Smartsheet Inc v. Federal Insurance Company

District Court, W.D. Washington·Decided August 8, 2022·No. 2:22-cv-00314·Unknown

Opinion

fUNITED STATES DISTRICT COURT WESTERN DISTRICT OF WASHINGTON AT SEATTLE SMARTSHEET, INC., CASE NO. C22-314 MJP Plaintiff, ORDER DENYING MOTIONS TO DISMISS v. et al., Defendant. This matter comes before the Court on Defendant Federal Insurance Company’s Motion to Dismiss (Dkt. No. 44) and Defendant Freedom Specialty Insurance Company’s Motion to Dismiss (Dkt. No. 52). Having reviewed the Motions, the Opposition (Dkt. No. 57), the Reply in which Freedom joins (Dkt. Nos. 61, 62), the Court DENIES the Motions. BACKGROUND A local software company, Plaintiff Smartsheet, Inc., has filed suit against its insurers to obtain declaratory relief as to the scope of coverage due under its directors and officers policies. Smartsheet also asserts breach of contract, bad faith, and Washington Insurance Fair Conduct Act claims against variously against certain defendants. The underlying facts relevant to the Motions to Dismiss concern two groups of lawsuits filed against different directors that allege the directors duped early investors into selling their shares before the company went public in April 2018. (First Am. Compl. ¶¶ 2-6, 29.) Two of Smartsheet’s insurers, Federal and Freedom,

seek dismissal of some of the claims on the theory that the coverage available to Smartsheet is limited to one policy year and not two. They argue that under the claims-made policy all of the claims Smartsheet faced are “related claims” that are covered only under the earliest policy period, not both years. The Court first reviews the underlying facts of the actions against the directors and the relevant portions of the insurance policies. A. Claims against Smartsheet and its Directors While a private company, Smartsheet had a number of investors, including Insight Ventures Partners VII, L.P., which invested significant sums in the company. (FAC ¶¶ 31-34.) Insight appointed its managing director, Ryan Hinkle, to be a director at Smartsheet. (FAC ¶ 6.) While Hinkle was a director of Smartsheet in April 2017, Insight agreed to purchase over 6.6

million shares of Smartsheet stock at a price of $8.3035 per share (the “Tender Offer”). (FAC ¶ 37.) “The Tender Offer process included a notification to Smartsheet shareholders as to their options and rights, a forum for answering shareholder questions regarding the Tender Offer, and Offering Documents that identified the risk factors and other elements of the Tender Offer.” (FAC ¶ 39.) Through the Tender Offer, Insight acquired over 5.3 million shares of stock from the other private investors. (FAC ¶ 40.). In December 2017, after the Tender Offer, Smartsheet then filed a draft registration statement with the Securities and Exchange Commission to issue common stock through an Initial Public Offer. (FAC ¶ 42.) On April 27, 2018, Smartsheet’s shares began to trade publicly and closed that day at a price of $19.50 per share. (FAC ¶ 42.)

Investors who sold in the Tender Offer were unhappy to learn that Smartsheet went public and that public shares were trading at a far higher price than offered in the Tender Offer. In December 2019, Patrick Colacurcio filed a class action lawsuit against Hinkle and Insight, which the parties refer to as the Colacurcio Class Action. (FAC ¶ 44(a).) According to

Smartsheet, the plaintiffs in the Colacurcio Class Action alleged “among other things, that plaintiffs were induced to sell their Smartsheet shares to Insight at artificially reduced prices in part because Hinkle improperly failed to disclose knowledge relating to a potential future Smartsheet IPO that he allegedly obtained in his role as a Director of Smartsheet.” (FAC ¶ 47.) In January 2021, Hinkle and Insight filed suit against Smartsheet demanding the advancement of defense costs arising out of the Colacurcio Class Action. (FAC ¶¶ 44(b), 50.) And in April 2021, Smartsheet served an arbitration demand against a former employee, David Hanson, who was a named plaintiff in the Colacurcio Class Action that Smartsheet alleged violated a separation agreement. (FAC ¶ 44(c), 57.) Hanson filed a counterclaim that Smartsheet violated the Washington State Securities Act by failing to disclose the potential future IPO to Tender Offer

purchasers. (FAC ¶ 58.) The Parties refer to the action filed by Hinkle and Insight and the Hanson arbitration as the “Ancillary Actions.” Separately, in June 2018, Megan Colacurcio served an arbitration demand on her ex- husband and Smartsheet’s founder/director, Brett Frei, alleging Frei duped her into disposing of her Smartsheet shares before the Tender Offer. (FAC ¶¶ 60-62.) Colacurcio alleged that she agreed to sell her Smartsheet shares to Frei as part of their divorce settlement for far less than the Tender Offer price. (See Ex. A to the Declaration of Matthew W. Beato (Dkt. No. 45 at 5-15 (“Frei Demand”); FAC ¶ 61.) According to Colacurcio’s arbitration demand, Frei withheld the fact that Colacurcio could have sold her shares in the Tender Offer for far more than she sold

them through the settlement. (Frei Demand at ¶¶ 4-5.) Colacurcio also alleged that Frei violated a representation and warranty in the divorce settlement agreement that Smartsheet was not intending to go public within 18 months of the agreement. (Id. ¶ 21-23.) Colacurcio alleged various claims including a breach of fiduciary duty claim against Frei in his capacity as a director

of Smartsheet. (Id. ¶¶ 44-49.) The Court refers to this as the Frei Demand. B. Smartsheet’s Insurance Smartsheet purchased Directors & Officers and Entity Securities Liability Insurance Policy No. 8251-3818 from Federal for the policy period of April 27, 2018 to April 27, 2019 (the “2018 Policy”). (FAC ¶ 71.) Smartsheet purchased a series of excess policies for this same period on the same general terms and conditions of the Policy. (FAC ¶ 84.) The 2018 Policy covers claims against Smartsheet and “any natural person who was, now is or shall become . . . a duly elected or appointed director” of Smartsheet. (FAC ¶ 74.) Through the 2018 Policy, Federal agreed to “pay, on behalf of an Organization [Smartsheet], Loss on account of a Claim first made against an Insured Person during the Policy Period, to the extent the Organization pays or

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