Demo

Senior Associate – Operations

Wintrust Financial Corporation
Chicago, IL Full Time
POSTED ON 12/25/2025
AVAILABLE BEFORE 2/26/2026
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 9 years) and Employee Recommended award by the Globe & Mail (past 6 years)
  • Competitive pay and annual discretionary 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 175 community bank locations, we offer opportunities to grow and develop in your career
  • Promote from within culture

Position Overview

This role will play a critical part in supporting the daily operational needs of the firm’s investment management activities. This position serves as a central point of coordination between investment teams, custodians, administrators, and internal departments such as compliance, client service, and finance. Responsibilities span across trade support, account reconciliation, performance calculation and reporting, data management, billing, and process optimization.

What You’ll Do

  • Maintain accurate records of portfolio data in portfolio management accounting system including daily reconciliation, trade affirmation/settlement, security setup, pricing/account valuation, corporate actions, system automation, data workflow/custom reporting (SSRS).
  • Liaise with custodians, brokers, and internal teams to resolve reconciliation issues, trade discrepancies, or settlement issues.
  • Calculate and review investment performance at the portfolio, composite, and product levels on a daily, monthly, and quarterly basis.
  • Support the firm’s GIPS compliance and composite maintenance.
  • Monitor various reports and client account activity to ensure accuracy and identify any data quality issues.
  • Collaborate with portfolio managers, client service, and marketing teams to provide timely performance data for client reports, RFPs, and marketing materials.
  • Work closely with various internal groups to identify operational inefficiencies and assist with development and implementation of operational workflow improvements, maintaining documented procedures for all.
  • Assist with ad hoc reporting requests, audits, and internal/external data inquiries.
  • Contribute to operational projects related to data automation, system enhancements, and reporting infrastructure.
  • Coordination with and oversight of outsourced vendors to ensure consistent service and data delivery

Qualifications

  • Bachelor’s degree in business, economics, finance, or related field required.
  • 2-5 years of experience in an operations or performance reporting role within asset management or financial services.
  • Ability to coordinate and liaise with executive management, investment teams, trading, sales and service teams, and vendors on operational concerns
  • Proficiency in Microsoft Excel (advanced functions), experience in performance and investment operation systems (Advent, Bloomberg, FactSet, Morningstar) preferred.
  • Strong understanding of investment products (equities, fixed income, multi-asset) and performance/attribution concepts.
  • Familiarity with GIPS standards and composite construction.
  • Exceptional verbal and written skills; detail-oriented and strong problem-solving and analytical skills.
  • Ability to work independently and collaboratively across teams.
  • Strong written and verbal communication skills.

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 $70,000 - $90,000, 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.

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.

Salary : $70,000 - $90,000

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