Bad Investments, Not Bad Faith: Caremark Claims Have Limits

In its recent decision in Marchner v. B. Riley Financial, Inc., the Delaware Court of Chancery reaffirmed the principle that Caremark cannot be used to repackage hindsight attacks on failed investments as fiduciary breaches.  The court explained that directors’ oversight duties are focused on internal compliance, not on detecting misconduct by third parties—even where the company has significant financial exposure.  The message is clear: robust process, not perfect outcomes, remains the key to meeting fiduciary obligations.

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Delaware Supreme Court Reinforces the Importance of Precision in Drafting ADR Provisions in Merger Agreements

In Fortis Advisors, LLC v. Stillfront Midco AB, No. 162, 2025 (Del. Feb. 13, 2026), the Delaware Supreme Court reaffirmed that Delaware courts will strictly enforce the dispute resolution framework chosen by the parties.  The decision highlights the need to draft ADR provisions with precision—clearly identifying the decision-maker, the types of disputes to be delegated, and the scope of that delegation.

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Earnouts, AI, and Equitable Remedies: Delaware Court Reinstates CEO and Extends Payout Clock

Earnout remedies are not limited to damages.  In Fortis Advisors v. Krafton, the Delaware Court of Chancery awarded specific performance to reinstate a target company’s CEO and extend the earnout by the time that elapsed between the CEO’s wrongful, ChatGPT-informed termination and his restoration.  The decision also highlights a growing business risk: executives’ direct use of AI tools may not be privileged if it does not involve legal advice from counsel, and AI prompts may become discoverable evidence.

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Sharon Flanagan

San Francisco, Palo Alto

sflanagan@sidley.com

Sacha Jamal

Knowledge Management Lawyer

sjamal@sidley.com

Parties to Delaware LLC Agreements Cannot Circumvent Fiduciary Duty Waivers via Implied Covenant of Good Faith and Fair Dealing

On April 30, 2025, the Delaware Court of Chancery issued a memorandum opinion dismissing with prejudice a postclosing challenge to the VillageMD acquisition of CityMD. The Delaware Supreme Court later summarily affirmed.

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Activist That Encouraged Merger Only To Change Its Mind Denied “Extraordinary Remedy” Of A Deal Injunction

The Delaware Court of Chancery’s recent decision in HoldCo Opportunities Fund V, L.P. v. Arthur G. Angulo, No. 2025-1360-MTZ (Del. Ch.), underscores Delaware courts’ rightful hesitancy to entertain M&A injunctions when stockholders are able to choose for themselves, particularly where no topping bidder exists.

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Simon Says, “Freeze!”: Court of Chancery Confirms that Company Counsel Must Play Neutral When Equal Ownership Board Is Deadlocked

Recently, in Kundrun v. AMCI Group, LLC, the Delaware Court of Chancery resolved a dispute at the intersection of corporate governance and litigation control by closely examining the intended allocations of authority within a company’s LLC agreement.  The Court focused on the agreement’s division of authority among the company’s (i) two equal-equity owners, who comprised the company’s two-member board vested with management authority, and (ii) an executive chairman—one of the two board members—with authority to manage the day-to-day operations of the business.  Reading the agreement as a whole, the Court concluded that it did not authorize one member of a deadlocked, evenly split board to direct the actions of company counsel when the matter at issue falls outside the business’s day-to-day operations.  In resolving the issue, the Court reaffirmed the long-standing principle that, when a company board is evenly deadlocked in a dispute that effectively is bilateral, company counsel must stay neutral and may not side with one board member or faction over another.

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Delaware Supreme Court Upholds Section 144 Safe Harbor Amendments

On February 27, 2026, in a unanimous 37-page opinion, the Delaware Supreme Court upheld the constitutionality of significant changes to the Delaware General Corporation Law (DGCL) enacted in March 2025 via Senate Bill 21 (SB 21). This decision permits Delaware corporations and their advisers to confidently rely on these amendments for transactions with interested fiduciaries (including controlling stockholders), thereby increasing transaction planning flexibility and certainty while decreasing litigation risk under Delaware law.

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<a target=‘_blank’ href="https://www.sidley.com/en/people/n/newell-charlotte-k">Charlotte K. Newell</a>

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Adam Cromie

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Matthew J. Dolan

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Jim Ducayet

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Yolanda C. Garcia

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James Heyworth

New York
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Alex J. Kaplan

New York
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Peter J. Mardian

New York
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Jon Muenz

New York

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Miami
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Hille R. Sheppard

Chicago
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Heather Benzmiller Sultanian

Chicago
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Robert S. Velevis

Dallas
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