When a “Fair Wind” Cannot Save a Sinking Ship: NSW Court of Appeal Clarifies the Limits of the “Facilitation Principle” in Proving Loss

Published on
May 21, 2026
Written by
Alec Tonkin

In Financialstrategy.com.au Pty Ltd (in liq) v Bailey Roberts Group Pty Limited (in liq) [2026] NSWCA 74, the New South Wales Court of Appeal reaffirmed that the facilitation principle does not relieve a claimant of the legal burden of proving loss. The decision is an important reminder that, even where wrongful conduct is established, compensation will not follow unless the claimant can prove and rationally quantify the loss said to have been caused by that conduct.

A. BACKGROUND

Financialstrategy.com.au Pty Ltd (FPL), Bailey Financial Management Pty Ltd (BFM) and LAT Wealth Holdings Pty Ltd (LAT) were shareholders in Bailey Roberts Group Pty Ltd (BRG), an advisor group that operated under an Australian financial services licence. Each shareholder conducted financial services business as a corporate authorised representative of BRG (though there were also representatives who were not shareholders).

The relevant agreements between BRG (reflected in its principals’ subjective understanding) and the shareholder entities provided, in substance, that each shareholder “owned” the managed discretionary account clients it serviced. Obviously, in a world where modern slavery laws prevent ownership of clients, “ownership” relevantly reflected an understanding that each corporate authorised representative was entitled to the remuneration generated by certain classes of clients and could retain those income streams if it ceased to act under BRG’s licence without hindrance or interference by BRG.

The dispute emerged in about September 2020, when relations between the principals deteriorated after FPL and Mr Roberts indicated an intention to leave BRG and transfer clients to a new business arrangement associated with another licensee. FPL alleged that, in response, Mr Bailey and Mr Thomas caused BRG to take steps that denied FPL and Mr Roberts access to client information on BRG’s systems and encouraged clients to remain with BRG. FPL commenced various proceedings alleging breaches of contract and oppressive conduct under s 233 of the Corporations Act 2001 (Cth).

At trial, however, its claims failed because the primary judge concluded that any compensable loss had not been proven in a quantifiable way. The Court found that many of the assumptions which were fundamental to FPL’s loss case could not be sustained by Mr Roberts' evidence, which the Court found was often misleading and, in substance, false, such that his evidence as a whole could not be accepted unless corroborated by contemporaneous records.

Watson Webb acted for the active respondents on the appeal (having previously acted for the active defendants, other than Mr Bailey, in the trial proceedings).

B. THE APPEAL

On appeal, FPL contended that the trial judge had erred in concluding that loss had not been adequately demonstrated or quantified. FPL did not seek to disturb the primary judge’s findings regarding Mr Roberts’ false evidence. Rather, a central plank of the appeal was reliance on the facilitation principle, sometimes described as giving a claimant a “fair wind” where the defendant’s wrongdoing has made precise proof of loss difficult. FPL argued that the principle should have assisted it in establishing and quantifying its loss, and that it had done enough at trial to demonstrate that it suffered at least some compensable loss.

C. THE COURT OF APPEAL’S REASONING

Free JA, with Payne and Stern JJA agreeing, rejected the appeal. The Court held that the facilitation principle does not shift the legal onus of proof. The burden remains on the party seeking damages or compensation to prove that loss was caused by the relevant breach. Rather, the principle concerns the way in which that burden may be discharged where the nature of the wrongdoing makes proof difficult. It is therefore an evidentiary aid, not a substantive reallocation of the burden of proof.

Importantly, the Court emphasised that the application of the facilitation principle must be assessed in light of the broader forensic landscape. In this case, a significant source of uncertainty about loss was not merely the respondents’ conduct, but the way FPL had chosen to run its case (including on the basis of Mr Roberts’ false evidence which, for example, was at one point described by the primary judge as “not incidentally or inadvertently false, but involved a deliberated, calculated and dishonest attempt to deceive the Court”). The Court noted that FPL advanced a theory at trial that was ultimately found to bear little resemblance to the facts as determined, and which the primary judge regarded as profoundly misleading. In those circumstances, the Court declined to use the facilitation principle to bridge evidentiary gaps for which FPL itself bore forensic responsibility.

The decision illustrates an important distinction between a court making a rational assessment of loss and impermissibly engaging in speculation. Although the Court accepted that denying relief may leave a recognised wrong without a compensatory remedy, that outcome followed because the appellant had failed to prove its loss on a proper evidentiary basis at the trial level. The Court’s reasoning makes plain that a claimant cannot invoke the facilitation principle as a substitute for coherent pleadings, reliable evidence and a case theory anchored in the facts ultimately established.

D. KEY TAKEAWAYS

(a) The facilitation principle does not reverse or dilute the claimant’s legal burden to prove causation and loss.

(b) The principle may assist in the discharge of that burden, but only where the surrounding forensic circumstances justify that assistance.

(c) A claimant who advances a misleading or factually unsustainable case theory may undermine its own ability to obtain the benefit of any evidentiary indulgence.

(d) Wrongful conduct, even if established, will not necessarily result in compensation where the evidence does not permit a rational quantification of loss.

(e) For litigants and lawyers, the case underscores the importance of aligning pleadings, expert evidence and damages methodology with the facts likely to be accepted at trial.

E. CONCLUSION

Financialstrategy.com.au Pty Ltd (in liq) v Bailey Roberts Group Pty Limited (in liq) is a significant appellate statement on proof of loss in commercial and corporations litigation.

The judgment confirms that courts may be prepared to assist a claimant where wrongdoing has complicated proof, but they will not do the claimant’s work for it. Where uncertainty in proof is materially attributable to the claimant’s own forensic choices, the facilitation principle will offer no rescue.

The Supreme Court of New South Wales judgment can be accessed here, while the New South Wales Court of Appeal judgment can be accessed here.

Alec Tonkin, Senior Associate at Watson Webb, specialises in commercial litigation, corporations law, equity, intellectual property, and contract law, and had daily carriage for the shareholders of BRG.

Disclaimer

This article is provided for general information purposes only and does not constitute legal advice. It is not intended to be a comprehensive statement of the law and is limited to commentary on the facts and issues arising in Financialstrategy.com.au Pty Ltd v Bailey Roberts Group Pty Ltd. The discussion should not be relied upon as applicable to other circumstances. If you require legal advice in relation to any corporations or contractual matter, you should seek independent legal advice.

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