About Us 

We’re not like other insurance companies. From our specialty products to our business model, our culture to our results — we’re different. Different is who we are, and how we work, interact, deliver and succeed together. Creating a different and better insurance experience doesn’t just happen. It takes focus and a shared passion for going beyond the expected to forge relationships and deliver care that makes a difference. This approach rises from and is supported by our talented, ethical and smart team of employee owners united around a single purpose: to work alongside our customers and partners when they need us, in unexpected ways, with exceptional results. Apply today to make a difference with us. 

RLI is a Glassdoor Best Places to Work company with a strong, successful background. For decades, our financial track record has been stellar — a testament to our culture and validation of our reputation as an excellent underwriting company.

Position Purpose

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.

Compensation Overview

The base salary range for the position is listed below. Please note that the base salary is only one component of our robust total rewards package at RLI. The salary offered will take into account a number of factors including, but not limited to, geographic location, experience, scope & responsibilities of the role, qualifications/credentials, talent availability & specialization, as well as business needs. The below range may be modified in the future.

Base Pay Range

Total Rewards

At RLI, we're all owners. We hire the best and the brightest employees and allow them to share in the company's success through our Total Rewards. With the Employee Stock Ownership plan at its core, the Total Rewards program includes all compensation, benefits and perks that come with being an RLI employee.

Financial Incentives

• 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)

Work & Life

• 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

Health & Wellness

• 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

Personal & Professional Growth

RLI encourages its employees to pursue professional development work in insurance and job-related areas. We make a commitment to employees to provide educational opportunities that help them enhance their skills and further their career advancement. RLI fosters a true learning culture and encourages professional growth through insurance courses, in-house training and other educational programs. RLI covers the cost for most programs and employees typically earn a bonus upon successful completion of approved courses and certifications. Our personal and professional growth benefits include:

• Training & certification opportunities

• Tuition reimbursement

• Education bonuses

Diversity & Inclusion

Our goal is to attract, develop and retain the best employee talent from diverse backgrounds while promoting an environment where all viewpoints are valued and individuals feel respected, are treated fairly, and have an opportunity to excel in their chosen careers. We actively support, and participate in, initiatives led by the American Property Casualty Insurance Association that aim to increase diversity in the insurance industry. Cultivating an exceptional and diverse workforce to deliver excellent customer service reinforces our culture and is a key to achieving superior business results.

RLI is an equal opportunity employer and does not discriminate in hiring or employment on the basis of race, color, religion, national origin, citizenship, gender, marital status, sexual orientation, age, disability, veteran status, or any other characteristic protected by federal, state, or local law.