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Salary
$59k – $77k per year
Location
In office (Rosemont)
Seniority
Middle · 3+ years exp
Employment
Full-Time
Overview
Company
Impact
Profile match
Wintrust Financial is a bank holding company headquartered in Rosemont, Illinois, and founded in 1991. The company operates a group of separately branded community banks across the Chicago area and southern Wisconsin, alongside specialty businesses in commercial lending, insurance premium finance, mortgage origination, and wealth management. It is listed on the Nasdaq and has grown largely by acquiring local banks while keeping their individual names and branch identities.

Wintrust provides community and commercial banking, specialty finance and wealth management services through its 16 bank charters and nine non-bank businesses. Wintrust delivers the sophisticated solutions of a large bank while staying true to the relationship-focused,personalized service of our community banking roots. We serve clients in all 50 states with more than 200 branch banking locations in Illinois, southwestern Florida, northwestern Indiana, west Michigan and southern Wisconsin and commercial banking offices in Chicago, Denver, Milwaukee, Grand Rapids, Mich., and in key branch banking locations throughout Illinois. Our people are the heart of our business and we are proud to rank consistently as a top place to work. Wintrust is a $66 billion financial institution based in Rosemont, Illinois, and listed on the NASDAQ Global Select Market under the symbol “WTFC.”

Why join us?

  • An award-winning culture! We are rated a Top Workplace by the Chicago Tribune (past 12 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

Position Overview:

The Digital Product Strategy Analyst supports the digital product team in identifying, evaluating, and advancing strategic opportunities that enhance customer experience and business outcomes. This role plays a critical part in intake management, prioritization, vendor evaluation, and cross-functional collaboration to drive product innovation and continuous improvement.

What you’ll do:

Intake Demand and Management

  • Manage and process incoming product requests, enhancements, and initiatives through standardized intake processes.

  • Serve as Key point of coordination between business stakeholders and product teams during evaluation.

Prioritization Planning and Support

  • Assess incoming initiatives against strategic goals, customer impact, effort, and resource constraints. Align with core values.

  • Facilitate prioritization discussions and provide recommendations based on data-driven insights

  • Help maintain and update product backlogs in collaboration with product owners

Product Delivery & Collaboration:

  • Partner with product and cross-functional teams to define requirements

  • Drive roadmap planning and execution for digital banking products by partnering closely with product managers to prioritize enhancements, align on strategic objectives, and ensure timely delivery of initiatives that meet client and business needs.

Strategy and Opportunity Research

  • Support the development of product strategy by analyzing internal data, customer feedback, and market insights

  • Conduct research to identify emerging digital trends, customer needs, and competitive opportunities

  • Synthesize findings into actionable recommendations for leadership and product owners

  • Identify gaps, design future-state solutions, track performance, and drive ongoing improvements through data, dashboards, and process optimization.

Communication and Training

  • Enhance system training by developing clear, effective demo environments and materials, and support new product rollouts through engaging demonstrations and comprehensive training tools for both internal teams and clients.

Qualifications:

  • 3-5 years’ related experience

  • Bachelor's degree or equivalent

  • Familiarity with Digital Banking Platforms and related technologies required.

  • Understanding of requirements related to Digital Banking and Retail Banking processes and financial services experience preferred.

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.

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.

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