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Wintrust

Paralegal (Northbrook, IL)

Wintrust See More Job Openings by This EmployerArrow
  • Full Time
  • $71,000 - $80,000
  • Northbrook, IL
October 2, 2025 Paralegal

Job Description

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 10 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 175+ 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.

What You'll Do:

The Paralegal will assist the in-house attorneys in the Legal Department in day-to-day business matters concerning, but not limited to, bankruptcy, loan documentation, internal/external client service, litigation, and internal/external inquires.  This is a mid-level role that requires prior paralegal experience.

  • With oversight from in-house counsel, handle loan-related bankruptcy issues including, but not limited to, bankruptcy docket reviews, communications with the Trustee and/or opposing counsel, Motions for Authority to Procure Financing, Motions for Relief, and Proofs of Claim.

  • Support the Asset Management Department by drafting correspondence and communicating with third parties about the company’s collateral.

  • Draft contracts, amendments, addenda, memoranda, correspondence for attorney review.

  • Respond to inquiries from and communicate with government agencies from various states.

  • Conduct research using resources such as legal documents, online databases, and other legal references.

  • Support in-house attorneys and outside counsel with litigation management.

  • Assist in processing legal actions served upon FIRST including subpoenas, court orders, bankruptcy-related notifications, and motions. 

  • Review documents to determine deadlines and to ensure conformity with departmental procedures and requirements.

Qualifications:

  • 3 plus years paralegal experience: bankruptcy experience strongly preferred; corporate or finance environment a plus

  • Paralegal certificate from ABA-approved program preferred; comparable experience with sophisticated legal transactions may be substituted

  • Bachelor’s degree required

  • Organizational and analytical skills, with a high level of accuracy and attention to detail

  • Excellent verbal and written communication skills

  • Demonstrates emotional intelligence as self-awareness, social awareness, and relationship management

  • Exhibits positive attitude

  • Capable of interacting with employees at all levels

  • Self-starter who shows initiative and multitasks effectively

  • Ability to work both independently and in a team environment

  • Advanced skills in Word, Excel and Outlook

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 $71,000 - $80,000, 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.

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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
  • $71,000 - $80,000


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