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Introduction to the Law of Corporations: Cases and Materials

DGCL Sec. 144

DGCL § 144 has long served as a cornerstone in navigating the complexities of conflicted transactions involving corporate directors, officers, and controlling stockholders. Until very recently, this section provided a statutory safe harbor against a 19th century common law claim that such transactions were automatically void or voidable solely due to the existence of a conflict. However, the evolving landscape of corporate governance, punctuated by a number of high-profile court decisions and shifting perceptions of Delaware’s legal environment, prompted a significant legislative overhaul in early 2025. This overhaul, encapsulated in Senate Bill 21, aimed to clarify, refine, and in some aspects, realign the safe harbors available for these transactions, particularly those involving controlling stockholders, thereby seeking to restore a perceived measure of predictability and reduce litigation risk for Delaware corporations.

The 2025 legislative amendments to Section 144 were largely driven by a desire to address growing concerns within the corporate bar and business community following several high-profile Delaware court decisions involing controlling shareholders (i.e Tornetta v. Musk and In re Match Group among others). In Match Group the Delaware Supreme Court expanded the relatively stringent standards articulated in MFW to all transactions between the corporation and controlling shareholders. The Court held that such transactions would be subject to entire fairness review unless they were both negotiated by a fully independent and empowered special committee and approved by a fully informed, uncoerced vote of a majority of the minority stockholders in accordance with standards set out by MFW in connection with controller take private transactions. MFW’s dual cleansing requirement, first approved by then-Vice Chancellor Strine in Kahn v. M&F Worldwide, was perceived by some as creating an overly burdensome and inflexible gauntlet for otherwise legitimate business transactions, potentially chilling value-enhancing deals and increasing the specter of protracted litigation in spite of the robust procedural protections in place.

Compounding the concerns arising from specific case law was an apprehension regarding a potential corporate exodus from Delaware, colloquially termed “DExit.” One can disagree whether the threat of DExit was real or just an astro-turf effort sponsored by Elon Musk following his loss in Tornetta. While Delaware has long been the preeminent jurisdiction for incorporation in the United States, attracting a majority of Fortune 500 companies, following Tornetta a handful of prominent companies at Musk’s instigation announced their intentions to re-domicile in other states like Nevada and Texas. For example, Musk reincorporated Tesla in Texas. Other founder-controlled firms, like Tripadvisor and Dropbox, reincorporated in Nevada. These moves were often accompanied by commentary suggesting that Delaware’s legal environment was becoming increasingly hostile to founder-controlled, public companies. Proponents of 2025’s SB 21 viewed the amendments to Section 144 not only as a response to specific judicial interpretations but also as a strategic measure to reinforce the state’s attractiveness and reputation as a balanced and reliable forum for corporate law, thereby stemming any potential DExit tide.

The newly adopted § 144 expands and clarifies the statutory safe harbor, providing clearer pathways for corporations to structure and approve conflict transactions in a manner that avoids entire fairness review altogether if the conditions are met. A key change to § 144 is that satisfaction of the new statutory safe harbors can now preclude not only a finding that the transaction is void or voidable but will also bar equitable relief or an award of damages against directors, officers, or controlling stockholders based on alleged breaches of fiduciary duty related to the conflict.

For transactions involving interested directors or officers but not a controlling stockholder, § 144(a) offers three primary paths to cleansing the transaction of any potential conflict. These include: (1) approval by a majority of fully informed, disinterested directors (or a committee thereof, with specific requirements if a majority of the board is interested); (2) approval or ratification by a majority of the votes cast by fully informed, uncoerced, disinterested stockholders; or (3) a demonstration at trial that the transaction was fair to the corporation and its stockholders at the time it was authorized.

Significant changes were introduced for controlling stockholder transactions. For those transactions not constituting a “going private” transaction, the new § 144(b) provides that such a transaction may not be subject to equitable relief or damages if it is: (1) approved by a fully informed, disinterested, and properly empowered special committee; or (2) it is approved or ratified by a majority of the votes cast by informed, uncoerced, disinterested stockholders; or (3) it is otherwise fair to the corporation and its stockholders. New § 144(b) notably departs from the Match Group dual cleansing requirement, allowing either special committee approval or majority-of-the-minority stockholder approval to cleanse the transaction and preserve the business judgment presumption for the controller. The timing for imposing the majority-of-the-minority condition was also clarified, requiring it to be in effect when submitted to stockholders, as compared to the “ab initio” requirement that from Match Group and MFW. On the other hand, new § 144 permits the board to seek pre-transaction approval or post-transaction ratification, thus blunting the somewhat the importance of the majority of the minority voting condition.

For controlling stockholder transactions that constitute a “going private” transaction (defined within § 144(e)), new § 144(c) adopts a somewhat stricter standard than other controller transactions, effectively codifying a watered-down version of the Match Group and MFW requirements. To gain the protection of the business judgment presumption, going private transactions must both be approved by a disinterested special committee and be approved by a majority of the votes cast by disinterested stockholders, or alternatively, be proven fair. Adoption of a version of Match Group / MFW’s dual cleansing requirements reflects the heightened judicial scrutiny historically applied to such transactions due to their inherent potential for coercion and self-dealing.

Another key difference between new § 144 previous common law cleansing requirements involving approval by disinterested shareholders is that the new § 144 has a lower voting threshold. Under common law ratification doctrine, as well as Match Group and MFW, effective shareholder approval required a majority approval by the entire class of disinterested shareholders. Because the conflicted director, officer, or controller had to seek a majority of the entire class of disinterested shareholders, a court could reasonably interpret the outcome of such a vote as an affirmative endorsement of the conflict transaction by uncoerced, unconflicted shareholders evaluating the transaction at an arm's length. On the other hand, new § 144 significantly reduces that voting threshold to only a majority of disinterested votes actually cast at a meeting, even if the number of disinterested votes cast at that meeting is less than a majority of the disinterested class. Although such a vote is authorized by the statute, one cannot be as confident that a successful vote actually represents an arm's length endorsement of a conflict transaction, especially if the numbers of disinterested shareholders voting represents less than a majority of the total class intended to be protected by such a vote.

New § 144 also introduces new definitions for terms like “controlling stockholder,” “control group,” “disinterested director,” “disinterested stockholder,” “material interest,” and “material relationship,” aiming to provide greater clarity and reduce ambiguity in applying these complex standards. At the same time, however, the definitions adopted for these terms also go some way in terms of creating roadmaps for directors and controllers seeking to avoid enforcement.

The new definition for controller stockholder adopts a brightline rule that requires either majority voting control or at least one third control voting control plus evidence of actual control. By requiring a minority ownership block of at least one third (33%), this definition provides specifically excludes some stockholders who own less than one third control but exert actual control over the enterprise. For example, Elon Musk never owned no more than 21.9% of Tesla, but there is no real argument that does not actually control Tesla.

In addition, amended § 144 relies heavily on disinterested directors to cleanse conflicted transactions. Part of the pushback from the corporate bar that led to the adoption of SB 21 was a concern that courts were closely examining the relationships amongst controlling stockholders and disinterested directors. Then Vice Chancellor Strine in Oracle S’holder Litigation (2003) observed:

Delaware law should not be based on a reductionist view of human nature that simplifies human motivations on the lines of the least sophisticated notions of the law and economics movement. Homo sapiens is not merely homo economicus. We may be thankful that an array of other motivations exist that influence human behavior; not all are any better than greed or avarice, think of envy, to name just one. But also think of motives like love, friendship, and collegiality, think of those among us who direct their behavior as best they can on a guiding creed or set of moral values.

Close examination of such relationships however often revealed that directors, who at least on the surface appeared disinterested, had such deep relationships and interconnections with the conflicted director that it was often difficult for a court to entertain the idea that the directors were actually independent of the conflicted party. For the corporate bar, rather than take this as their queue to advise boards to diversify their boards, the court’s close examination of director independence raised an alarm. Amended § 144 defines disinterested director in a way that reduces the question of director independence and interestedness to little more than a mere check-the-box exercise. When a board determines a director to be independent and disinterested based on stock exchange independence criteria, new § 144 creates a “heightened presumption” that the director is disinterested for purposes of cleansing conflict transactions. This presumption can only be overcome by “substantial and particularized” facts. What qualifies as “heightened presumption” and “substantial and particularized” facts are still questions that must be resolved by the courts, but the clear intent of the statute is that once a board has determined a director to be disinterested, it should be difficult for a court to call that determination into question.

In essence, the 2025 amendments to DGCL Section 144 represent a significant effort by the Delaware legislature to recalibrate the balance between protecting stockholders from unfair dealing in conflicted transactions and providing corporations with workable, predictable mechanisms to approve such transactions. This new standard is decidedly less protective of minority shareholders. By clarifying standards, particularly for controlling stockholder deals, and by explicitly linking the satisfaction of safe harbor conditions to preclusion of damages and equitable relief, the legislature sought to address concerns that led to the DExit discussion. Whether that was ultimately a wise decision is still to be determined.