A former speech pathology and behavioral therapy professional, Chelsea embraced a career pivot in 2013, diving into equipment finance with determination. In 2018, she was one of four founding members of Wintrust Specialty Finance (WSF), building the company from the ground up. Now as Vice President and Funding Manager at Wintrust Specialty Finance, she has become a standout leader recognized as one of the 2024 Monitor Top Women in Equipment Finance.

This award follows Chelsea’s recognition as one of the Monitor’s NextGen Leaders in 2021 and exemplifies the power of perseverance and adaptability. From her early days as a funding coordinator to helping establish a $2 billion division at Wintrust Specialty Finance, she has consistently embraced challenges as opportunities to innovate and grow. Chris Mauldin, Senior Vice President and COO of Wintrust Specialty Finance, sums it up: “Chelsea possesses a unique skill set from her experience and background in education. Her positive attitude and personality enable her to work effortlessly with top executives, internal team members, and most importantly, our customers.”

Fostering an environment of collaboration and open communication, Chelsea finds her emphasis on teamwork to be key to her success. Her commitment to leading with kindness and confidence has strengthened her team and set a high standard for future leaders. As she reminds us, “Never underestimate the power of your voice and standing tall. Embrace every challenge as an opportunity to grow.”

See her feature in the MonitorDaily.