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Manager of IT / Senior Project Manager

Brown & Brown · IL · Remote available · $100,000–$120,000 a year · Full time

Posted Sep 29, 2026 · We last checked this listing on Oct 6, 2026

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Likely interview questions for this role

Written from this job description, not a generic list. Each one notes what the interviewer is really checking.

About your past

Tell me about a complex IT project you delivered on scope, time and budget. What nearly derailed it?

What they are checking: Real project delivery experience and how they manage risk, not just a success story.

Tell me about how you mentor or develop people on your IT team.

What they are checking: People leadership and investment in team growth, since the role manages IT staff.

How do you work with network staff and vendors to keep systems reliable?

What they are checking: Collaboration across internal and external teams to keep business operations running.

What would you do

You are running several projects and two of them need the same engineer next week. How do you decide?

What they are checking: Prioritizing with stakeholders based on business impact rather than whoever is loudest.

A project is going to miss its deadline. How and when do you tell leadership?

What they are checking: Early, honest communication with options rather than hiding bad news.

About the work

How would you build an IT strategy for an insurance division that lines up with its business goals?

What they are checking: Ability to connect technology plans to business outcomes instead of chasing tools.

How do you gather requirements from business users who are not sure what they need?

What they are checking: Skill at drawing out real needs so projects deliver something useful.

How do you build security protocols and IT policy compliance into projects from the start?

What they are checking: Treating security as a design requirement, which matters with insurance client data.

Walk me through how you analyze a recurring application problem and present solutions.

What they are checking: Structured problem analysis and documentation of alternatives, named directly in the posting.

What project management methods do you use, and how do you choose between them?

What they are checking: Flexibility in choosing agile, waterfall or hybrid approaches based on the project.

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The full job description

As published by Brown & Brown.

Built on meritocracy, our unique company culture rewards self-starters and those who are committed to doing what is best for our customers. One80 Intermediaries is seeking a Manager of IT / Senior Project Manager to join our growing team! We’re seeking a Manager of IT / Senior Project Manager to lead the information technology strategy for one of our divisions within Arrowhead Intermediaries while overseeing the planning, execution, and delivery of IT-related projects. This role ensures that technology goals align with business objectives, manages IT teams and drives project success from initiation through completion. How You Will Contribute: • Conduct thorough problem analysis regarding technical systems and application programs; document findings and propose problem resolution alternatives. • Develop and implement IT strategies that support company goals and enhance operational efficiency. • Lead, mentor, and manage IT teams, fostering a culture of innovation and continuous improvement. • Oversee the planning, execution, and delivery of multiple complex IT projects, ensuring adherence to scope, timeline, and budget. • Collaborate with stakeholders to define project requirements, goals and deliverables. • Ensure compliance with IT policies, standards, and best practices including security protocols. • Collaborate with network staff to ensure smooth and reliable operation of software and systems for fulfilling business objectives and processes. • Work at the highest level of all technical phases of programming; requires a high degree of creative thinking and the ability to use the accumulated knowledge and experience of others. • Design and develop procedures, both manual and automated, to solve business opportunities. • Highly self-motivated and directed, with keen attention to detail. Skills & Experience to be Successful: • B.S. in Information Technology or related field; master’s degree preferred. • 5+ years experience in IT leadership and managing IT coding projects. • Strong knowledge of project management methodologies and tools. • Experience with the full life cycle of software development. • Experience with document management, vendor management, and website management. • Experience managing a team, with a track record of setting goals, delegating effectively, and developing team members' skills. • Excellent communication skills at all levels, teamwork, leadership, and independent motivation. • Proven analytical and creative problem-solving abilities. • Certification such as PMP, ITIL or similar are a plus. About One80: One80 Intermediaries is part of Arrowhead Intermediaries, a global insurance distribution platform that offers deep specialization, scale, and innovation across wholesale brokerage, program administration, and specialty insurance. With more than 7,000 professionals worldwide and a collective portfolio exceeding $18 billion in premium placed in 2024, our combined organization delivers a diverse trading platform for insurance carriers as well as expanded access and niche solutions for brokers and customers navigating complex and hard-to-place risks. The platform combines entrepreneurial culture with operational excellence to deliver tailored solutions and long-term value across the insurance ecosystem. Pay Range $100,000 - $120,000 Annual The pay range provided above is made in good faith and based on our lowest and highest annual salary or hourly rate paid for the role and takes into account years of experience required, geography, and/or budget for the role. Teammate Benefits & Total Well-Being We go beyond standard benefits, focusing on the total well-being of our teammates, including: • Health Benefits : Medical/Rx, Dental, Vision, Life Insurance, Disability Insurance • Financial Benefits : ESPP; 401k; Student Loan Assistance; Tuition Reimbursement • Mental Health & Wellness : Free Mental Health & Enhanced Advocacy Services • Beyond Benefits : Paid Time Off, Holidays, Preferred Partner Discounts and more. Not reflective of all benefits. Enrollment waiting periods or eligibility criteria may apply to certain benefits. Benefit details and offerings may vary for subsidiary entities or in specific geographic locations. Recruiting Vendor Disclosure Statement Brown & Brown does not accept unsolicited resumes from external recruiters, recruitment vendors or employment agencies ("Recruiting Vendors"). Recruiting Vendors must have a valid written agreement and received prior written authorization from an authorized Brown & Brown representative before submitting candidates for any publicly posted role. Any unsolicited resumes submitted to Brown & Brown or its employees become the property of Brown & Brown, and no fees will be paid for such submissions. Additional information regarding this policy can be found on our careers page. The Power To Be Yourself As an Equal Opportunity Employer, we are committed to fostering an inclusive environment comprised of people from all backgrounds, with a variety of experiences and perspectives, guided by our Diversity, Inclusion & Belonging (DIB) motto, “The Power to Be Yourself”.

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