Wintrust Financial Corporation careers
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Wintrust holds sixteen separate bank charters and sells that structure as a product: MaxSafe accounts spread one customer's deposits across all sixteen banks to widen FDIC coverage. The holding company sits in Rosemont, Illinois with roughly $71.1 billion in total assets on December 31, 2025, banking the Chicago metropolitan area, southern Wisconsin, northwest Indiana, and west Michigan. Three segments divide the business: community banking, specialty finance, and wealth management.
Wintrust reported 5,902 full-time equivalent employees in the US and Canada for 2025, 98 percent of them full time and none covered by a collective bargaining agreement. It filled over 1,374 positions that year counting external hires, internal transfers and promotions, and temporary hires, against enterprise turnover of about 12 percent, roughly 83 percent of it voluntary. Its Paired To Win mentoring program logged 778 completed relationships and 4,219 hours over three years.