What happens to a capitalization table when the next round is lower.
Esshaki Legal Media TeamCurrent as of February 2023
A financing at a lower valuation triggers protective mechanics that reallocate
ownership sharply.
Anti-dilution adjustment. Weighted average adjusts the conversion price
partially, accounting for the size of the new issuance; full ratchet resets it
to the new price regardless of size and is punitive to common holders.
Pay-to-play. Existing preferred holders who do not participate pro rata in
the new round lose protections — converting to common, losing anti-dilution,
losing protective provisions, or converting to a shadow series with reduced
rights. This concentrates ownership among investors able to fund.
Recapitalizations. In severe cases, the capitalization table is reset with
existing preferred converted to common, a new senior round issued, and a new
option pool created. Common and early investors are substantially diluted.
Fiduciary exposure. Directors designated by investors participating in the
round face conflicts. Process protections — an independent committee, a market
check, an offer extended to all holders on the same terms, and a documented
alternative analysis — are what defends the transaction.
Disclosure. Full information to all holders about the terms and the
alternatives considered.
Modeling before agreeing. Founders and employees should model the
post-round position, since the headline valuation says little about outcomes.