Technology Lead, Digital Experience & Enterprise Services

Berkley One (a Berkley Company); Chicago (IL); Hybrid; USD 140,000 - 165,000; Full time

Benefits offered by this job

Competitive compensation

Paid time off

Health savings account

Profit sharing

401(k)

Paid parental leave

Employee stock purchase plan

Tuition assistance and continuing ed

Job summary

Berkley One is seeking a Technology Lead, Digital Experience & Enterprise Services to drive the technology vision for Digital Engagement, CRM, Customer Experience, and Enterprise Services. This hands-on leader will influence enterprise strategy while delivering innovative customer and agent-facing solutions.

The role will be based in one of several offices with a hybrid schedule (4 days in office, 1 day remote).

Qualifications

• Bachelor's degree in CS/IT/Engineering or related field or equivalent experience.
• 5+ years of software engineering experience.
• 3+ years in a Technology Lead/Lead Engineer/Architect role.
• Proven success delivering enterprise-scale software solutions.
• Strong communication with technical and non-technical audiences.
• Experience leading enterprise-scale software development and architecture.
• Strong background with Java, Spring Boot, APIs, Microservices, React, and TypeScript.
• Experience with Azure or AWS, Kubernetes, DevOps, and CI/CD.

Responsibilities

• Lead the design and delivery of scalable, cloud-native solutions.
• Drive digital experiences across web, mobile, CRM, and self-service platforms.
• Partner with business leaders to translate strategy into technology outcomes.
• Champion secure-by-design engineering practices and modernization initiatives.
• Identify and implement Generative AI solutions that improve customer experience and business efficiency.
• Guide engineering teams and establish best-in-class development standards.

Skills

Software engineering

Leadership

Communication

Java

Spring Boot

APIs

Microservices

React

TypeScript

Azure

AWS

Kubernetes

DevOps

CI/CD

Generative AI

Education

Bachelor's degree in Computer Science, Information Technology, Engineering, or a related field

Tools

Azure

AWS

Kubernetes

DevOps

CI/CD

Job description

Company Details

Berkley One is a modern insurance provider for a modern generation of affluence. We serve clients who live dynamic, adventurous lives and expect their insurance experience to match. Our mission is to deliver highly personalized risk and claims management through a blend of expert independent agents, cutting-edge digital tools, and the strength of the W.R. Berkley brand.

Why Join Us?

At Berkley One, you’ll be part of a forward-thinking team that’s reimagining personal insurance. We’re building solutions that are as sophisticated and agile as the clients we serve—individuals and families who value innovation, simplicity, and exceptional service. You’ll collaborate with passionate professionals, leverage modern technology, and help shape the future of our industry.

What We Value

• A client-first mindset with a passion for delivering exceptional experiences
• Curiosity, creativity, and a drive to challenge the status quo
• Collaboration across disciplines to build smarter, more intuitive solutions
• Integrity, expertise, and a commitment to excellence

Join us in creating a new standard in personal insurance—where protection meets possibility.

The Company is an equal employment opportunity employer.

Responsibilities

Lead Digital Transformation, Cloud Innovation & AI Strategy at Berkley One

Are you a hands-on technology leader who enjoys building modern digital experiences and solving complex business challenges? Berkley One is looking for a Technology Lead, Digital Experience & Enterprise Services to drive the technology vision and delivery for our Digital Engagement, CRM, Customer Experience, and Enterprise Services platforms. This is a unique opportunity to influence enterprise strategy while leading the development of innovative customer and agent-facing solutions.

This position will be based in one of our offices:

• West Hartford, CT
• Morristown, NJ
• Wilmington, DE
• Chicago, IL

Our offices offer a hybrid work schedule with 4 days in the office; and 1 day remote where it makes sense to do so.

What You Can Expect

• Culture of innovation, teamwork, supportive colleagues and leaders willing to invest in talent
• Internal mobility opportunities
• Visibility to senior leaders and partnership with cross functional teams
• Opportunity to impact change
• Benefits – competitive compensation, paid time off, comprehensive wellness benefits and programs, employer funded health savings account, profit sharing, 401k, paid parental leave, employee stock purchase plan, tuition assistance and professional continuing education

We'll Count On You To

• Lead the design and delivery of scalable, cloud-native solutions.
• Drive digital experiences across web, mobile, CRM, and self-service platforms.
• Partner with business leaders to translate strategy into technology outcomes.
• Champion secure-by-design engineering practices and modernization initiatives.
• Identify and implement Generative AI solutions that improve customer experience and business efficiency.
• Guide engineering teams and establish best-in-class development standards.

Qualifications

What you need to have:

• Bachelor's degree in Computer Science, Information Technology, Engineering, or a related field, or equivalent professional experience.
• 5+ years of software engineering experience.
• 3+ years in a Technology Lead, Lead Engineer, Solution Architect, or similar leadership role.
• Proven success designing and delivering enterprise-scale software solutions.
• Strong ability to communicate with both technical and non-technical audiences.
• Proven experience leading enterprise-scale software development and architecture.
• Strong background with Java, Spring Boot, APIs, Microservices, React, and TypeScript.
• Experience with Azure or AWS, Kubernetes, DevOps, and CI/CD.

What Makes You Stand Out

• Knowledge of Generative AI, LLMs, RAG, and AI-enabled development tools.
• Ability to collaborate with both technical and business stakeholders.
• Insurance or financial services experience is highly valued.

Additional Company Details

We do not accept any unsolicited resumes from external recruiting agencies or firms.

Benefits

The company offers a competitive compensation plan and robust benefits package for full time regular employees which for this role include:

• Base Salary Range: $140,000 - $165,000
• Eligible to participate in annual discretionary bonus.
• Benefits: Health, Dental, Vision, Life, Disability, Wellness, Paid Time Off, 401(k) and Profit-Sharing plans.

Sponsorship not Offered for this Role.