She left a trading desk to make happy things for happy places. Then she invented a dress you could nap in, and the internet emptied her warehouse in minutes.
Call it the Nap Dress and people picture a nightgown. That is the joke, and Nell Diamond is in on it. The smocked, tiered dress she launched in June 2019 was never meant for sleeping. It was meant to feel like you could. Comfortable enough for an early morning with three kids, presentable enough for a board meeting, forgiving enough for drinks after. A dress you do everything in.
Diamond runs Hill House Home out of New York, the lifestyle company she started in 2016 while still an MBA student at the Yale School of Management. It began as a quiet, sensible idea: well-priced luxury bedding, the sheets and towels she could not find at a price that made sense. The plan was linens. The legend turned out to be a dress.
When the Nap Dress arrived, every drop sold out. For roughly two years the pattern held, dress after dress, print after print, gone. Then 2020 sent the world indoors, and a garment that was comfortable enough to sleep in but acceptable on a Zoom call stopped being a niche and became the uniform of an era. In February 2021, a single collection sold $1 million of inventory in twelve minutes.
The number is the kind of thing that makes people assume luck. Diamond is unsentimental about it. Going viral, she says, is the easy part now. The hard part is taking a minute to think about what the virality is actually for.
I've always been a dress girl. I wanted a dress that I could do everything in.Nell Diamond, on the origin of the Nap Dress
The brand is named after a house. Hill House sits on Nantucket, her parents' summer place, and the choice tells you something about how Diamond thinks. She did not name the company after herself, or a trend, or a feeling she wanted to manufacture. She named it after a place she loved, and then spent years building products that carried that feeling into other people's homes.
Her aesthetic is its own argument. Waist-length hair, ruffles, platform heels, gold jewelry that means business. A Pre-Raphaelite sensibility filtered through a vintage nightgown. The look reads as deeply girly, and Diamond has never apologized for it. The brand's customers, a fiercely loyal and very online community, see themselves in it. That is the whole point.
Diamond grew up between Tokyo and London, moving with a family whose center of gravity was international finance. Her father is Bob Diamond, the former chief executive of Barclays. She could have inherited that world. Instead she went to Princeton and majored in English literature, writing a senior thesis on femininity built around a single line from Milton's Paradise Lost about Eve's wild hair. It traced women's hair as something dangerous, even deadly, across Greek myth, the Bible, and Disney films. It is not the resume of someone who planned to sell bedsheets.
After Princeton she did the expected thing anyway. A couple of years in finance, an analyst seat at Deutsche Bank in New York. She has described that stretch plainly: she felt like she was wearing a costume. So she enrolled at Yale's business school, interned at Louis Vuitton, and used the incubation time to build the thing she actually wanted to make. Roughly six months after graduating, Hill House Home was real.
I was a solo founder and the only employee for quite a bit. I found the loneliness of launching something really challenging.On the early years
For a long stretch, the company was one person. Diamond ran every function herself and, rather than admit it, invented names. A "Charlie" here, a few others there, a small fictional staff so the operation seemed bigger than a single woman at a laptop. It is a funny story now. At the time it was survival, and it is the kind of detail that explains why she talks about the loneliness of founding more honestly than most people in her position.
The drops became the engine. Hill House did not sit on a static catalog; it released, sold out, restocked, and released again, turning each launch into an event the community organized around. The Nap Dress alone grew into dozens of styles and an uncountable run of prints. Fans of the brand range from regular customers to Anya Taylor-Joy, Emmy Rossum, and Princess Eugenie.
In September 2022, Hill House raised $20 million at a reported $150 million valuation, money to expand beyond the dress into a fuller world of fashion and home and to push into physical retail. Stores followed in places like Charleston, Palm Beach, and Dallas. The team Diamond built leaned heavily female, and she has been vocal about running it that way.
Her Instagram is the brand's clearest mirror. More than half of it is business. The rest is family: her husband, private equity investor Teddy Wasserman, and their three children, eldest son Henry and twins Willow and Sebastian. Drop announcements arrive with her kids in the frame. The blending is not a strategy slide. It is just how she shows up, and it happens to be the most durable marketing the brand has.
What makes Diamond worth watching is not that a dress went viral. It is that she treats the boring part, the bedding, the supply chain, the loyalty, as the real company, and the viral part as weather. She built something a community returns to on purpose. The Nap Dress got them in the door. The rest is why they stay.
Two-plus years in finance, including an analyst seat at Deutsche Bank in New York.
Yale School of Management. Interns at Louis Vuitton, develops the Hill House Home concept.
Launches Hill House Home as a DTC brand selling luxury bedding and sleepwear.
Introduces the Nap Dress. Drops begin selling out, again and again.
The Nap Dress goes viral as the pandemic's comfortable-but-presentable uniform.
A single collection sells $1 million of inventory in 12 minutes.
Raises $20M at a reported $150M valuation; expands product and retail.
Marks 8 years of Hill House; brick-and-mortar stores from Charleston to Palm Beach to Dallas.
I've always been a dress girl. I wanted a dress that I could do everything in.
I was a solo founder and the only employee for quite a bit. The loneliness was challenging.
Assume good intent. Assume there's a good intention behind something.
Our nap dresses are incredibly comfortable. They make you feel really put together.
Profile compiled from public interviews and reporting, including Yale SOM, Business of Fashion, Fortune, WWD, Worth, Brunswick Review, Homes & Gardens, and Evie Magazine. Funding figures per Fortune and company reporting; valuation figure reported, not confirmed by the company.