From Oak Brook to Africa

The Drake

The Drake Luxury Brands bold global leap

By Hinsdale Magazine Group Staff

The Drake Oak Brook has been a symbol of elegance in the western suburbs, known for its rich history, classic architecture, and timeless charm. Under the ownership of Jim Nagle, a former Chicago attorney and third-generation lawyer, the iconic hotel has undergone a dramatic revival, positioning itself as a local landmark and a growing luxury brand with global ambitions.

Nagle, who pivoted from law to real estate preservation and civic leadership, has made it his mission to restore and elevate The Drake. His work has helped transform the property, and now his vision is expanding beyond Illinois.

Through The Drake Luxury Brands, Nagle leads a $250 million international expansion into Ethiopia, one of Africa’s fastest-growing and culturally rich nations. The project—located in Mekele, the capital of the Tigray region—marks the brand’s official entry into the global luxury market.

“This is an incredibly exciting time for the Drake Luxury Brands,” said Nagle. “Ethiopia represents a gateway to Africa and a hub of heritage, innovation, and growth. We are thrilled to bring our unique style and character to this remarkable country.”

The sprawling 100-acre complex includes a 250-room luxury hotel, outdoor music amphitheater, theme park, and an impressive 120,000-square-foot natatorium and sports center. Scheduled to open in late 2026, the development is a bold expression of Drake’s evolution—from a suburban boutique hotel to an international lifestyle brand.

But the roots of this story run even deeper. At the center are Nagle and Tekeste Gebreselasse, who have forged a powerful mentor-mentee bond that has endured for over a decade. Gebreselasse, who once worked alongside Nagle at The Drake Oak Brook, has long envisioned bringing this partnership to his home continent. Now serving as Managing Director of African Markets for Drake Luxury Brands, he’s more than a business leader—he’s the cultural bridge.

Hinsdale Magazine Group explores the full story of their enduring friendship, shared vision, and this long-awaited collaboration in our next issue.

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Kristina and Matthew Bailey began reading books to their son, Owen when he was six months old— they haven’t stopped.
Owen turned 4 in June and recently received an award from the Clarendon Hills Public Library for having had 1,000 books read to him before starting kindergarten.

The library’s 1,000 Books Before Kindergarten Challenge is one of a few reading challenge programs offered in Clarendon Hills, where the Bailey family has lived for the past 2 1/2 years.
Kristin Bailey said she saw an ad about the 1,000 Books Before Kindergarten Challenge and decided it was a good fit for Owen.

“He’s always been really into books,” Bailey said. “He had a natural interest in books at nine months old. That’s when COVID started, and he didn’t get out much, so reading books to him worked out very well. He’s a naturally curious kid, and imagination-building is important. The reading allows him to learn and explore new things, and he really wants to learn to read now.”

Krista Devlin, the Clarendon Hills library’s youth services librarian, said there’s a specific reason The Friends of the Library-sponsored 1,000 Books Before Kindergarten Challenge was started in 2022.

“Reading aloud to a child is one of the best ways to help develop important early literacy skills, which will prepare them for kindergarten,” Devlin said. “It is also a great way to bond with your child and to encourage a love of reading.”

Devlin said Owen was the second child to reach the challenge of having 1,000 books read to him before starting kindergarten. He was awarded a certificate, a crown, and his picture was taken to recognize his accomplishment.

Bailey, who said she is “a big reader,” said her family usually goes to the library once a week. Reading three books each night to Owen, along with a book before nap time, is the household normal.

“Consistency in our routine has been good and is important,” she said, adding that Owen’s two sisters, ages 2 1/2 and 1

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