Wintrust Financial Corporation Logo

Wintrust Financial Corporation

Executive Assistant

Posted 24 Days Ago
Be an Early Applicant
In-Office
Rosemont, IL, USA
27-40 Hourly
Mid level
In-Office
Rosemont, IL, USA
27-40 Hourly
Mid level
Provide high-level administrative support to CEO, President, and COO including calendar and travel management, meeting and event coordination, expense/report assistance, deck and report preparation, visitor coordination, and ad-hoc administrative projects.
The summary above was generated by AI

As one of the largest premium finance companies in the country, FIRST Insurance Funding provides full premium finance services, plus additional services built specifically for agencies. We pride ourselves on the variety of incentive programs, services, and technology we offer. This not only helps grow the agents, brokers, and companies we partner with, but also helps them better serve their clients. FIRST Insurance Funding is a subsidiary 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

Why join this team?

  • We have a culture that encourages an entrepreneurial spirit

  • We offer multiple opportunities for development and upward mobility

The Executive Assistant at First Insurance Funding will be responsible for management of calendars, scheduling of meetings, and coordination of travel for executives. Additional responsibilities include assisting in meeting preparation and event coordination. Ideal candidates will be highly organized, detail-oriented, self-motivated, and enthusiastic individuals who embrace this critical support role and thrive in a client intensive environment.

What You'll Do

  • Managing the daily schedule and travel of CEO, President, and COO.
  • Scheduling and organizing travel itineraries and travel arrangements (airline, hotel, car services). Assisting with expense reports.
  • Assist in setting up/coordinating meetings. Working with vendors on external venues. Coordinating catering and meals for meetings.
  • Keeping Track of monthly executive Meetings. Sending Reminders to Team Members. Creating agenda Deck by collecting and consolidating updates from other executives.
  • Keeping track & Scheduling special events. Putting resources out for meetings. Creating Name Tags for CEO & Team Members.
  • Tracking meetings, agenda setting, gathering information, deck assimilation, designing announcement slides for all company meetings.
  • Support projects for the Managing Sales Directors.
  • Administrative support including filing, copying, and typing correspondence, presentations, spreadsheets, etc.
  • Ability to run and manage business, including but not limited to: ordering and coordinating personal travel including car services, flight reservations, restaurant reservation, etc.
  • Generate and share reports.
  • Coordinate visits of outside guests or candidates.
  • All other tasks as assigned and requested

Qualifications

  • 3-5 years of relevant experience

  • Proven experience of recognizing the necessity of adhering to pre-established timetables without compromising on quality

  • Anticipate the needs of leadership by proactively managing complex calendars

  • Ability to manage seamless logistics for meetings and presentations including booking venues and prepping materials

  • Highly proficient in Microsoft Suite

  • Background in financial or insurance industry a plus

  • High degree of personal integrity to build and maintain trust across senior leadership, internal teams and external partners

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 hourly rate for this role is $27.00 - $39.50 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.

HQ

Wintrust Financial Corporation Rosemont, Illinois, USA Office

9700 W Higgins Rd, Rosemont, IL, United States, 60018

Wintrust Financial Corporation Chicago, Illinois, USA Office

Chicago, United States, 0

Wintrust Financial Corporation Elgin, Illinois, USA Office

Elgin, United States

Wintrust Financial Corporation Highland Park, Illinois, USA Office

Highland Park, United States

Wintrust Financial Corporation Skokie, Illinois, USA Office

Skokie, United States

Wintrust Financial Corporation Wheaton, Illinois, USA Office

Wheaton, United States

Wintrust Financial Corporation Wood Dale, Illinois, USA Office

Wood Dale, United States

Similar Jobs

Yesterday
In-Office or Remote
Chicago, IL, USA
25-32 Hourly
Entry level
25-32 Hourly
Entry level
Artificial Intelligence • Cloud • Enterprise Web • Information Technology • Software • Analytics • Business Intelligence
Provides part-time administrative and executive support for the Chicago Office and executive team. Responsibilities include coordinating meetings, travel, events, catering, mail, visitors, records, office inventory, expenditures, budgets, repairs, work orders, and executive expense reconciliation. The role also supports a safe workplace and responds to internal information requests and ad hoc needs.
Top Skills: ChatgptGeminiMS Office
3 Days Ago
Easy Apply
Remote or Hybrid
United States
Easy Apply
85K-100K Annually
Senior level
85K-100K Annually
Senior level
AdTech • Agency • Artificial Intelligence • Digital Media • Marketing Tech • Social Media • PropTech
Supports the CEO and CFO through complex calendar, email, meeting, travel, communication, and executive coordination management. Prepares agendas, pre-reads, meeting logistics, documentation, notes, decisions, and follow-ups. Uses AI-enabled tools, automation, and integrated workflows to organize information, reduce administrative friction, improve retrieval, and maintain executive context. Handles confidential information, coordinates leadership, board, investor, and company meetings, and builds strong cross-functional relationships.
Top Skills: Ai-Enabled Productivity ToolsCalendarsEmailProject Management SystemsSlackWorkflow Automation
3 Days Ago
Remote or Hybrid
USA
70K-110K Annually
Senior level
70K-110K Annually
Senior level
Cloud • Computer Vision • Information Technology • Sales • Security • Cybersecurity
Provide high-level strategic and operational support to a Senior Vice President and Senior Director in an AI & Autonomous Systems organization. Manage complex, high-volume calendars, coordinate domestic and international travel, oversee expense reconciliation and budgets, and lead large-scale executive events. Act as a trusted liaison, exercise discretion with confidential matters, and proactively optimize executive time and cross-functional collaboration.
Top Skills: Ai TechnologiesCoupaExpensifyGoogle CalendarGoogle WorkspaceNavanSlackWorkday

What you need to know about the Chicago Tech Scene

With vibrant neighborhoods, great food and more affordable housing than either coast, Chicago might be the most liveable major tech hub. It is the birthplace of modern commodities and futures trading, a national hub for logistics and commerce, and home to the American Medical Association and the American Bar Association. This diverse blend of industry influences has helped Chicago emerge as a major player in verticals like fintech, biotechnology, legal tech, e-commerce and logistics technology. It’s also a major hiring center for tech companies on both coasts.

Key Facts About Chicago Tech

  • Number of Tech Workers: 245,800; 5.2% of overall workforce (2024 CompTIA survey)
  • Major Tech Employers: McDonald’s, John Deere, Boeing, Morningstar
  • Key Industries: Artificial intelligence, biotechnology, fintech, software, logistics technology
  • Funding Landscape: $2.5 billion in venture capital funding in 2024 (Pitchbook)
  • Notable Investors: Pritzker Group Venture Capital, Arch Venture Partners, MATH Venture Partners, Jump Capital, Hyde Park Venture Partners
  • Research Centers and Universities: Northwestern University, University of Chicago, University of Illinois Urbana-Champaign, Illinois Institute of Technology, Argonne National Laboratory, Fermi National Accelerator Laboratory

Sign up now Access later

Create Free Account

Please log in or sign up to report this job.

Create Free Account