Wintrust
Wintrust

60 Wintrust Financial Customer Service Representative Jobs Hiring Near You

Wintrust Wealth Management is a division of Wintrust, a financial services company with more than $66 billion in assets. Why join us? * An award-winning culture! We are rated a Top Workplace by the ...

Wintrust Wealth Management is a division of Wintrust, a financial services company with more than ... Enter and maintain CRM notes as directed. * Ensure the team is compliant in following all processes ...

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$22 - $24/hr

Excellent customer service and problem-solving skills * Exceptional verbal and written ... Wintrust Financial Corporation, including community banking and financial services subsidiaries, is ...

Minimum 6 months of experience in cash handling or customer service * High school degree or GED ... Wintrust Financial Corporation, including community banking and financial services subsidiaries, is ...

... services through its 16 bank charters and nine non-bank businesses. Wintrust delivers the ... Operate a teller drawer to serve customers and bank personnel in lobby or drive up. * Recognize ...

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Wintrust Jobs Information

Do workers at Wintrust get paid breaks?

No. Most people don’t get paid breaks.
68% of people say they don’t get paid breaks.
Based on data from 19 people who took the Breakroom Quiz between December 2024 and April 2026.

Does Wintrust pay people when they’re sick?

Yes. Most people get paid when they’re sick.
90% of people say they would get paid if they were sick but scheduled to work.
Based on data from 20 people who took the Breakroom Quiz between December 2024 and April 2026.

At Wintrust, are sick days and vacation days separate paid time off?

Sick days and vacation days are separate paid time off.
70% of people say they don’t have to use vacation days when they’re out sick.
Based on data from 10 people who took the Breakroom Quiz between June 2025 and April 2026.

Is the health insurance from Wintrust affordable enough for their workers?

Most people say the health insurance costs are okay.
88% of people say the health insurance costs are okay
Based on data from 16 people who took the Breakroom Quiz between April 2025 and February 2026.

Do people get paid time off at Wintrust?

Most people get paid time off work.
91% of people say they get paid time off.
Based on data from 11 people who took the Breakroom Quiz between June 2025 and April 2026.

How far ahead of time do people find out their work schedule?

Only some people find out their schedule four weeks ahead of time.
  • 30% of people with changing schedules find out their shifts one week or less ahead of time.
  • 10% of people with changing schedules find out their shifts two weeks ahead of time.
  • 20% of people with changing schedules find out their shifts three weeks ahead of time.
  • 40% of people with changing schedules find out their shifts four weeks or more ahead of time.

Based on data from 10 people who took the Breakroom Quiz between December 2024 and December 2025.

Do workers at Wintrust worry about hours?

Most people don’t worry about getting enough hours.
100% of people report they don’t worry about getting enough hours.
Based on data from 14 people who took the Breakroom Quiz between December 2024 and December 2025.

Do Wintrust workers get to choose the shifts they work?

Most people get to choose which shifts they work.
69% report that they have enough control over which shifts they work.
Based on data from 13 people who took the Breakroom Quiz between December 2024 and December 2025.

How easy is it for Wintrust workers to change shifts?

Most people find it easy to change shifts.
100% of people report that it’s easy to change shifts if they need to.
Based on data from 10 people who took the Breakroom Quiz between December 2024 and December 2025.

How easy is it to get time off at Wintrust?

Most people find it easy to get time off.
100% of people report it’s easy to get time off.
Based on data from 17 people who took the Breakroom Quiz between December 2024 and April 2026.

Do Wintrust managers change schedules at the last minute?

Most managers don’t change people’s schedules at the last minute.
100% of people say their manager doesn’t change their shift schedule at the last minute.
Based on data from 14 people who took the Breakroom Quiz between January 2025 and December 2025.

Do jobs at Wintrust spill into time workers aren’t paid for?

Rarely. The job doesn't usually spill into unpaid time.
8% of people report that their job takes up time that they don’t get paid for.
Based on data from 12 people who took the Breakroom Quiz between December 2024 and December 2025.

How easy is it to take sick days at Wintrust?

Most people find it easy to take sick days.
95% of people report that it’s easy to take time off if they are sick.
Based on data from 19 people who took the Breakroom Quiz between December 2024 and April 2026.

Is working at Wintrust good if you’re a parent or caregiver?

Most parents and caregivers say this is a good place to work.
100% of people who care for a child or other relative report this is a good place to work.
Based on data from 5 people who took the Breakroom Quiz between January 2025 and February 2026.

Do people at Wintrust feel treated with respect by their managers?

Most people feel treated with respect by their managers.
95% of people say they’re treated with respect by their managers.
Based on data from 19 people who took the Breakroom Quiz between December 2024 and April 2026.

Do people at Wintrust get to take their breaks without interruption?

Most people get breaks without interruption.
89% of people report that they get to take their breaks without interruption.
Based on data from 19 people who took the Breakroom Quiz between December 2024 and April 2026.

Is it stressful to work at Wintrust?

Most people feel stressed here.
78% of people say they often feel stressed at work.
Based on data from 18 people who took the Breakroom Quiz between January 2025 and April 2026.

Do people at Wintrust enjoy their jobs?

Only some people enjoy their job.
47% of people report they don’t enjoy their job.
Based on data from 17 people who took the Breakroom Quiz between December 2024 and April 2026.

Do people at Wintrust recommend working with their team?

Only some people recommend working with their team.
55% of people report that they wouldn’t recommend working with their immediate team to a friend.
Based on data from 20 people who took the Breakroom Quiz between December 2024 and April 2026.

Do people get enough training when they start at Wintrust?

Some people didn’t get enough training when they started.
37% of people report they didn’t get enough training when they started working here.
Based on data from 19 people who took the Breakroom Quiz between December 2024 and April 2026.

Do people get support to advance at Wintrust?

Most people are given support to advance their career here.
In the last year, 69% of people report being given support to advance their career here.
Based on data from 16 people who took the Breakroom Quiz between December 2024 and April 2026.

Do people think Wintrust’s headquarters understands what’s happening where they work?

Some people think headquarters doesn’t understand what’s happening where they work.
65% of people think that this employer’s headquarters or owners don’t have a good understanding of what’s really happening where they work.
Based on data from 17 people who took the Breakroom Quiz between January 2025 and April 2026.

Do workers feel well informed about how Wintrust is doing?

Most people feel well informed about how the company is doing.
72% of people feel that they are kept well informed about how the company is doing as a whole.
Based on data from 18 people who took the Breakroom Quiz between December 2024 and April 2026.

What other companies are hiring for Customer Service Representative jobs?

$59K - $77K/yr

Full-time

Medical, Dental, Vision, Life, Retirement

Posted 11 days ago


Key responsibilities

  • Support Relationship Managers in all day-to-day client and consultant needs, coordinating with other departments as needed.

  • Support client account onboarding, termination, transitions, and other lifecycle events, ensuring compliance and collaboration with relevant stakeholders.

  • Coordinate the development of client and consultant presentation materials, ensuring accuracy of performance and client-related statistics.


Wintrust rating

8.0

Company rating: 8.0 out of 10

Based on 20 frontline employees who took The Breakroom Quiz

72nd of 174 rated banks


Job description

Wintrust Wealth Management serves the financial needs of private clients, including high net worth individuals, business owners, and institutions. Since our founding in 1931, we have been helping clients meet their increasingly complex financial goals with the highest standards of service and integrity. Through our four companies, Wintrust Investments LLC, Wintrust Private Trust., Great Lakes Advisors LLC, and The Chicago Deferred Exchange Company LLC, we offer comprehensive wealth management solutions, including investment, trust, and asset management services. Wintrust Wealth Management is a division of Wintrust, a financial services company with more than $66 billion in assets.

Why join us?

  • An award-winning culture! We are rated a Top Workplace by the Chicago Tribune (past 11 years) and Employee Recommended award by the Globe & Mail (past 6 years)

  • Competitive pay and discretionary or incentive bonus eligible Comprehensive benefit package including medical, dental, vision, life, a 401k plan with a generous company match and tuition reimbursement to name a few Family-friendly work hours

  • With 200+ community bank locations, we offer opportunities to grow and develop in your career

  • Promote from within culture

What you will do:

  • Support Relationship Managers in all day-to-day client and consultant needs, coordinating with other departments as needed to ensure a timely response and/or follow through.

  • Support client account onboarding, termination, transitions, and other lifecycle events, ensuring compliance with internal firm procedures and collaborating with all relevant stakeholders.

  • Coordinate the development of client and consultant presentation materials, ensuring accuracy of performance and client-related statistics.

  • Identify and escalate any sensitive client issues to the CEO and Relationship Managers and coordinate a timely response.

  • Work with Operations team to process client cash flow requests.

  • Participate in cross-functional projects and initiatives that enhance the client experience.

  • Coordinate new client onboarding to the firm's portfolio management and advisory service platform along with those of complementary external asset managers. This includes opening accounts and preparing client documentation.

  • Perform on-going account maintenance including, but not limited to, funds disbursements, ACAT transfers, gifting of securities, and handling client account updates such as investment objective changes.

  • Review client account activity to ensure overall accuracy, proper trade settlement and account reconciliation.

  • Effectively communicate client relationship updates with internal partners.

  • Assist with development and implementation of operational and workflow improvements to maximize efficiency and effectiveness of client service support in order to ensure a high level of client and team member satisfaction.

  • Identify client account and operational issues and seek timely resolution.

  • Prepare client meeting materials and reports for Portfolio Managers.

  • Ensure data accuracy across numerous internal systems and applications.

  • Coordinate with client's attorneys, accountants, and other professionals as needed.

  • Meet all firm policy, compliance, and regulatory requirements.

Qualifications:

  • Bachelor's degree in finance or related field required.

  • 2-5 years of experience in similar role in private wealth management industry.

  • Demonstrated understanding of complex investment and portfolio management products. Knowledge and experience with alternative investments a plus.

  • Confident ability to interact with high-net-worth individuals.

  • FINRA Series 7 and 66 licenses required, or willingness to obtain in timely manner.

  • Exceptional verbal and written skills; detail-oriented and highly organized with proactive follow-up skills and strong client focus.

  • Proven ability to work independently and competently handle multiple responsibilities with a high degree of accuracy in a fast-paced, demanding work environment.

  • Strong capability to work collegially with various internal partners while maintaining a strong sense of accountability to the team.

  • Ability to work with multiple portfolio managers and prioritize tasks while maintaining exceptional service to all clients.

  • Knowledge of bank products a plus.

  • Salesforce experience a plus.

Benefits:

Medical Insurance Dental Vision Life insurance Accidental death and dismemberment Short-term and long term Disability Insurance Parental Leave Employee Assistance Program (EAP) Traditional and Roth 401(k) with company match Flexible Spending Account (FSA) Employee Stock Purchase Plan at 5% discount Critical Illness Insurance Accident Insurance Transportation and Commuting Benefits Banking Benefits Pet Insurance

Compensation:

The estimated salary range for this role is $59,000 - $77,000, along with eligibility to earn an annual bonus. Actual salaries may vary based on several factors, such as a candidate's qualifications, skills, and experience.

#LI-ONSITE

From our first day in business, Wintrust has been proud to serve a variety of unique communities and people from all walks of life. To build a company that reflects the communities we serve, we believe that fostering a unique and inclusive workplace where everyone feels valued and empowered to succeed will support our ongoing success. Wintrust Financial Corporation, including community banking and financial services subsidiaries, is an Equal Opportunity Employer. All qualified applicants will receive consideration for employment without regard to race, color, religion, sex, age, national origin, disability, veteran status, genetic information, and other legally protected categories.


What Wintrust employees say

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