How Cupitt’s Estate grew into a much-loved community destination

Starting as a small vineyard and winery in 2007, the family-owned and run business on the NSW South Coast has become a regional favourite.

When Rosie and Griff Cupitt bought a property in Ulladulla on the NSW South Coast in 2001, their plan was to run cattle on it. But, inspired by their European travels, they soon had another idea.

“I really love the way the French and the Italians do their hospitality and thought that it would be a great thing to do in our region,” says Rosie, who was studying viticulture at the time.

The two established a vineyard, winery and restaurant on the land, founding Cupitt’s Estate in 2007. In the years since, their sons Wally and Tom and daughter-in-law Libby have come on board to help run and grow the business—and navigate the inevitable ups and downs along the way.

Libby and her husband Tom joined 12 years ago after returning to Australia from London. "I’ve always loved food, wine and tourism so it wasn’t hard for me to get swept up into this world. Now I can’t imagine doing anything else,” she says.

Seizing growth opportunities

While Libby—Cupitt’s’ strategy and partnerships manager—says the business’s growth has “snowballed” over the past decade, it’s also faced its share of challenges. “2020 was a really tough year for the south coast. We had bushfires at the end of 2019, then the pandemic happened,” she says.

Realising the need to adapt, the family used this time to “double down” on their growth plans by upgrading the kitchen and building luxury villas on site with the help of a CommBank BetterBusiness loan and equipment financing.

“We were really fortunate to get a government grant but there was a timeline on the grant. Our bank at the time wasn’t working fast enough so we met up with CommBank—they understood our business, our vision and our potential,” says Libby.

Aerial shot of Cupitt's Estate showing vineyards and winery. Cupitt's Estate now employs over 100 people.

Family first

With Libby's husband Tom in the role of general manager and brother-in-law, Wally, as winemaker, growing Cupitt’s Estate has been a family affair.

“Tom and Wally’s sister, Sophie, lives in Sydney and comes down often. Between us all, we have six kids,” she says. “I joke that Rosie and Griff strategically made us their work colleagues so we couldn’t get away from them. But it’s beautiful that the guys spend so much time with their parents and our children get to be around their grandparents.”

Simplifying the businesses finances, with products like CommBank’s Business Transaction Account, Business Online Saver and Capital Growth Account, has freed them up to enjoy even more time together, including regular family dinners. “We’ve got a really great local manager,” says Rosie. “He’s got the same birth date as my son Tom, so he’s sort of like another son in a way.”

Tom and Libby Cupitt walking through a garden with flowers and fruit trees. Libby with her husband and Cupitt's Estate's general manager, Tom.

She and Griff are still very much involved in the business, which now employs over 100 people and has become a much-loved community destination, with a craft brewery, casual dining options and live music added to the mix.

Libby says, “I’m so glad my in-laws had the foresight and entrepreneurial spirit to take a risk and create Cupitt’s Estate, and that they’re entrusting us as the caretakers of that legacy who can take it to the next level. We feel completely privileged to be able to do this every day; it’s just an absolute joy.”

Libby’s 3 tips for a successful family business

  1. Have a nimble banking partner. CommBank has helped us access funds quickly for investment and expansion.
  2. Don’t “talk shop” at family dinners. Family members who aren’t involved in the business can feel very disconnected when you talk about work. 
  3. Know everyone’s strengths and weaknesses. If everybody’s leaning the same way—whether that’s creative, entrepreneurial or operational—you won’t get traction. 

For support on how to start, run or grow your small business, visit the CommBank small business hub.

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An earlier version of this article was published in Brighter magazine.

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