Under general management, leads IT professionals responsible for the delivery, modernization, and ongoing support of business-critical technology solutions, including Duck Creek Billing and/or Policy platforms, payment solutions, and integrations with enterprise systems and applications. Provides leadership and oversight for large-scale technology initiatives, including platform modernization, cloud transformation, system integration, and related technology delivery, while ensuring high-quality, high-value outcomes for the business.
Partners closely with business and IT leaders to translate business priorities into technology solutions, manage delivery across cross-functional and Agile teams, and align work with enterprise architecture, technology strategy, and organizational goals. Develops and coaches IT professionals, builds strong teams, and ensures the organization has the skills and capabilities needed to support both current operations and future transformation.
Principal Duties & Responsibilities
- Manages relationships with other managers, business stakeholders, IT customers, vendors, and technology partners.
- Contributes to and implements business area plans, integrating activities with Business and IT strategy and direction.
- Ensures adherence to company and IT enterprise standards, goals, processes, and policies.
- Communicates and reinforces corporate-wide and IT-specific strategies.
- Provides reports of status, work progress, and project delivery.
- Initiates action to assure delivery of various aspects of projects, process improvement, or work efforts.
- Leverages data, both quantitative and qualitative, to understand obstacles to delivering business value and takes action to address issues.
- Assesses team strengths and weaknesses to influence and motivate effective teamwork.
- Evaluates team and individual work output/results and provides direct, timely feedback to ensure timeliness and quality.
- Develops, coaches, and motivates IT professionals to improve performance and develop new skills.
- Leads Developers, Business Analysts, Testers, and other technology professionals in the implementation and support of approved technology solutions.
- Responsible for all phases of the solution lifecycle – requirements, design, implementation, testing, post-implementation support, and ongoing maintenance.
- Provides design recommendations based on architecture, technology strategy, and IT organizational direction.
- Ensures User Acceptance Testing and user training are executed as needed.
- Leads teams using Agile delivery practices, including effective planning, prioritization, Agile ceremonies, and continuous improvement.
- Coordinates delivery across enterprise systems and applications, including integrations and dependencies with payment and other third-party solutions.
- Supports vendor and partner relationships, including coordination of delivery commitments, contracts, performance, and dependencies, as applicable.
Education & Experience
- Typically requires a bachelor’s degree in an Information Technology or Business discipline or a related field.
- 3+ years of related experience leading/managing teams or project delivery OR an equivalent level of education and experience.
Knowledge, Skills, & Competencies
- Proven leadership and management skills with the ability to direct and oversee the work of others.
- Proven ability to plan, oversee, track, and report on projects and technology delivery.
- Experience using quantitative and qualitative analytical skills to solve problems.
- Strong interpersonal and negotiation skills with the ability to influence others.
- Strong verbal and written communication skills.
- Ability to quickly learn new business functionality and technologies and stay current with industry trends.
- Experience developing IT talent through coaching and mentoring.
- Experience managing Agile teams, with a strong understanding of Agile ceremonies, delivery practices, and continuous improvement principles.
- Experience leading cloud migration and modernization initiatives, including coordinating cross-functional teams, managing delivery dependencies and risks, and ensuring successful transition from legacy systems to cloud-based solutions.
- Experience with payment solutions and integrations with enterprise systems and applications.
- Experience leading teams responsible for the implementation, modernization, and ongoing support of Duck Creek Billing and/or Policy solutions is a plus.
- Insurance industry/domain experience preferred, with an understanding of policy administration and/or billing processes considered a plus.
- Experience with vendor and contract management is a plus.
- Experience leading or supporting complex data migration initiatives is a plus.
- Demonstrated interest in and exploration of artificial intelligence, including practical use of AI tools to improve personal or professional productivity, efficiency, problem-solving, or work processes.
- Annual bonus plans
- Employee stock ownership plan (ESOP)
- 401(k) — automatic 3% company contribution
- Annual 401k and ESOP profit-sharing contributions (Up to 15% of eligible earnings)
- Paid time off (PTO) and holidays
- Paid volunteer time off (VTO) to support our communities
- Parental and family care leave
- Flexible & hybrid work arrangements
- Fitness center discounts and free virtual fitness platform
- Employee assistance program
- Comprehensive medical, dental and vision benefits
- Flexible spending and health savings accounts
- 2x base salary for group life and AD&D insurance
- Voluntary life, critical illness, & accident insurance for purchase
- Short-term and long-term disability benefits
- Training & certification opportunities
- Tuition reimbursement
- Education bonuses
Skills Required
- Bachelor's degree in Information Technology, Business, or a related field, or equivalent education and experience
- 3+ years of related experience leading or managing teams or project delivery
- Leadership and management experience directing and overseeing others
- Experience planning, overseeing, tracking, and reporting on projects and technology delivery
- Quantitative and qualitative analytical skills for problem solving
- Strong interpersonal, negotiation, verbal, and written communication skills
- Experience developing IT talent through coaching and mentoring
- Experience managing Agile teams, ceremonies, delivery practices, and continuous improvement
- Experience leading cloud migration and modernization initiatives
- Experience with payment solutions and integrations with enterprise systems and applications
- Experience leading teams implementing, modernizing, and supporting Duck Creek Billing or Policy solutions
- Insurance industry or policy administration and billing domain experience
- Vendor and contract management experience
- Experience leading or supporting complex data migration initiatives
- Demonstrated interest in and practical use of artificial intelligence tools
RLI Insurance Company Compensation & Benefits Highlights
The following summarizes recurring compensation and benefits themes identified from responses generated by popular LLMs to common candidate questions about RLI Insurance Company and has not been reviewed or approved by RLI Insurance Company.
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Retirement Support — Retirement contributions, including company-funded 401(k) support, are repeatedly described as a standout strength with robust plans. Feedback suggests these programs materially enhance overall rewards beyond base pay.
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Equity Value & Accessibility — An employee-ownership culture via an ESOP and stock opportunities is emphasized, helping employees feel like stakeholders in the company’s performance. This ownership element is portrayed as a meaningful part of total rewards.
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Fair & Transparent Compensation — Pay is considered fair and competitive by many across roles, with multiple notes of feeling well compensated. Compensation is often framed as solid base pay paired with comprehensive benefits and time off.
RLI Insurance Company Insights
What We Do
RLI is a U.S.-based specialty insurer that serves niche property, casualty and surety markets. We provide peace of mind to the customers we serve by safeguarding their assets and helping them manage risk. We hire smart, ethical people, make them owners of the business and give them the freedom to succeed. These are the principles that drive our success, and they’re the reasons we have been successful for more than 50 years. We believe in a different way of doing business and RLI is not what you’d expect from a typical insurance company. Our creative and collaborative workplace is cultivated by employee owners empowered to make good decisions for customers and the business. We have a reputation for niche expertise, superior service and an entrepreneurial culture. In the industry and among our peers, we’re known for: The best and brightest people in the industry who build strong relationships and provide outstanding service. An underwriting focus so we perform well in all market cycles. Our empowered, creative ownership culture. A customized approach to developing insurance products to meet very specific needs. Proven financial strength.








