Jobs › HUB International

Senior Applications Support Specialist

HUB International · Chicago, IL · $70,000–$85,000 a year · Full time

Posted Sep 24, 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

How do you work with an outside vendor when a defect in their product is hurting our users?

What they are checking: Whether they can push a vendor to resolution while keeping internal users informed.

Tell me about a time you found the root cause of a recurring support issue.

What they are checking: Whether they fix underlying problems instead of closing the same ticket over and over.

How do you explain a technical limitation to a business leader who wants it fixed now?

What they are checking: Whether they can communicate constraints clearly and offer workable alternatives.

What would you do

A producer cannot see a client's policy that was entered yesterday. How would you troubleshoot it?

What they are checking: Whether they work through permissions, data entry and sync issues in a logical order.

HUB grows through acquisitions. How would you help bring an acquired agency onto our core systems?

What they are checking: Whether they understand data migration, training and support needs during agency conversions.

How would you prioritize support requests coming from offices across several regions?

What they are checking: Whether they weigh business impact and urgency fairly across a large, spread-out organization.

About the work

What broker management or policy administration systems have you supported, such as Applied Epic or Vertafore AMS360?

What they are checking: Whether they know the insurance applications this role centers on and their common problems.

What document management systems have you supported, and what problems came up most?

What they are checking: Whether they have handled document workflows that insurance operations depend on.

How do you test a system upgrade before it reaches hundreds of users?

What they are checking: Whether they plan testing and rollback carefully for business-critical applications.

What SQL or reporting skills do you use to investigate data issues in applications?

What they are checking: Whether they can query data directly to find problems instead of relying only on the user interface.

Practice this interview out loud.

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The full job description

As published by HUB International.

ABOUT US At HUB International , we are a team of entrepreneurs. We believe in protecting and supporting the aspirations of individuals, families, and businesses. We help our clients evaluate their risks and develop solutions tailored to their needs. We believe in empowering our employees to learn, grow, and make a difference. Our structure enables our teams to maintain their own unique, regional culture while leveraging support and resources from our corporate centers of excellence. HUB is one of the largest global insurance and employee benefits broker, providing a boundaryless array of business insurance, employee benefits, risk services, personal insurance, retirement, and private wealth management products and services. With over $5 billion in revenue and almost 20,000 employees in 600 offices throughout North America, HUB has grown substantially, in part due to our industry leading success in mergers and acquisitions. Summary of Position: Provide high level systems and application support to the insurance business, with a focus on broker management, policy administration and document management applications. Work with IT and business operations across diverse businesses to assess systems information needs and correspond with internal teams and external vendors to ensure resolution of key issues. Play an active role in the maintenance of key business systems across various platforms. Major Functions: • Serve as second/third level support for Enterprise Broker Applications • Receive and respond to service requests and incidents in a timely manner, adhering to established SLA and OLA timeframes • Review error logs • Work with vendors and internal teams to research and resolve problems • Identify recurring issues and provide solutioning to prevent future occurrences • Responsible for maintenance of assigned systems including scheduled utilities • Monitor application performance and develop recommendations for corrections and improvements • Coordinate with Service Desk lead on introduction of new applications and accompanying Maintenance and Support SOPs • Mentorship and cross-training of team members • Develop training material, knowledge base articles, and support documentation for both the immediate team as well as the first level Service Desk team • As required, coordinate activities with technical support staff and operations management • Occasional weekend and after-hours support as required Basic Qualifications: • 3 years’ experience required working with and administrating backend/servers • Familiarity with policy administration or broker management application support and administration • Working knowledge of SaaS technologies • 1 – 2 years’ experience required working with MS SQL, MS Office 365, and Powershell • Comfort working in SQL Server Management Studio (SSMS) to review, run, and troubleshoot queries against production data • 1 year experience working in a distributed network environment • 2 years’ experience working with end users and providing production support • Strong organizational skills, detail oriented with the ability to handle multiple projects and priorities concurrently • Excellent interpersonal skills required • Strong time management and organizational skills • Self-motivated and proactive team member who will utilize time efficiently, share knowledge, and be receptive to others’ ideas • Desire to exceed customer expectations by providing world class customer service Preferred qualifications: • 2+ years’ experience with document management system support and administration • Exposure to additional insurance application categories preferred (e.g., claims, or rating and comparative rater platforms) • Experience supporting and troubleshooting application integrations • Experience or exposure across retail, MGA (Managing General Agent), and/or wholesale insurance distribution channels preferred • 3 years’ experience in the Insurance industry preferred • 1 year experience developing test plans and data, testing and verification of results JOIN OUR TEAM Do you believe in the power of innovation, collaboration, and transformation? Do you thrive in a supportive and client focused work environment? Are you looking for an opportunity to help build and drive change in a rapidly growing and evolving organization? When you join HUB International , you will be part of a community of learners and doers focused on our Core Values: entrepreneurship, teamwork, integrity, accountability, and service. The expected salary range for this position is $70,000- $85,000 and will be impacted by factors such as the successful candidate’s skills, experience and working location, as well as the specific position’s business line, scope and level. HUB International is proud to offer comprehensive benefit and total compensation packages: health/dental/vision/life/disability insurance, FSA, HSA and 401(k) accounts, paid-time-off benefits such as vacation, sick, and personal days, and eligible bonuses, equity and commissions for some positions. Department Information Technology Required Experience: 2-5 years of relevant experience Required Travel: Negligible Required Education: Bachelor's degree (4-year degree) Equal Employment Opportunity: HUB International Limited is an Equal Opportunity Employer. All qualified applicants will receive consideration for employment without regard to race, color, religion, sex, sexual orientation, gender identity, national origin, age, disability, protected veteran status, or any other characteristic protected by applicable federal, state, or local law. Reasonable Accommodations: HUB International Limited is committed to providing reasonable accommodations to qualified individuals with disabilities throughout the application and hiring process. If you need a reasonable accommodation to access our career site, complete an application, or participate in any part of the hiring process, please contact the Recruiting Team at HUBRecruiting@HUBInternational.com. This contact information is for accommodation requests only and should not be used to inquire about the status of an application. E-Verify: HUB International Limited participates in E-Verify. Please refer to Our Recruiting Process | Applicant Notices: E-Verify Program for additional information.

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