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BROOKE BRISKLY WALKED the two blocks from Oak Street Beach to the elegant eight-story building on Michigan Avenue that was home to Sterling’s corporate offices. Tacos and smoothie in hand, she pushed through the revolving doors and waved hello to Mac, a retired Chicago police officer who manned the front security desk, as she passed through the lobby and headed toward the elevators.

When Ian Sterling, CEO of Sterling Restaurants, had approached her two years ago about coming on board as general counsel—or “GC” as the position was commonly called—he’d been very candid about his vision and plans. He’d started the company with one restaurant, an American bistro in the heart of downtown Chicago, and within eight years had opened six more restaurants that ran the spectrum from summer hot spot The Shore, to an Irish pub on the south side of the city, to Sogna, the company’s “crown jewel” that had just this year earned a coveted three-star Michelin rating.

Many restaurateurs would’ve been satisfied there, but not Ian Sterling. He was aggressive, he was driven, and he had plans. Big plans.

A friend of a friend knew the owner of the Chicago Cubs, and Ian convinced the owner to consider letting Sterling Restaurants take over the food and beverage service for the Stadium Club and skyboxes at Wrigley Field.

“Should you choose to accept the position,” Ian had said to Brooke, à la Mission Impossible, on the evening he’d formally offered her the job over dinner at Sogna, “your first task as GC will be to close the Wrigley Field deal.”

“And then what?” Brooke had asked.

“You’ll be part of a team that will build an entire sports and entertainment division of Sterling,” he’d said. “Ballparks. Arenas. Stadiums.”

Brooke had to admit, she’d been impressed with his ambition. She’d been working at a law firm at the time, in the corporate department, and had been the associate with primary responsibility over Sterling Restaurants’ non-litigation matters. Having known Ian for several years by that point, she’d been aware that he’d contemplated hiring an in-house attorney. What she hadn’t realized, however, was that he’d planned to ask her to fill the position. “You’re not concerned that I only have five years’ experience?”

“I’ve seen you in action many times, Brooke. You’re tough when you need to be, and you can charm the pants off men who have three times your experience.”

“Well, yes. Although I try not to take advantage of that too often. Very awkward negotiating with people who are sitting around in their underwear.”

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Ian had grinned. “I like your style—and just as important, I like you. So the better question is, do you think you can handle the job?”

A direct question. Luckily, Brooke had never been one to mince words, either, and Ian’s enthusiasm and drive were infectious. It was an opportunity to take a chance, to get involved with a young company that was on the rise. So in answer to Ian’s question, she’d looked him right in the eyes. “Absolutely.”

Because Brooke Parker was a woman who was going places. She’d made that promise to herself a long time ago.

Two years later, she had zero regrets about taking a chance with Sterling. The company had grown steadily since she’d come on board as GC, most notably in their sports and entertainment division. After finalizing negotiations with Wrigley Field, Brooke and the other two members of Ian’s “dream team”—the VP of sales and the VP of operations—had spent a lot of time schmoozing and wining and dining prospective clients. And when they’d landed a contract to take over the food service at the United Center—home of the Chicago Bulls and Blackhawks and the fifth-most-profitable sports venue in North America—they’d all partied like it was 1999 at the Sterling corporate office.

A few months after that, they’d headed down to Dallas, where Brooke and the two VPs had given their best sales pitch and negotiated a deal with the Cowboys. A short while later, they landed the contract for Dodger Stadium, too.

During the Dodger negotiations, the general counsel, a woman with whom Brooke had formed a friendly relationship, just so happened to let it slip that she’d heard whispers that the folks at L.A. Arena Company—who owned the Staples Center, aka home to the Los Angeles Lakers, Clippers, Kings, and Sparks—were also unhappy with their food and beverage vendor and looking to make a change as soon as their current contract expired.

So the dream team had struck while the iron was hot.

And now, assuming there were no hiccups in the deal Brooke was finalizing today with the lawyers representing L.A. Arena Company, Sterling Restaurants would soon be adding the Staples Center, the number-one most profitable sports venue in the country, to their roster.

In a word, they were hot.

Sterling was an exciting, demanding, absolutely exhausting place to work. Sure, that meant long hours for Brooke, but she believed in the company and her role there. Whether negotiating a multimillion dollar contract with the GC of the Dallas Cowboys, or investigating an internal complaint that one of their pastry chefs had a problem playing grab-ass with the waitresses, there was never, ever a dull moment.

After exiting the elevator at the third floor, Brooke turned down the hallway that would take her to Sterling’s offices. She pushed through the frosted-glass doors and said hello to the receptionist. According to the clock on the wall, she still had fifteen minutes to eat lunch before her conference call. Plenty of time.




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