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When Is a Discount to the Last Funding Round Not Really a Discount?

By Frontierspace Ventures |

A private-company share offered below the last round price can look attractive. The discount may be less real if the last round is stale, the share class is different, or company fundamentals have changed.

When Is a Discount to the Last Funding Round Not Really a Discount?

Carta's 2025 private-market review showed that down rounds became less common late in 2025, but pricing still varied widely across companies. A lower down-round rate does not mean every old valuation is reliable. A secondary discount should be tested with current company quality and terms.

Carta reported that less than 14% of new fundings in Q4 2025 were down rounds, the lowest rate in the prior three years.

A Lower Price Is Not Always a Bargain

A price below the last funding round is not automatically a bargain. The new buyer may receive common stock instead of preferred, weaker information rights, a smaller claim in the exit waterfall, transfer limits, or no ability to invest in later rounds. The company may also have issued more shares or missed the plan that supported the old price. The useful comparison is value per unit of economic right, not price per share alone.

Compare the Security Before the Price

Why two shares in the same company may not have the same value
TermLast roundNew purchasePossible effect
Share classPreferredCommonCommon may sit behind the preference stack
Liquidation preference1x or strongerNoneThe preferred holder may recover more in a modest exit
Information rightsContractual reportingLimited or indirectThe new buyer may have less ability to monitor value
Transfer rightsNegotiated in the financingCompany approval or right of first refusalLiquidity may be harder than the price suggests
Future participationPro-rata rightNo rightThe new buyer may be diluted without a way to respond

The Old Valuation May Be Stale

The last round price reflected what investors knew at that date. Since then, revenue may have grown, stalled, or fallen. Public comparisons may have reset, the company may have used most of its cash, and new options or convertible instruments may have changed the share count. A 20% discount to a two-year-old price can still be expensive if the company has not reached the milestones behind that price. It can also be attractive if the business has improved and the seller needs liquidity for reasons unrelated to company quality. The facts since the round matter more than the headline discount.

Structured Terms Can Hide the Real Price

A new financing may preserve the headline valuation while giving the investor a senior preference, guaranteed return, ratchet, or other downside protection. Comparing a plain secondary purchase with that headline price can overstate the secondary discount. The reverse can also happen. A buyer may pay less but take restrictions, long settlement timing, or uncertain company approval. Those costs do not appear in the price per share, yet they affect the investment.

A Better Review

  • Build the fully diluted cap table. Include options, warrants, notes, SAFEs, and shares expected before closing.
  • Compare proceeds to each class at low, middle, and high exit values.
  • Update company performance: Use current revenue, cash, margins, and financing needs.
  • Check consent, right of first refusal, fees, and settlement steps.
  • Compare rights: Price the information, participation, governance, and liquidity rights being received.

A real discount survives all of those adjustments. If it disappears once the security and current company facts are included, the buyer is looking at a lower number, not a cheaper investment.

Why the Headline Discount Can Mislead

A share offered at $8 against a $10 last-round preferred price appears to be a 20% discount. If the last round included a 1x preference and the offered security is common, the economic comparison is not apples to apples.

Carta reported less than 14% down rounds in Q4 2025, but the figure describes new fundings, not the fairness of any single secondary price.

Adjust the Reference Price

If revenue has fallen 30% since the last financing, a 20% price discount may still represent a higher revenue multiple than the prior round.

A last-round discount should be adjusted for share class, valuation staleness, company performance, and transfer risk.

Discount Quality Check

A headline discount is persuasive only when the reference price and security are comparable.

ComparisonModel
Real discountSame security, current information.Reference price is still relevant.
Questionable discountDifferent class or stale round.Needs adjusted valuation work.
False discountBusiness deteriorated or terms are weaker.Headline spread may be misleading.
View comparison data and assumptions
Data and assumptions for discount quality check
CaseMain issueInvestor question
Real discountComparable security and current referenceIs the discount enough for liquidity risk?
Questionable discountDifferent terms or stale roundHow should the reference price be adjusted?
False discountFundamental deteriorationIs the fair value today below the offer?

Model only. Secondary pricing depends on security class, rights, company consent, transfer restrictions, and current information.

Frequently Asked Questions

Is a 20% discount always attractive?

No: It depends on current company quality, share class, preferences, information rights, and whether the last round is still relevant.

Should common stock trade below preferred stock?

Often yes: Preferred stock may have rights and priority that common stock lacks.

Related Reading

why common trades below preferred, share class and preferences, and stale valuations.