Technology Lead, Digital Experience & Enterprise Services

Berkley One (a Berkley Company)

West Hartford (CT)

Hybrid

USD 140,000 - 165,000

Full time

3 days ago
Be an early applicant
Application generator

Stand out for this role — generate a tailored resume and cover letter in about a minute.

Get past ATS filters

Benefits offered by this job

Health insurance
Dental insurance
Vision insurance
Life insurance
Disability insurance
Wellness program
Paid time off
401(k) with profit sharing
Annual discretionary bonus

Job summary

Berkley One is seeking a Technology Lead, Digital Experience & Enterprise Services to drive the technology vision for Digital Engagement, CRM, and Enterprise Services. Lead the development of customer- and agent-facing solutions across web, mobile, and back-end platforms, with a focus on scalable, cloud-native architectures.

The role requires 5+ years of software engineering, 3+ years in leadership, and strong skills in Java, Spring Boot, APIs, Microservices, React, and TypeScript.

Qualifications

  • 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 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.

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

Java
Spring Boot
APIs
Microservices
React
TypeScript
Cloud
Azure
AWS
Kubernetes
DevOps
CI/CD

Education

Bachelor's degree in Computer Science / IT / Engineering

Tools

Azure
AWS
Kubernetes
CI/CD tools

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.

Get your free, confidential resume review.

or drag and drop your file here.

Similar jobs

Similar jobs worth comparing

Technology Lead, Digital Experience & Enterprise Services
Technology Lead, Digital Experience & Enterprise Services

Berkley One (a Berkley Company) • Chicago (IL)

Hybrid
USD 140,000 - 165,000
Competitive compensation
Paid time off
Health savings account
+5
Technology Lead, Digital Experience & Enterprise Services
Technology Lead, Digital Experience & Enterprise Services

Berkley One (a Berkley Company) • Wilmington (DE)

Hybrid
USD 140,000 - 165,000
Health benefits
Paid time off
401(k) and profit sharing
+1
Technology Lead, Digital Experience & Enterprise Services
Technology Lead, Digital Experience & Enterprise Services

W. R. Berkley • West Hartford (CT)

On-site
USD 140,000 - 165,000
Health insurance
Dental insurance
Vision insurance
+9
Technology Lead, Digital Experience & Enterprise Services
Technology Lead, Digital Experience & Enterprise Services

W. R. Berkley • Chicago (IL)

On-site
USD 140,000 - 165,000
Hybrid work schedule
Competitive compensation
Technology Lead, Digital Experience & Enterprise Services
Technology Lead, Digital Experience & Enterprise Services

Berkley • West Hartford (CT)

Hybrid
USD 140,000 - 165,000
Health insurance
Profit sharing
401(k)
+3
VP, Technology and Data Solutions
VP, Technology and Data Solutions

W. R. Berkley • Hartford (CT)

On-site
USD 200,000 - 225,000
Competitive compensation
Health benefits
Paid time off
+2
VP, Technology and Data Solutions
VP, Technology and Data Solutions

W. R. Berkley • West Hartford (CT)

On-site
USD 200,000 - 225,000
Competitive compensation
Paid time off
Wellness benefits
+7
Customer Service Representative
Customer Service Representative

W. R. Berkley • Wilmington (DE)

On-site
USD 48,000 - 52,000
Health insurance
Dental insurance
Vision insurance
+6
Customer Service Representative
Customer Service Representative

Berkley Technology Services LLC • Wilmington (DE)

Hybrid
USD 48,000 - 52,000
Health insurance
Dental insurance
Vision insurance
+5
VP, National Broker Manager
VP, National Broker Manager

Berkley One (a Berkley Company) • Chicago (IL)

On-site
USD 225,000 - 265,000
Health insurance
Dental insurance
Vision insurance
+2