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Wintrust Financial

Is this your company?

Trying to play with the big dogs in IT - Anonymous employee Wintrust Financial Employee Review

2.0
Jul 25, 2019
Anonymous employee
Recommend
CEO approval
Business Outlook

Pros

Close to public transportation and by the airport.

Cons

Wintrust Financial is a small bank trying to play IT with the big dogs in the industry. They lack vision on what is truly necessary to get them to a big bank status. They believe they can manage using technology at the cheapest cost to make things work. They have outdated software applications and lack the staff and resources to take this company to become a big bank with the customer benefits that come with it. The leadership is old school with a new CIO. You have to be part of the good ole boys club to provide any input while new ideas and technologies are shunned. The work/life balance leaves much to be desired with an old school mentality when it comes to dress code and work from home policy. Benefits aren't great and the software tools to support them are archaic. The left hand doesn't play well with the right hand.

Explore other reviews about Wintrust Financial

5.0
Mar 16, 2026
Recommend
CEO approval
Business Outlook

Pros

Great team and willing to help with many questions. Worked to develop me into role.

Cons

No cons to speak of.

5.0
Jun 2, 2026
Recommend
CEO approval
Business Outlook

Pros

Good management, nice people to work with

Cons

The commute distance isn’t great

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