We are always on the lookout for talented and engaged team members who want to join a workplace environment that fosters success.

FIRST Insurance Funding, a division of Wintrust, prides itself on its commitment to service. Not only do we provide excellent service to our clients but to our coworkers, as well. With management’s open door policy, every employee has a voice. Everyone helps FIRST to continually improve processes and maintain open lines of communication.

We offer an engaging, dynamic work environment and an excellent compensation package, including 401(k), employee stock purchase plan, medical/dental, life insurance, and more!

In 1991, we opened one storefront community bank location with one specific goal: to provide an alternative to the big banks that were just beginning to flood the market. We believed—and still do—that people deserve a warm, friendly, honest, and highly responsive banking experience.

Today, we’re proud to be Chicago’s Bank® and Wisconsin’s Bank®. We’ve also grown into a company with a presence across the U.S. and Canada. We have more than 150 community banks and provide a variety of offerings, including commercial banking, premium financing, mortgage origination, wealth management, and short-term accounts receivable financing, just to name a few. Every bank and group that has joined the Wintrust family along the way has stayed true to that original mission, thanks to our employees who serve as brand champions and live our values.

Entrepreneurial, customer-focused, and team-oriented people thrive here at Wintrust. We approach each day intent on making an impact and believe in providing truly distinctive customer service. We’re not just in the communities we serve. We’re part of them.