Program & Implementation Manager, FIFCO

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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.

• 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 401(k) plan with a generous company match, and tuition reimbursement.
• Family‑friendly work hours.
• With 175+ community bank locations, we offer opportunities to grow and develop in your career.
• Promote from within culture.

• We have a culture that encourages an entrepreneurial spirit.
• We offer multiple opportunities for development and upward mobility.

This position works in conjunction with the Client Success Advisors and other members of the organization to oversee and coordinate various department and company‑led projects and initiatives. The role collaborates across departments to develop, improve, and fulfill new programs that align with our strategic vision, using systems such as FIRST InSite and Salesforce. The Manager will establish SMART goals, develop key performance metrics, and prepare detailed reports for executive stakeholders.

• Work with the organization to ensure detailed plans and deliverables for new programs or niche business offerings are met, using Jira and Lucid flow charts. Act as Project Manager/Supervisor to ensure successful launches and perform post‑launch analysis.
• Identify required resources for program success and develop a comprehensive rollout plan, including system enhancements and business case presentation.
• Identify opportunities for continual improvement across niche programs and business lines.
• Mitigate risks and roadblocks to promote automated solutions for the CSA team, sales team, and clients.
• Collaborate with Marketing to create communication plans, collateral, and training materials for internal and external stakeholders.
• Become an expert on the current system state and recommend initiatives to improve the user experience for clients and internal teams.

• 3–5 years of program or project management experience.
• Strong relationship‑building skills.
• Excellent attention to detail, problem‑solving, and critical thinking.
• Flexible and adaptable to shifting priorities and goals.

• 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.

The estimated salary range for this role is $85,000 – $110,000, along with eligibility to earn an annual bonus. Actual salaries may vary based on candidate qualifications, skills, and experience.

Wintrust serves a variety of unique communities and people from all walks of life. We believe in fostering a unique and inclusive workplace where everyone feels valued and empowered to succeed. 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.