Software Development Manager

About Loggerhead Risk Management LLC

Loggerhead is a property and casualty insurer that specializes in providing coverage that meets the unique needs of Florida homeowners. We're a team of insurance professionals with customer service as our core value, and we understand the importance of providing attentive service to our policyholders. Loggerhead is powered by modern technology, guided by people who share a commitment to trust, empathy, always doing what's right, flexibility, and teamwork.

Role Overview

The Software Development Manager is a hands-on technical leader responsible for leading a small, high-performing team while actively contributing to the design, development, and delivery of modern software solutions. This role is ideal for a passionate builder and mentor-someone who remains deeply engaged in coding, system design, and emerging technologies while guiding developers toward best practices and high-quality outcomes. Success requires active participation in development, code reviews, troubleshooting, and technical decision-making alongside leadership responsibilities.

Key Responsibilities

• Hands-On Engineering & Architecture.
• Actively design, develop, and maintain production-grade software (backend and frontend).
• Contribute directly to complex feature development and system enhancements.
• Lead architectural decisions for microservices-based systems.
• Guide evolution of cloud-native applications in Azure (AKS, APIM, CosmosDB)
• Enforce clean architecture, coding standards, and performance best practices

Technical Leadership & Mentorship

• Lead and mentor a team of 6 resources across Software Development and DevOps
• Provide hands-on coaching through code reviews and pair programming
• Promote engineering excellence, accountability, and continuous improvement
• Establish secure coding practices and strong testing discipline

Delivery & Business Alignment

• Translate business requirements into scalable technical solutions
• Support delivery of customer-facing digital products
• Align engineering efforts with customer experience and business goals

AI & Modern Development Practices

• Identify and implement AI use cases for developer productivity and customer experience
• Drive adoption of CI/CD, test automation, and observability practices

DevOps & Platform Oversight

• Oversee CI/CD pipelines and DevOps practices
• Partner with DevOps to improve deployment reliability and scalability.

Required Qualifications

• 10+ years software development experience with strong hands-on coding
• 3+ years in a technical leadership role
• Expertise in Java and Spring Boot
• Experience with microservices and REST APIs
• Strong knowledge of NoSQL (CosmosDB, MongoDB) and JSON
• Experience with JavaScript/TypeScript frontend frameworks
• Experience with container technologies, preferably Kubernetes (AKS)
• CI/CD and DevOps practices with Git-based workflows
• Experience building externally facing web applications
• Strong secure coding practices

Preferred Qualifications

• Experience in P&C insurance or financial services
• Familiarity with AI/ML applied to business workflows
• Experience scaling high-transaction systems

Core Competencies

• Hands-on leadership and mentorship
• Strong problem-solving skills
• Ability to align business and technology
• Pragmatic and results-driven mindset
• Commitment to innovation, quality, and continuous improvement

ADA: The above statements cover what are generally believed to be the principal and essential functions of this job. Specific circumstances may allow or require some people assigned to the job to perform a somewhat different combination of job duties.

Job Type: Full-time

Benefits:

• 401(k)
• Dental insurance
• Health insurance
• STD/LTD
• Life Insurance
• Paid time off
• Vision insurance
• Referral Program
• Tuition Reimbursement