A woman tracked down her husband's dream Rolex to surprise him with it on their wedding day

Bry, 32, and Christopher, 40, didn't connect romantically at first.

They were both working for Amazon Web Services in Seattle, where they're still based, and met through meetings.

Christopher said he liked Bry instantly and pursued her for a while, but she wasn't interested in dating someone she worked with. That changed in 2023, though.

"He was very persistent, which I really liked," Bry told Business Insider. "It worked out that I was free one night and said, 'Sure, let's go to dinner.' It changed everything for me. From then on, we were inseparable."

The couple traveled to Miami, their favorite vacation spot, and were staying at the St. Regis Bal Harbour Resort.

Bry didn't know it, but Christopher had arranged candles, roses, a heart sculpture, and other decor on the beach where he'd propose.

"I thought we were there for my birthday," Bry said. "I suggested we get some photos on the beach, and Chris said he already took care of that request."

Once she said yes, the couple celebrated with Champagne and a private candlelight dinner.

Prior to the proposal, Bry and Christopher had gone engagement ring shopping at Tiffany & Co., Cartier, and Van Cleef. Though each offered stunning rings, Bry didn't love any of them.

Then they stepped into a Harry Winston boutique.

"They had Champagne for us, and it was top-tier service," Bry said. "Then they took us to the rings, and there was nothing like those diamonds. They were the most incredible, shiny things. I couldn't even believe they existed."

Still, she never expected Christopher to propose to her with a piece from the jeweler.

"He got down on one knee, opened the beautiful box that had Harry Winston [printed] on it, and in that moment, I said, 'Oh my God, you got the Harry Winston!'" Bry recalled.

Christopher picked a platinum ring from The One collection. It features a 2.5-carat oval diamond, a micropavé halo, and a matching micropavé band.

The couple didn't share the price of Bry's ring, but ones in the Harry Winston collection retail for upward of $23,500.

She didn't know exactly how long it would take to find her husband's dream Rolex, but she knew it would likely be a lengthy process.

Buying a Rolex is like buying a Birkin bag. Shoppers often need to track down the specific pieces they're interested in from Rolex directly, authorized dealers, or secondhand sellers.

From there, many shoppers end up on waiting lists alongside other interested buyers.

Bry was specifically looking for a two-tone Datejust in oystersteel and yellow gold with a limited-edition Wimbledon dial that Christopher had previously tried on.

The watch, which can sell on the secondhand market for upward of $17,000, is beloved for its unique gray dial with Roman numerals, the latter of which are outlined in the same shade of green as Wimbledon tennis courts.

A sales associate at the couple's local luxury boutique wasn't sure that finding the piece would be possible.

"I remember asking, 'Are you going to source it for me, or should I find somebody else who can help me?'" Bry said. "I was kind of joking, but kind of not. If they were going to tell me no, somebody else would say yes."

"I got a phone call from [my sales associate], and she said, 'I need you to come in today.' I had a meeting, and I canceled it to run straight to the boutique," Bry said.

The watch was exactly the one Bry had requested. Still, she felt it could be even better — so she had it engraved with a meaningful message.

"To my husband Chris on our wedding day, 4-11-26. Love always, your wife, Bry," the bottom of the watch face says.

Christopher and Bry had been on the hunt for his dream watch for a long time.

"We were looking at resale [options], and we looked in every city we traveled to, if it was in the south of France, LA, or Miami," Christopher said. "We would stop at Rolex stores or distributors, and every time, they would tell us no. They'd say, 'Man, that's a hard get. I don't think you're going to make that happen.'"

So when he was presented with a Rolex bag ahead of their wedding, Christopher said his "heart dropped."

"Even a week before our wedding, we were joking around about what we got each other [as wedding gifts]," he said, noting that Bry told him his dream watch wasn't an option.

Bry said she wanted their wedding guests to feel like they were in a "luxurious dream." They accomplished exactly that with a beach setting, white rose decor, a matching arch, a mirrored walkway, and more.

"We had this moment on the dance floor when we brought up both our families, which ended up exceeding the space, to take a picture," Christopher said. "Our cultures came together in that one moment."

"Chris is always trying to give me the life that he thinks I deserve, and he treats me like a queen," Bry said. "My ring is a reminder of that."

Christopher added that his watch is more than a timepiece. It's a symbol of their love, their future, and the life they aim to create together.

"Bry always finds a way to recognize the partnership we've built," he said. "We have these personalized gifts, and they're just so meaningful to me. It's the effort to show up."