Internal Support Application Engineer

Description

Ledgebrook is a tech-enabled E&S MGA on a mission to modernize Specialty insurance. The industry is burdened with legacy technology and inefficient processes, preventing innovation at scale. We are changing that. Our goal is to become the best-in-class full-stack insurance and re/insurer, leveraging AI and data-driven insights to revolutionize underwriting, pricing, and risk selection.

We believe in talent density—fewer, better people working together as one. We win as a team, and our success is shared through generous equity packages for all employees.

About the Role

We’re seeking an Internal Applications Support Engineer to provide world-class technical support for Ledgebrook's custom internal tools and applications. You’ll work directly with internal teams to diagnose, troubleshoot, and resolve issues, ensuring smooth operations and enabling employees to perform at their best.

This high-visibility role blends technical expertise, customer-focused communication, and proactive problem-solving, directly impacting Ledgebrook's efficiency, collaboration, and growth.

What You’ll Work On

• Internal Employee Support & Troubleshooting – Act as the primary contact for internal employees experiencing issues with our custom applications, diagnosing and resolving problems swiftly and effectively.
• Debugging and Coding Fixes – Conduct in-depth debugging and code-level troubleshooting, implementing patches and minor enhancements to resolve user-reported issues.
• Application Monitoring & Optimization – Proactively monitor the performance and stability of internal applications, anticipating and addressing potential issues before they impact users.
• Documentation & Knowledge Management – Develop and maintain comprehensive user-friendly documentation and internal knowledge bases to empower employees.
• Training & User Enablement – Conduct regular training sessions and office hours to educate teams on application features, usage best practices, and recent updates.
• Cross-Functional Collaboration – Communicate user feedback to development and product teams, influencing feature prioritization and driving continuous improvements.
• Incident & Change Management – Coordinate and communicate clearly about maintenance windows, updates, and deployments, minimizing disruption to daily operations.

Why Join Ledgebrook?

• High-Impact Role – You’ll directly influence productivity and satisfaction across all internal teams, with visibility into critical business operations.
• Generous Equity – We play as a team, and our success is shared.
• Cutting-Edge Environment – Work closely with innovative applications leveraging AI-driven technology.
• Fully Remote & Flexible – Work from anywhere in North America or Poland

At Ledgebrook, we Care, Strive, and Thrive Together—and we’re building the future of insurance!

About you

Here at Ledgebrook we’re passionate about creating a team that thrives on continuous learning and shares our excitement about building a company from the ground up. We’re looking for people to join us with:

• A passion for delivering world-class customer service to our internal and external customers
• Intellectual curiosity and a strong desire for innovation, rather than following the status quo
• A hunger for continuous learning and opportunities to grow
• Agile prioritization skills coupled with a keen sense of urgency - we balance getting it right with getting it done right now
• A strong drive and desire to win together as a high-performing team
• A moral compass to "do the right thing, period." We have zero tolerance for toxic behaviors
• An eagerness to actively participate and connect with the whole team, across remote locations
• An honest, transparent communication style
• A proactive, solution-oriented mindset. We don’t look for blame, we look for the solution

Requirements

Tech Stack

• Languages: Python, JavaScript/TypeScript
• Tools & Infrastructure: Git, CI/CD pipelines, AWS, Docker, Elastic Container Services

Monitoring & Analytics: Datadog, Sentry, or similar tools

Must Haves

• 3+ years experience in a technical support, software development, or related role
• Strong coding and debugging skills (Python, JavaScript/TypeScript preferred)
• Proven ability to troubleshoot complex application issues
• Exceptional communication skills, capable of explaining technical concepts clearly
• Experience with version control (Git) and CI/CD
• Ability to independently manage tasks and proactively solve problems

Nice to Haves

• Experience supporting internal or external applications or platforms
• Familiarity with cloud infrastructure (AWS preferred)
• Background in a startup or high-growth environment
• Experience in insurance, fintech, or regulated industries
• Familiarity with Socotra or other insurance-specific platforms

Benefits

• Competitive salary and meaningful equity ownership
• Ownership, autonomy, purpose
• Remote work, flexible hours
• Unlimited time off policy