Ledgebrook

Cloud Engineer

• Architect, secure, maintain, and optimize highly available, cost-efficient AWS cloud infrastructure
• Configure and maintain AWS networking, including VPCs, subnets, and route tables
• Manage, optimize, monitor, and scale AWS Kubernetes clusters
• Architect, implement, and maintain secure CI/CD pipelines using ArgoCD and GitHub Actions
• Write, modularize, and maintain Helm charts and platform templates for developer self-service
• Configure and manage Istio service mesh architecture for secure traffic flow, encryption, and advanced routing
• Codify and maintain cloud resources with Terraform across staging and production
• Identify infrastructure and process bottlenecks and improve deployment automation
• Collaborate with engineering teams to support reliability, scalability, and developer velocity

Senior Platform Engineer, AWS

Compliance

• Provide practical compliance advice, services, and oversight to support the launch of Stonehaven Specialty Insurance Company.
• Report to the Chief Operating Officer, with a dotted line to the Chief Risk Officer for risk oversight.
• Work closely with the Stonehaven Programs team and collaborate with Ledgebrook’s Legal, Regulatory and Compliance Department.
• Provide direction and oversight regarding Stonehaven’s policy forms, notices, and related materials.
• Participate in due diligence and vetting of Program Administrator/Managing General Agent opportunities.
• Manage the repository of third-party agreements and track associated compliance and regulatory requirements.
• Prepare monthly status reports on adequacy for stakeholders and quarterly reports for board presentation.
• Manage and assist with required insurance licensing matters for Stonehaven.
• Collaborate on material or enterprise-related legal, regulatory, and compliance matters.
• Monitor, mitigate, and remediate compliance risks across Stonehaven and the wider Ledgebrook organization.

Director of Compliance

Underwriter

• Set and maintain enterprise underwriting appetite, standards, and guidelines across all programs in coordination with the CPO and CRO’s Actuarial function
• Supervise and develop the Underwriting Manager(s); review program-level underwriting audits and sign off on findings requiring escalation
• Own the underwriting side of new-program due diligence (“underwrite the underwriter”) jointly with Business Development
• Escalate go/no-go recommendations to the CPO
• Serve as the senior underwriting authority in BAA negotiations, including binding authority limits, referral thresholds, and underwriting guideline provisions
• Work with Legal on final BAA language
• Track underwriting audit findings through remediation across the book
• Report portfolio-level underwriting quality trends to the CPO
• Coordinate with Actuarial and Claims on loss experience, emerging trends, and guideline changes across programs

Director of Underwriting

Program Manager

• Own and continuously improve the repeatable program onboarding and offboarding/runoff playbook covering capacity, licensing, data feeds, collateral, and claims/TPA setup.
• Supervise and develop Program Operations Manager(s).
• Review program due-diligence coordination and DUA audit findings across the book.
• Set and maintain the governance cadence for live programs, including status meetings and escalation paths.
• Escalate cross-functional blockers involving Underwriting, Legal, Compliance, Reinsurance, Finance, and Technology.
• Report portfolio-level program-operations health, including onboarding pipeline, audit remediation status, and runoff status, to the Chief Programs Officer.
• Build and manage multi-workstream onboarding processes and a portfolio of concurrent program relationships.

Director of Program Operations

Accountant

• Report directly to the Assistant Controller
• Prepare consolidated financial statements in accordance with US GAAP
• Own key components of monthly, quarterly, and year-end close processes
• Prepare and review journal entries, account reconciliations, and supporting schedules
• Maintain general ledger accuracy and ensure transactions comply with GAAP and company accounting policies
• Prepare and review balance sheet reconciliations and resolve discrepancies
• Mentor and supervise the Staff Accountant
• Assist with accounting policies and procedures
• Leverage modern finance tools and AI-based solutions to improve efficiency, accuracy, and reporting insights
• Identify process improvements and automate accounting workflows
• Support external audits and prepare supporting schedules and documentation
• Assist with implementation and maintenance of the internal control environment
• Partner with operations, product, tech, and data teams on ad hoc projects and new business initiatives

Senior Platform Engineer, AWS

Director of Compliance

Director of Underwriting

Director of Program Operations

Senior Accountant