Wintrust Financial reviews

3.7

65% would recommend to a friend

(452 total reviews)
avatar

Tim Crane

64% approve of CEO

64% positive business outlook

Wintrust Financial has an employee rating of 3.7 out of 5 stars, based on 452 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).

Reviews by job title

452 reviews
2.0
Feb 10, 2026

Every department is different

Anonymous employee
Recommend
CEO approval
Business Outlook

Pros

Co-workers Time off Interview process

Cons

Leadership not genuine Workload Pay

5.0
Jan 23, 2026
Recommend
CEO approval
Business Outlook

Pros

Intelligent and aware leadership. Willing to hear your concerns and ideas.

Cons

Overall, no significant cons to mention

1.0
Jan 13, 2026

Avoid at all costs

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.

Viewing 7 - 9 of 452 Reviews

Glassdoor has 555 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.