep. Each has a cost in dilution or in shareholder approvals, and each has tax consequences, because the perquisite at exercise is the fair market value less the amount paid. A lower exercise price means a larger taxable perquisite when the employee exercises. [The ESOP design lesson](/library/esop-design-pool-grants-strike-price) covers the pool.

The round resets the price. The founders have to reset the reasons people stay. Fix the options before the announcement, not after the resignations.

Telling the team

The team will hear about a down round whether or not the founders tell them, and the version they hear second-hand is always worse. Tell the board first, then the leadership group, then the whole company on the same day. Say the new price and why it is lower, what the money buys and the milestone it is meant to reach, what happens to options and what the company is doing about it, and what will not change. Then hold one-to-one conversations with the twenty or so people the company cannot lose, with their own numbers in front of them. Answer the question everyone is asking, which is whether the company will survive, with the runway figure. Tell customers and partners only what affects them, and tell existing investors in [the monthly update](/library/investor-updates-that-get-you-next-round) before they read it elsewhere.

The down-round plan, step by step

When the first term sheet below the last price arrives, write a one-page comparison of the four alternatives with cash, dilution, residual terms and odds. Run the anti-dilution figure on the actual cap table and ask existing investors whether they will waive or limit the adjustment. Commission the valuation report the pricing rules require and check the investor-side tax. List every option grant with its exercise price and mark those underwater; decide between repricing, top-ups and refresh, and prepare the special resolution if needed. Draft the announcement and the one-to-one notes before signing. On the day the round closes: board, leadership, all-hands, then the one-to-ones within the week. Ninety days later, review who left and why.


Nothing here is legal, tax or investment advice. The pricing, tax and share capital rules were checked on 10 October 2026; have the round and any repricing reviewed by a lawyer and a chartered accountant before signing.

Sources

  1. The Holloway Guide to Raising Venture Capital, Anti-dilution: broad-based weighted average customary, full ratchet very atypical, carve-outs
  2. Lakshmikumaran and Sridharan, Flew too close to the sun: the impact of abolishment of angel tax in India, 27 August 2024, updated 30 April 2026 (abolition; rule 21 of the Non-debt Instruments Rules; tax in the hands of the investor below fair value)
  3. Companies (Share Capital and Debentures) Rules 2014, Rule 12: exercise price freedom, variation of options by special resolution if not prejudicial (text as compiled by ca2013.com, checked 10 October 2026)
  4. Income Tax Department, Taxation of Employee Stock Option Plan (ESOP): perquisite at exercise, cost and holding period (checked 10 October 2026)
  5. Paul Graham, Default Alive or Default Dead?, October 2015