Having spent more than 20 years within the hallowed halls of The Signature Room at the 95th , one of Chicago’s most lauded dining destinations, Dan Winters helms all fiscal aspects as chief financial officer. Describing his leadership style as a blend of visionary and participative, he sets lofty goals for his teams and empowers them to achieve greatness. “I encourage freedom among my employees by staying out of the weeds and inspiring confidence in the decisions they make,” he says. “But I’m always here to support, no matter what.”
Detail-oriented and always striving for perfection—much like the restaurant itself on a grander scale—Winters speaks the language of numbers fluently. A master of troubleshooting, his eagle-eye for errors maintains accuracy and his knack for balance keeps every department in check. With a proven track record, he stepped more, in the past few years, into operational and decision-making roles for the establishment. A challenging shift for the CFO, he thrives on the added responsibilities and oversight.
A Chicago native, Winters had a clear vision for his future every year that career day occurred in primary school—even at his young age. With accounting as a foundation, he remained eager to run a company.
Earning his bachelor’s from Loyola University Chicago, Winters also pursued a CPA certification in 1996, though his beginnings with The Signature Room started a year prior—he approached the restaurant regarding an accounting internship to earn money while he was in school. Due to his dedication, the part-time role turned into a professional relationship lasting more than two decades. “The ownership here has treated me exceptionally well throughout my tenure, and I repay them with my loyalty,” he says.
Upon college graduation, Winters became accounting manager. Four years later, he rose to assistant controller, while another four promoted him to the top controller role. In 2009, he took on the title of director of finance, and within a year’s time he became the chief financial officer after the departure of his superior. The vacancy presented the opportunity for Winters to prove himself at the top spot, which was a culmination of his life’s work. He since drove, and continues to drive, The Signature Room and Lounge to achieve consistent financial success yearly.