The posting
Ledgebrook is an AI-native specialty insurance platform. When a business needs coverage that is custom and complex, its broker comes to us, and our underwriters give them an answer, often in hours rather than weeks.
We built our technology from scratch, with AI in it from the first line of code. The technology helps price the risk; the underwriter uses their judgment to decide. There are always two hands on the wheel.
We are insurance industry insiders, and we eat our own cooking: Ledgebrook writes the policy and shares the risk through our own carrier, Ledgebrook Specialty, rated A- (Excellent) by AM Best. We work exclusively through wholesale brokers.
Our vision: to make the wheels of insurance spin faster.
At Ledgebrook, everything we do is driven by our culture: Care, Strive, Thrive Together. To succeed in modernizing the industry, we must first succeed in changing the way we do business. Talent density is our north star—fewer, better people working together as one. To that end we’ve replaced all individual incentives with generous equity packages—we play as a team, we win as a team. Everyone benefits handsomely from Ledgebrook’s success.
About the Role
As a Senior Platform Engineer, you will work closely with the engineering team on cloud infrastructure reliability and scalability. You'll help streamline developer workflows and build self-service platform features that support engineering teams.
You will identify infrastructure and process bottlenecks, improve deployment automation, and help maintain developer velocity so teams can ship reliable software efficiently.
What You’ll Do:
- Manage AWS Cloud Infrastructure: Contribute to our core AWS cloud environment. Architecting, securing, and maintaining highly available, cost-efficient infrastructure, including robust AWS networking configurations (VPCs, subnets, and route tables).
- Administer Kubernetes: Manage, optimize, and monitor our AWS Kubernetes clusters, ensuring robust container orchestration, healthy resource allocation, and smooth scaling.
- Automate Deployment Pipelines: Architect, implement, and maintain secure, reliable CI/CD pipelines using ArgoCD and GitHub Actions to automate software delivery.
- Empower Developer Self-Service: Write, modularize, and maintain Helm charts and platform templates to abstract infrastructure complexity and enable developers to deploy their applications independently.
- Optimize Network & Traffic Control: Configure and manage our service mesh architecture using Istio to ensure secure traffic flow, robust encryption, and advanced routing capabilities.
- Manage AWS Infrastructure as Code: Codify and maintain all cloud resources using Terraform, ensuring environment consistency across staging and production.
About you
We love working with people who are eager to learn constantly and genuinely excited about the chaotic, rewarding process of building a company from the ground up.
You’ll be a great fit if you bring:
- A Strong Moral Compass: You believe in doing the right thing, period. We have a strict zero-tolerance policy for toxic behaviors.
- Customer-First Empathy: You are passionate about delivering an exceptional experience to everyone you work with, both inside and outside the company.
- Intellectual Curiosity: You naturally question the status quo and love finding innovative ways to solve problems.
- A Growth Mindset: You possess a hunger for continuous learning and want to constantly expand your skillset.
- Urgency & Prioritization: You can pivot quickly and balance the need to get things right with the speed of getting them done right now.
- A Solution-Oriented Outlook: When things go wrong, you don't look for blame—you immediately focus on how to fix it.
- Transparent Communication: You value honesty, clarity, and open feedback.
- Team-First Energy: You want to win together as a high-performing team and actively build connections across our remote locations.
Requirements
Must Haves:
- 5+ years of experience in Platform Engineering, DevOps, or Site Reliability Engineering (SRE).
- Hands-on AWS expertise: Strong experience building and maintaining cloud infrastructure, including robust AWS networking (VPCs, subnets, routing).
- Production Kubernetes administration: Experience administering, scaling, and monitoring containerized environments.
- Advanced CI/CD automation: Proven expertise in building deployment pipelines using ArgoCD and GitHub Actions.
- Helm templating: Hands-on experience writing and modularizing Helm charts to package applications for developer self-service.
- Infrastructure as Code (IaC): Proficiency in managing complex environments using Terraform.
- Service mesh networking: Experience configuring traffic routing, security policies, and observability using Istio.
- Strong communication: Excellent written and verbal communication skills.
Nice To Haves:
- Other cloud provider experience: Azure, GCP
- OPA Gatekeeper policies
- PostgreSQL
- Scripting: Python, Bash
- Atlantis
- Spacelift
Tech Stack:
- Cloud Infrastructure: AWS, Kubernetes (EKS), Terraform
- CI/CD & Deployments: ArgoCD, GitHub Actions, Atlantis
- Service Mesh: Istio
- Packaging & Templating: Helm
- Collaboration Tools: GitHub, Slack, Jira, Confluence
Benefits
US and Canada Benefits
- Full remote flexibility and asynchronous work culture.
- Unlimited PTO and fully paid sick leave.
- Comprehensive health benefits, including medical, dental, and vision coverage, plus HSA and FSA options.
- Additional financial protection and retirement benefits, including a 401(k), company-paid life insurance, and disability coverage.
For Candidates Applying From The U.S.:
Please note: This position is open only to candidates who are authorized to work in the United States without the need for current or future employer-sponsored work authorization. We are unable to offer sponsorship at this time.
For Candidates Applying From Canada:
Please note: This position is open only to candidates who are authorized to work in Canada without the need for current or future employer-sponsored work authorization. We are unable to offer sponsorship at this time.
Ledgebrook may use Artificial Intelligence (“AI”) as part of the job application process, including to assist us in evaluating your application. AI is used as a support tool, and hiring decisions are made by human recruiters. By submitting your information, you acknowledge that the company may use AI tools as part of our evaluation. If you need a reasonable accommodation or alternative review process because of a disability or other legally protected basis, contact [email protected]. Requesting an accommodation will not negatively affect your application.
Compensation
- Base Salary Range: $150,000–200,000 USD for US-based candidates. This is a good-faith compensation range based on what Ledgebrook reasonably expects to pay for this position at the time of this posting. Actual compensation may vary based on a variety of relevant factors, including experience, qualifications, geographic location, and other relevant factors.
- Employees in this position are eligible to participate in Ledgebrook’s equity incentive program.
