Shelley White
Partner
Cayman Islands
Key takeaways
The judgment related to two appeals from the orders of Doyle J in Re HQP Corporation Limited (in Official Liquidation) dated 19 July 2023 and Segal J in Re Direct Lending Income Feeder Fund Ltd. (in Official Liquidation) dated 8 May 2024 following applications to the Grand Court by the liquidators of the two companies for directions.
The applications concerned the treatment in the liquidations of claims by investors who were said to have been induced to subscribe for shares by misrepresentations by the companies. In both cases, the represented value of the companies had been misleadingly inflated, and financial records of HQP had also been falsified. The appeals in HQP and Direct Lending were heard together, following conflicting rulings at first instance.
In both appeals, the CICA determined the following two key issues:
1. whether claims for damages for misrepresentation inducing a subscription for shares in a company can be admitted to proof in a liquidation or whether such claims are barred by the English decision of the House of Lords in Houldsworth v City of Glasgow Bank (1880) 5 App Cas 317 (the 'bar on proof issue'); and
2. if such claims are provable, where do such claims rank in a liquidation in relation to other claims made by members, former members and unsecured third party creditors? In particular, do they fall within section 49(g) of the Companies Act so that the claims of members and former members are subordinated to the claims of external unsecured creditors (the 'priority question').
With respect to the bar on proof issue, the CICA held that:
1. The Houldsworth principle remains part of the common law of the Cayman Islands.
2. The effect of this long-standing (since 1880) English common law rule (until its abrogation in England and Wales in 1989 by legislative intervention) was that a shareholder was precluded from proving in a winding up for damages for a misrepresentation which induced him/her to enter the subscription contract.
3. The common law rule in Houldsworth (which operated alongside the statutory regime governing the right to prove in a winding up) was soundly based on the principle of the maintenance of capital to protect the interests of non-shareholder creditors.
4. However, where the company’s creditors have been paid or dealt with, the Houldsworth rule should not prevent a misrepresentation plaintiff from proving in the winding up of the company in competition with other shareholders. Whilst this had not been contemplated by the existing Houldsworth rule as developed, the CICA found Segal J's reasoning for this conclusion to be compelling.
5. Such misrepresentation plaintiffs are creditors of the company and if the external creditors have been paid or dealt with they ought to be able (consistently with sections 49(g) and 37(7) of the Companies Act) to prove for their claims (including, rescinding their subscription contracts, if necessary). In those circumstances, misrepresentation plaintiffs would not be competing with external creditors.
With respect to the priority question, the CICA held that:
1. Redeeming shareholders3 and misrepresentation plaintiffs claim in their capacity as members and are subject to section 49(g) of the Companies Act (which subordinates the claims of members to the claims of external unsecured creditors).
2. With respect to misrepresentation plaintiffs, their claim is essentially for the return of the contributions to the company’s capital which the member is required by the subscription contract and the articles to make. Such claims are brought 'in that person’s character of a member by way of dividends, profits or otherwise' under section 49(g) of the Companies Act and are, therefore, deferred to those of 'any other creditor not being a member of the company'.
3. The fact that the redeeming shareholders have become creditors does not require that they be given priority over the misrepresentation plaintiffs (who are themselves creditors). Misrepresentation plaintiffs and redeeming shareholders have priority over the general body of shareholders, but not over other creditors, and hence not over each other.
However, as regards the misrepresentation plaintiffs in HQP (who allege that the misrepresentations induced them not only to subscribe for but also to subordinate the priority attached to their shares), the CICA held that they remain bound by the contractual waterfall in HQP's Articles of Association, which created a 'last in, first out' liquidation preference.
In the CICA's view, the contractual waterfall evinced a clear agreement between shareholders that some shareholders have priority over others, and that the misrepresentation plaintiffs remain bound by that agreement. Accordingly, the claims of misrepresentation plaintiffs in HQP rank pari passu with (but only with) the claims of redeeming shareholders holding the same class of shares as those to which the relevant misrepresentation claim relates. The CICA recognised that this decision may be thought to be unfair with respect to the misrepresentation plaintiffs in HQP (other than those at the top of the waterfall) 'since its practical effect is to deprive them of any remedy'.
The appeals in HQP and Direct Lending reflect the tension that can exist between claims by investors and principles concerning the retention of capital favouring external unsecured creditors over the members of a company in an insolvency by subordinating shareholders’ claims in their capacity as shareholders.
Whilst the CICA has provided much needed clarity with respect to these issues, it remains to be seen whether an appeal to the Judicial Committee of the Privy Council will be pursued in either HQP or Direct Lending given the divergence of views and the matters at stake.
Subject to that, the CICA has clarified that the Houldsworth rule continues to preclude misrepresentation plaintiffs from proving in competition with unsecured third party creditors, but that misrepresentation plaintiffs should not be prevented from proving in the winding up once external creditors have been paid. In that respect, the Houldsworth rule no longer operates as an absolute bar to shareholder misrepresentation claims.
The CICA observed that the impact of this aspect of its decision on liquidations generally in the Cayman Islands is likely to be limited. This is because there will often be insufficient assets in a liquidation to pay ordinary external creditor claims, in which case, the rule in Houldsworth will apply in full vigour to preclude shareholder misrepresentation claims.
[1] Christopher Smith and Martin Trott of R&H Restructuring (Cayman) Ltd.
[2] [2025] CICA (Civ) 19, handed down on 7 November 2025.
[3] (including those who have completed the steps necessary to redeem and so have ceased to be shareholders and become creditors instead, but have not been paid).
Authors
Partner/Cayman Islands
Senior Counsel/Cayman Islands
Senior Counsel/Cayman Islands
Associate/Cayman Islands
Associate/Cayman Islands
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Senior Counsel
Cayman Islands
Senior Counsel
Cayman Islands
Associate
Cayman Islands