When a promise bears fruit

Published in Coffs Coast News of the Area on 25 September 2026.

Clive began working at Rosegum Vineyard as a young man. Owned by Reginald and Dorothy, Rosegum became the centre of his working life. He tended the vines, repaired fences and worked each harvest for modest wages and accommodation.

Over time, Clive came to know Rosegum intimately. He knew which vines struggled through dry summers, which machinery required more persuasion than maintenance and had developed strong opinions about grapes that nobody had asked for.

Reginald often assured Clive that one day Rosegum would be his. When Reginald became ill, he explained that the vineyard would first pass to Dorothy and then to Clive.

After Reginald died, Dorothy confirmed their agreement that Rosegum would eventually be his.

Several years later, Clive was offered a management position at a larger vineyard with substantially higher pay and opportunities for advancement.

Clive mentioned the offer to Dorothy over dinner. She dismissed the idea, telling him, “Oh, don’t be ridiculous, Clive. Rosegum is your home.”

Clive laughed, agreed and declined the offer.

For 23 years, Clive remained at Rosegum on a modest income. He did not pursue another career, purchase a home or accumulate substantial superannuation. Rosegum was no longer simply where Clive worked. It was the future around which he had arranged his life.

Despite her promise, Dorothy made several Wills which did not leave Rosegum to Clive.

When Dorothy died, her final Will left the vineyard to her daughter, Caroline. Clive instead received just $300,000.

Caroline argued that Clive had been paid, lived rent-free and received a substantial gift under the Will.

Clive brought a claim based on proprietary estoppel.

The Court found that Clive had relied upon Dorothy’s promise to his detriment, remaining at Rosegum for decades while foregoing more lucrative employment and opportunities elsewhere.

Ultimately, Rosegum was ordered to be transferred to Clive, in place of his $300,000 gift.

Thank you to Ellysha Laklem for her assistance with this column.

If you have a request for a Hypothetical, call Manny Wood on (02) 66 487 487 or email [email protected].

This fictional column is not legal advice.