In re EngageSmart, Inc. Stockholder Litigation

Court of Chancery of Delaware·Decided February 27, 2026·No. C.A. No. 2023-1093-JTL·Published

Opinion

IN THE COURT OF CHANCERY OF THE STATE OF DELAWARE

IN RE ENGAGESMART, INC. ) C.A. No. 2023-1093-JTL STOCKHOLDER LITIGATION )

OPINION REGARDING MOTIONS TO DISMISS

Date Submitted: November 13, 2025 Date Decided: February 27, 2026

Ned Weinberger, Mark Richardson, Jiahui (Rose) Wang, LABATON KELLER SUCHAROW LLP, Wilmington, Delaware; Kimberly A. Evans, Lindsay K. Faccenda, Irene Lax, Daniel M. Baker, Robert Erikson, BLOCK & LEVITON LLP, Wilmington, Delaware; Guillaume Buell, John Vielandi, Joshua M. Glasser, LABATON KELLER SUCHAROW LLP, New York, New York; Jason Leviton, Nathan Abelman, BLOCK & LEVITON LLP, Boston, Massachusetts; Jeremy Friedman, David Tejtel, Christopher M. Windover, David A. Rosenfeld, FRIEDMAN OSTER & TEJTEL PLLC, Bedford Hills, New York; Douglas E. Julie, W. Scott Holleman, JULIE & HOLLEMAN LLP, New York, New York; Attorneys for Lead Plaintiffs Genessee County Employees’ Retirement System and Morabito Living Revocable Trust DTD 5/29/2015, and Additional Plaintiff Anthony Franchi.

A. Thompson Bayliss, April M. Ferraro, Ben Lucy, ABRAMS & BAYLISS LLP, Wilmington, Delaware; Stefan Atkinson, John P. Del Monaco, Sarah Schultes, KIRKLAND & ELLIS LLP, New York, New York; Attorneys for Defendants EngageSmart, Inc., Vista Equity Partners Management, LLC, Vista Equity Partners Fund VIII, L.P., Vista Equity Partners Fund VIII-A, L.P., Vista Equity Partners Fund VIII GP, L.P., VEPF VIII GP, LLC, Icefall Merger Sub, Inc., and Icefall Parent, LLC.

Daniel A. Mason, Sabrina M. Hendershot, PAUL, WEISS, RIFKIND, WHARTON & GARRISON LLP, Wilmington, Delaware; Andrew G. Gordon, PAUL, WEISS, RIFKIND, WHARTON & GARRISON LLP, New York, New York; Lina Dagnew, PAUL, WEISS, RIFKIND, WHARTON & GARRISON LLP, Washington, District of Columbia; Attorneys for Defendants General Atlantic, L.P., General Atlantic (IC), L.P., General Atlantic (IC) SPV, L.P., David Mangum, Preston McKenzie, Raph Osnoss, and Paul G. Stamas.

Srinivas M. Raju, Matthew W. Murphy, Kevin M. Kidwell, Elizabeth J. Freud, RICHARDS, LAYTON & FINGER, P.A., Wilmington, Delaware; Attorneys for Defendants Robert Bennett and Deborah Dunnam.

Joseph O. Larkin, Cliff C. Gardner, Nicole A. DiSalvo, Louis K. Tiemann, SKADDEN, ARPS, SLATE, MEAGHER & FLOM LLP, Wilmington, Delaware; Attorneys for Defendants Matthew Hamilton and Diego Rodriguez.

Stephen C. Norman, Jaclyn C. Levy, Callan R. Jackson, POTTER ANDERSON & CORROON LLP, Wilmington, Delaware; David B. Hennes, Lisa H. Bebchick, ROPES & GRAY LLP, New York, New York; Mark S. Gaioni, ROPES & GRAY LLP, Los Angeles, California; Sarah M. Samaha, ROPES & GRAY LLP, Washington, District of Columbia; Phillip Z. Yao, ROPES & GRAY LLP, Boston, Massachusetts; Attorneys for Defendant Goldman Sachs & Co. LLC.

LASTER, V.C.

A private equity firm acquired a controlling interest in a software company. It secured governance rights, including director nomination rights. Half of the board comprised the controller’s nominees.

Two years passed. Needing liquidity, the controller approached another private equity firm about buying part of its stake and potentially taking out the public minority.

Anticipating a proposal, the board set up a special committee. After signing an NDA and receiving due diligence, the favored buyer hesitated. The special committee went into hibernation.

Ten months later, the favored buyer returned. The board reactivated the special committee. The controller delivered an MFW letter and told the board it would only consider selling a minority stake.

The controller and its longtime financial advisor, now representing the company, led the bidder outreach. They told bidders that the controller would only consider selling a minority stake. The bid letter asked for proposals that included a special distribution to the controller.

The company received several first-round bids for a minority stake. The company’s financial advisor then gave the favored buyer a price tip that helped shape its proposal. The company told all of the interested parties that it would entertain second-round bids.

A few weeks later, the favored buyer made a surprise control bid. It proposed to acquire 60% of the company, including the public shares. The controller would sell

part of its shares into the offer and roll over the rest. The favored buyer told the company that it would not consider purchasing a minority stake.

The controller asked the special committee if it could negotiate price and governance terms concurrently with the potential buyer. The governance terms included liquidity rights. The special committee agreed.

What emerged from those negotiations was a $4 billion take-private transaction that the special committee, the board, and the stockholders approved. The favored buyer cashed out the company’s public stockholders for $23 per share and ended up owning 65% of the company. The controller sold some of its shares to the favored buyer at the same price the public received. The controller rolled over the rest in return for a 35% post-transaction stake. The controller also received $500 million in the form of an undisclosed post-closing dividend on its rolled-over shares.

This action followed. The plaintiffs represent a putative class of former public stockholders. They allege that the controller and the directors breached their fiduciary duties by negotiating and approving a transaction that was unfair to the public minority. They also claim that the fiduciaries breached their duty of disclosure. They further contend that the company’s financial advisor and the favored buyer aided and abetted the sell-side breaches of duty.

Five groups of defendants briefed motions to dismiss. All claim that the transaction complied with MFW’s requirements, warranting dismissal. This decision rejects the defendants’ pleading-stage invocation of MFW because the complaint alleges facts making it reasonably conceivable that the stockholder vote was not fully

informed. Entire fairness becomes the operative standard of review, and the defendants do not argue for dismissal under that standard.

Separately, the CEO, two special committee members, and another director seek dismissal on the basis of exculpation. The CEO, one special committee member, and the other director face potential liability for non-exculpated claims. One special committee member only faces care claims and is entitled to dismissal.

Finally, the complaint states a claim for aiding and abetting breaches of fiduciary duty against the company’s financial advisor. The complaint fails to state an aiding and abetting claim against the favored buyer.

I. FACTUAL BACKGROUND

The facts are drawn from the amended complaint (the “Complaint”), documents the Complaint incorporates by reference, and documents subject to judicial notice.1 At this procedural stage, the court must credit the Complaint’s well- pled allegations and draw all reasonable inferences in the plaintiffs’ favor. A. The Company In 2009, Robert Bennett founded InvoiceCloud (the “Company”), an electronic payments and billing processor. Bennett served as CEO.

1 Citations in the form “Compl. ¶ ___” refer to paragraphs of the Complaint,

which is the operative pleading. Dkt. 72. Citations in the form “Ex. ___ at ___” refer to exhibits to the transmittal affidavit of Ben Lucy, which collects documents that are incorporated by reference in the Complaint or that are subject to judicial notice. Dkt. 127. Page references cite to internal pagination whenever possible.

In 2015, private equity firm Summit Partners purchased a stake in the Company. Summit’s investment gave it the right to appoint one member of the board of directors (the “Board”). Summit appointed Matthew Hamilton, one of its managing directors.

In 2018, General Atlantic, another private equity firm, acquired a controlling interest in the Company. General Atlantic has also invested in other Summit-backed companies, and the two firms have a long history of partnering on investments.

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