Leo DiDomenico, ‘Venture Capital and the Illusion of Consideration’

ABSTRACT
This paper identifies a failure of legal consideration in a large class of standard venture capital transactions, herein referred to as the canonical venture transaction. That failure is attributable not to founder ignorance or doctrinal ambiguity, but to the deliberate conduct of venture capital firms as sophisticated actors who knowingly exploit founders’ prefinancing transfer of intellectual property into operating companies. Rather than correcting this defect or insisting on proper consideration, venture capital systematically ratifies the error and leverages it to extract value without reciprocal exchange. Venture capital accomplishes this through three recurring practices that jointly defeat consideration and distort ownership: (1) capital affirmatively collapses the separate legal identities of founder and corporation when extracting value, while selectively reasserting separateness to allocate risk; (2) capital represents that founders receive equity in exchange for their contributions, while structuring transactions such that only investors obtain enforceable equity interests; and (3) capital compels founders to surrender already-owned equity through re-vesting mechanisms, only to repurchase that equity using the founders’ future labor – thereby imposing a net negative equity position on founders at the outset of the relationship. These practices do not constitute hard bargaining. They represent a systematic failure of consideration engineered and sustained by parties with superior legal knowledge and bargaining power. The resulting transactions depend on mischaracterization, roleswitching across legal regimes, and the persistent denial of reciprocal exchange-placing their enforceability, legitimacy, and ethical foundation in serious doubt. The paper formalizes the canonical venture transaction, analyzes its mechanics under established principles of contract and corporate law, and traces the resulting consideration failure across formation, financing, and re-vesting stages. It then evaluates the legal consequences of this failure, including risks to enforceability, ownership legitimacy, fiduciary integrity, and downstream clawback exposure, and outlines corrective transactional structures capable of restoring reciprocal exchange without disrupting legitimate capital formation. The paper concludes that these practices are not only destructive to founders, but are fundamentally destabilizing to investors’ own long-term interests, undermining deal durability, portfolio reliability, and the very predictability upon which venture returns depend.

DiDomenico, Leo, Venture Capital and the Illusion of Consideration (January 28, 2026).

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