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      Wintrust Financial

      Engaged Employer

      Wintrust Financial reviews

      3.7

      65% would recommend to a friend

      (453 total reviews)
      avatar

      Tim Crane

      64% approve of CEO

      64% positive business outlook

      Ratings by category

      3.9

      Diversity & inclusion

      3.8

      Culture & values

      3.8

      Work/Life balance

      3.6

      Senior management

      3.6

      Career opportunities

      3.3

      Compensation and benefits

      Wintrust Financial has an employee rating of 3.7 out of 5 stars, based on 453 company reviews on Glassdoor which indicates that most employees have a good working experience there. The Wintrust Financial employee rating is in line with the average (within 1 standard deviation) for employers within the Financial Services industry (3.7 stars).

      Ratings by demographic groups

      Reviews by job title

      453 reviews
      1.0
      Jan 13, 2026

      Avoid at all costs

      Anonymous employee
      Recommend
      CEO approval
      Business Outlook

      Pros

      Guys I work with are cool.

      Cons

      Where to start. Pay for performance but discretionary bonuses are laughable. Hard time attracting outside talent. Disjointed management system. Too many titles and layers of bosses. Bad messaging. Record earnings followed by miniscule bonuses. Training is weak. Bad communication among departments. Too many long term employees. Guys well past retirement age just hanging around. Getting decisions made takes forever. They kick the can a lot.

      5.0
      Nov 5, 2025

      My Honest Review

      Anonymous employee
      Recommend
      CEO approval
      Business Outlook

      Pros

      Very good company and nice culture. They are the best in Chicago area.

      Cons

      Nothing to add as of now . I don't see any problem and happy with current

      Viewing 73 - 75 of 453 Reviews
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      ReviewsWintrust Financial reviews

      Glassdoor has 556 Wintrust Financial reviews submitted anonymously by Wintrust Financial employees. Read employee reviews and ratings on Glassdoor to decide if Wintrust Financial is right for you.