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Paddy McKillen Jnr Challenges €2.1m Bankruptcy Bid in High Court

Paddy McKillen Jnr Challenges €2.1m Bankruptcy Bid in High Court

March 3, 2026 James Parker - Business Editor Business

Businessman Paddy McKillen jnr is contesting efforts to initiate bankruptcy proceedings against him related to an alleged debt of €2.1 million. The challenge centers around claims made by Herbert Street Finance Unlimited Company, which McKillen jnr disputes, asserting that any indebtedness does not exceed €20,000 and that the demand for payment is invalid.

The case, currently before the High Court, began with a bankruptcy summons issued in late January. Herbert Street Finance alleges that McKillen jnr is liable for the €2.1 million due to a covenant to cover the obligations of Cool Dust Ltd, up to a maximum of €3 million. The creditor claims to have received €2.3 million in partial payments, leaving a balance of approximately €2.14 million, plus daily interest accruing since November of last year, currently around €533 per day.

Cool Dust Ltd and the Underlying Debt

The core of the dispute revolves around the obligations of Cool Dust Ltd. Herbert Street Finance contends that McKillen jnr agreed to be responsible for Cool Dust’s debts. However, McKillen jnr’s legal team, led by barrister Keith Farry, is seeking to set aside the summons, arguing the debt is overstated and the lending agreement itself is flawed. Farry indicated in court that the matter would be “fully contested,” with arguments focusing on the validity and amount of the alleged debt.

A key point of contention, as presented to the court, is whether a debt can even serve as grounds for a bankruptcy summons if its validity is questionable, and whether the alleged amount is accurate. This raises questions about the provability of the debt within the context of bankruptcy proceedings.

McKillen jnr’s Business Interests and Recent Developments

Paddy McKillen jnr has been a prominent figure in Dublin’s hospitality scene for two decades, initially through his company Press Up Entertainment. Press Up, co-founded with Matt Ryan, rapidly expanded by acquiring and developing restaurants and venues like Wagamama, Elephant & Castle, and Wowburger. At its peak, the group employed over 2,000 people across 50 locations.

However, the business landscape shifted in September 2024 when Cheyne Capital acquired a majority stake in Press Up, rebranding it as Eclective Hospitality Group. The Business Post reports that since this change in ownership, McKillen jnr has faced increasing legal challenges, with multiple firms pursuing judgments against him. This bankruptcy summons represents the latest in a series of financial and legal hurdles.

The Court’s Direction and Next Steps

During the hearing on Monday, Niall Ó hUiginn, representing Herbert Street Finance, expressed a desire to expedite the proceedings. He noted that the issue of debt provability hadn’t been raised previously but assured the court his side would address it. Judge Liam Kennedy responded by setting a schedule for the exchange of affidavits and submissions, with a further mention date scheduled for April 13th. At that time, a hearing date for the application to set aside the summons is expected to be determined.

The judge’s directions indicate a procedural approach, allowing both sides to present their arguments and evidence before a decision is made on whether the bankruptcy proceedings can proceed. The court will need to determine the validity and amount of the alleged debt, as well as whether it meets the legal requirements for initiating bankruptcy proceedings.

Broader Implications for McKillen jnr’s Holdings

The outcome of this case could have significant ramifications for McKillen jnr’s financial position and his involvement in Eclective Hospitality Group. A successful challenge to the bankruptcy summons would prevent the proceedings from moving forward, potentially shielding his assets from seizure. However, a ruling in favor of Herbert Street Finance could lead to a bankruptcy order, with potentially far-reaching consequences.

the case highlights the increasing scrutiny of McKillen jnr’s financial affairs following the change in ownership at Eclective Hospitality Group. The Business Post also notes legal issues surrounding the Clerys Quarter commercial property and a dispute involving receivers and a rescinded property sale linked to McKillen jnr’s Ashton’s Legal firm. These developments suggest a period of increased legal and financial complexity for the businessman.

The case also raises questions about the lending practices of Herbert Street Finance and its relationship with Cool Dust Ltd. The details of the original loan agreement and the circumstances surrounding the alleged default will likely be central to the court’s deliberations.

The April 13th mention date will be a key milestone in this ongoing legal battle, setting the stage for a more detailed examination of the evidence and arguments presented by both sides. The court’s decision will not only determine the fate of this particular bankruptcy summons but could also have broader implications for McKillen jnr’s business interests and financial future.

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