Cloud Security Engineer - AWS Focus

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Description

At Ledgebrook, we are building an Excess & Surplus (E&S) lines insurance company that combines deep underwriting and pricing expertise with a modern tech platform fit for the future of insurance- truly a best of both worlds approach. Our speed and service underpin every decision we make, and our rapidly growing team is a testament to our value proposition resonating with the market. You bring the passion and entrepreneurial spirit, and we'll provide the opportunity to unleash the very best of your talents and skills. Apply now to advance your career at Ledgebrook.

About the Role

Ledgebrook is seeking an experienced Analyst / Associate, Product Strategy to join our Product & Data team. In this role, you will build executive-level presentations that drive the story of Ledgebrook forward, coordinate with internal and external stakeholders to execute on key strategic initiatives, and conduct qualitative and quantitative research to build emerging business cases.

As an Analyst / Associate, Product Strategy, you will partner with leadership to develop presentations and content that outline Ledgebrook's strategic vision and business results to our Board of Directors, investors, and business partners. As part of these efforts, you will develop and exhibit a deep understanding of our enterprise-wide strategic initiatives and build business cases to influence the next stage of our journey.  

In this role, you will be responsible for understanding and compiling data to frame Ledgebrook's performance to key stakeholders. You will also conduct market research to identify competitive intelligence, new product opportunities, and emerging trends in the E&S space. Over time, you may lead and project manage cross-functional efforts with our underwriting, tech, operations, and reinsurance teams on a variety of go-to-market initiatives. 

In addition to these core responsibilities, you will also provide ad hoc support to key company events, such as partner summits and offsites, which help shape the culture and direction of Ledgebrook.

About you

We are looking for candidates with a collaborative approach, strong communication skills, and a unique ability to drive strategic, enterprise-level initiatives forward. Some specific experiences and skills include:

• Excellent written and verbal communication skills, with demonstrated ability to effectively and concisely tell complex stories to an array of audiences
• Experience preparing executive-level presentations using Microsoft PowerPoint
• Strategic and analytical mindset capable of leveraging qualitative and quantitative data to develop business cases
• Strong project management and organizational skills, with the ability to move projects forward on schedule and through ambiguity
• Collaborative teammate, with ability to influence stakeholders across the organizations
• Ability to manage multiple priorities in a fast-paced startup environment
• Property & Casualty insurance experience, a plus

Important - note is only 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 visa sponsorship at this time.

Benefits

• Competitive salary and meaningful equity
• Completely remote, flexible schedule
• Unlimited paid time off
• Clear ownership and impact from day one
• Collaborative, transparent work culture

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Description

Does it ever feel like you're underwriting with one hand tied behind your back? Tired of the struggles and inefficiencies associated with legacy systems and processes? Spending too much of your time and energy navigating corporate politics? All leaving your efforts to innovate and deliver underwriting excellence languishing?

At Ledgebrook, we believe a career in underwriting can be so much more. You bring the passion and entrepreneurial spirit; we'll provide the platform to unleash the very best of your talents and skills. Together, we'll celebrate and reward success! Are you intrigued? Then read on and apply now to advance your career at Ledgebrook.

About the Role

Ledgebrook is seeking experienced Casualty Underwriters, for both General Liability and Unsupported Excess lines, to join our growing team whose mission is focused on building a profitable book of casualty business. Ledgebrook's vision is to deliver market relevant solutions to our key wholesale trading partners in a more frictionless environment that places an emphasis on efficiencies and quality to meet or exceed our broker's overall needs in a risk differentiated manner. If you possess an entrepreneurial passion that includes a proven track history of delivering underwriting excellence and are seeking an opportunity to break out of the traditional insurance company mold, we're looking for you!

As a member of the Ledgebrook Casualty team, you will regularly interact with our wholesale trading partners over the phone, virtually and in-person to drive in-appetite submission flow and convert on the best opportunities quoted. We are looking for disciplined underwriting candidates that possess a strong overall E&S casualty background with experience across multiple industry segments, i.e. manufacturing, distributors, construction, real estate, retail, mercantile, habitational and hospitality.

We are flexible with both a candidate's experience level and physical work location. The actual position title (Underwriter, Senior UW, Executive UW, etc.) and role (Individual Contributor, Team Lead, etc.) will be dependent on a candidate's specific experience and qualifications. We currently operate in a fully remote work environment, so we're more focused on your experience and cultural fit than where you physically sit!

Requirements

As a future Ledgebrook Casualty Underwriter, your experience and qualifications must include:

• 5+ years experience as a Casualty underwriter
• Experience working with admitted and non-admitted paper
• Ability to work as a team player or independently in a fast-paced work environment
• Ability to underwrite new business and renewal policies for Casualty
• Deep wholesale broker trading relationships
• Effective communication skills to articulate the Ledgebrook appetite and value proposition to develop and advance wholesale broker relationships
• Understanding of pricing and risk selection criteria to achieve profitable loss ratios
• Advanced understanding of data analysis and execution of portfolio management objectives
• Innovative problem solving and solutioning skills
• Responsive, customer service focused mindset and behaviors
• Intellectual curiosity and comfort in dealing with the concept of a blank sheet of paper
• Ability to make timely decisions with appropriate information and consultation
• A strong entrepreneurial drive and desire to build and win together as a high performing team
• Ability to travel independently to meet with assigned brokers or with the broader Ledgebrook team to participate in industry conference or events

Important - note is only 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 visa sponsorship at this time.

Benefits

• Competitive salary and meaningful equity ownership
• Health Insurance - 100% employer-paid option available
• Additional benefits available include 401k plan, dental, vision & other options
• Remote work, flexible hours
• Unlimited time off policy
• Ownership, autonomy, purpose

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Description

Ledgebrook is a tech-enabled E&S MGA dedicated to the wholesale distribution channel. Our mission is to provide our wholesale brokers with the fastest, easiest quoting experience while delivering best-in-class pricing and risk selection. Ledgebrook's guiding principle is to eliminate friction for both our wholesalers and our underwriters.

Our next-gen tech stack supports faster, risk-differentiated solutions to be crafted and delivered in response to the fast-paced needs of the E&S market. Our data-driven approach seeks to unlock more opportunities and value from every submission received, leading to a faster 'yes' more frequently, but may also lead to a quick 'no'.

We are motivated and structured to move faster than traditional insurance organizations. To fully align business objectives with a long-term view that supports our culture and values, all employees will have the opportunity to participate in company ownership through equity grants. We aim to deliver a highly compelling overall employee value proposition and a total compensation package that couples equity grants with base pay and benefits offerings.

At Ledgebrook, as a unified team of company stewards, we will Care, Strive, and Thrive together!

About the Role

We are seeking an experienced Claims Specialist to join our growing operations team and play a critical role in providing superior support to claims managers; brokers and our internal Underwriting and Operations Units. As a Claims Specialist, you will play a critical role in handling PL & GL claims while helping us build a best-in-class claims operation. You'll be at the forefront of creating a trusted, transparent, and efficient claims process for our customers. We're a growing start-up reshaping the E&S space, and we're looking for someone who can combine operational rigor with empathy and adaptability. You'll play a critical role in both delivering exceptional customer experience and supporting scalable processes as we grow.

What you'll do

Incoming Claims Processing:

• Manage and process incoming claims efficiently, ensuring accuracy, fairness, and timely resolution
• Communicate directly with customers, providers, and partners to gather necessary documentation and clarify case details.
• Communicate directly with insureds, brokers, and partners, maintaining clarity, professionalism, and empathy

Assistance in claims review:

• Working along with our Claims Manager to investigate claims by reviewing documentation, identifying any discrepancies or inconsistencies, and escalating when appropriate. 

Regulatory and Compliance:

• Maintain detailed and compliant records for audit and regulatory purposes

Business Testing:

• Collaborate cross-functionally with product, engineering, and underwriting teams to improve claims workflows and automate routine tasks

Collaboration and Communication:

• Collaborate with cross-functional teams to understand the external and internal customer needs and implement solutions that enhance productivity.
• Communicate effectively with employees and 3rd parties to ensure they are supporting client initiatives. 
• Provide feedback and insights to improve internal policies, tools, and customer communications

Metrics Management

• Monitoring statistical data to ensure efficient claims handling is maintained.
• Help build and refine our claims playbook, SOPs, and knowledge base from the ground up

About you

Here at Ledgebrook, we are passionate about creating a team that is on a continuous learning journey and that shares our excitement about building a company from the ground up. Some of the characteristics we hold dear are:

• A passion to deliver a world-class customer service experience to both internal and external customers.
• Intellectual curiosity and desire to innovate processes/procedures versus being satisfied with the status quo.
• A desire to continue learning through on-the-job mentorship or formal educational/training opportunities.
• Agile prioritization skills coupled with a keen sense of urgency that seeks to balance getting it right versus 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", with zero tolerance for toxic behaviours.

Requirements

Must haves

• Proven experience in Claims handling roles/ industry.
• Experience in building successful relationships with various stakeholders at all levels.
• Strong customer focus and ability to work in a fast paced environment. 
• Comfortable with MS Office Suite and Google Workspace applications.
• Strong knowledge of coverage analysis, claims investigation, and litigation management
• Excellent problem-solving skills and the ability to drive initiative.
• Strong communication and collaboration skills, with the ability to work effectively in a team environment.

Nice to haves

• Prior startup experience.
• Bachelor's or Master's degree in Economy; Finance; Risk Management or a related field.
• Adjuster license(s) or CPCU/AIC designation(s).
• Familiarity with the regulatory landscape.

Benefits

• Competitive salary and meaningful equity
• Completely remote, flexible schedule, and monthly coworking gatherings
• Unlimited paid time off
• Clear ownership and impact from day one
• Collaborative, transparent work culture

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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 are seeking a Cloud Security Engineer with deep expertise in securing cloud-native environments, with a strong emphasis on AWS services. The ideal candidate will have a solid understanding of cloud infrastructure, DevSecOps practices, and modern security frameworks. You will play a key role in designing and implementing secure architectures, tooling, and practices to protect our cloud infrastructure and workloads.

Key Responsibilities:

• Design, implement, and manage secure AWS cloud architectures, including networking, IAM, and service configurations.
• Develop and enforce cloud security standards, policies, and guardrails across AWS environments.
• Implement automated security controls using tools like Terraform, AWS Config, Security Hub, GuardDuty, and Inspector.
• Collaborate with DevOps and engineering teams to integrate security into CI/CD pipelines (DevSecOps).
• Monitor and respond to security events using SIEM and cloud-native logging tools (CloudWatch, CloudTrail, AWS Security Hub, etc.).
• Conduct threat modeling, risk assessments, and security architecture reviews for AWS-based applications and services.
• Maintain and optimize identity and access management across AWS accounts using IAM, SSO, SCPs, and Organizations.
• Manage data protection strategies, including encryption (KMS), DLP, and secure key management.
• Support compliance initiatives (e.g., SOC 2, HIPAA, ISO 27001, or FedRAMP) with evidence collection and policy implementation.

About you

Here at Ledgebrook we are passionate about creating a team that is on a continuous learning journey and that shares our excitement about building a company from the ground up. Some of the characteristics we hold dear are:

• A passion to deliver a world-class customer service experience to both internal and external customers
• Intellectual curiosity and a desire to innovate processes/procedures versus being satisfied with the status quo
• A desire to continue learning whatever your career stage
• Agile prioritization skills coupled with a keen sense of urgency that seeks to balance getting it right versus 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.

Requirements

Basic Qualifications:

• 3+ years of experience in a Cloud Security, Security Engineering, or related role.
• Strong knowledge of AWS security services, architectures, and best practices.
• Experience with Infrastructure as Code (IaC) tools such as Terraform or CloudFormation.
• Hands-on experience with cloud monitoring and logging, especially in an AWS context.
• Proficiency in scripting or automation (e.g., Python, Bash, or PowerShell).
• Solid understanding of network security, firewalls, VPC design, and zero-trust principles.
• Familiarity with incident response processes, SIEM platforms, and forensics tools.
• Comfortable working cross-functionally with engineering, IT, and compliance teams.
• Self-starter with a proactive approach to risk identification and mitigation.
• Willingness to participate in an on-call rotation or security incident escalations as needed.

Preferred Qualifications:

• AWS certifications such as AWS Certified Security - Specialty, Solutions Architect, or DevOps Engineer.
• Experience with multi-account AWS environments and AWS Organizations.
• Knowledge of container security, especially within Amazon ECS.
• Experience with third-party security tools such as Tenable, Prisma Cloud, Wiz, or Lacework.
• Experience with compliance frameworks and translating them into technical controls.

Background in penetration testing, red/blue teaming, or threat intelligence is a plus.

For those applying in the US:

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 visa sponsorship at this time

Benefits

US Benefits

• Competitive salary and meaningful equity ownership
• Health Insurance 100% employer-paid option available (US only)
• Additional benefits available include 401k plan, dental, vision & other options (US only)
• Remote work, flexible hours
• Unlimited time off policy
• Ownership, autonomy, purpose

Poland Benefits:

• Competitive salary and meaningful equity
• Completely remote, flexible schedule, and monthly coworking gatherings
• Unlimited paid time off
• Clear ownership and impact from day one
• Collaborative, transparent work culture

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Description

Ledgebrook is an InsurTech MGA on a mission to bring Specialty insurance into the modern era. Burdened with legacy technology and processes, the industry has not kept pace with the speed of innovation seen in other sectors. Positioned at the cutting edge of the next generation of InsurTech, Ledgebrook offers the best of both worlds: innovative world-class technology deployed by a leadership team armed with over 100 years of insurance expertise.

Our long-term vision is to become a diversified full stack Specialty re/insurer competing with legacy carriers in product lines & markets across the globe. To get there, Ledgebrook builds its premium base by rolling out a new Specialty product every ~6 months until we prove enough traction to raise a balance sheet, become a full stack carrier and eventually compete in the reinsurance markets. Our initial product is a domestic primary and excess GL E&S policies sourced via wholesale brokers.

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.

Ledgebrook is a fully-remote US based company backed by top venture and family office investors including Brand Foundry, American Family Ventures, Duquesne Family Office, and Stephens Group. We're a fully remote team prioritizing impact, ownership, and collaboration.

About the Role

We're looking for a talented Data & Analytics Engineer to help us solve the complex, technical challenges of a changing insurance landscape. The ideal candidate loves to build, communicates well with business stakeholders, and is motivated by a fast-paced environment. This person will be a key leader of our engineering team, with direct ownership of many parts of the stack.

What you'll do

• Partner with leadership, engineers, underwriters, and actuaries to understand data requirements
• Design, develop and deploy a scalable modern data stack to support business objectives (application, reporting and the like)
• Design data conceptual and logical models to support business workflow, application functionality and reporting requirements
• Design data architecture to accommodate data pipelines to move data across a multitude of platforms
• Craft a data governance structure to ensure integrity of data and information flow has proper cadence and structure to exceed business objectives while ensuring scalability to support growth initiatives
• Define security and backup procedures 
• Communicate effectively with technical and non-technical audiences
• Build a data-driven culture throughout the organization
• Elevate our technology and best practices through partnership with the Director of Data and Analytics Engineering

About you

Here at Ledgebrook we are passionate about creating a team that is on a continuous learning journey and that shares our excitement about building a company from the ground up. Some of the characteristics we hold dear are:

• A passion to deliver a world-class customer service experience to both internal and external customer
• Intellectual curiosity and desire to innovate processes/procedures versus being satisfied with the status quo
• A desire to continue learning through on-the-job mentorship or formal educational/training opportunities
• Agile prioritization skills coupled with a keen sense of urgency that seeks to balance getting it right versus 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.

Requirements

Must haves

• 4+ years of experience in data engineering, with a track record of designing and managing complex data systems.
• Ability to facilitate and gather business requirements and come up with scalable engineering solutions
• Strong experience with Python
• Experience with IaC
• Strong experience with SQL and NoSQL databases.
• Experience with data modeling, ELT processes, and data warehousing.
• Understanding of data security and user data privacy regulations
• Experience with cloud computing solutions such as AWS, Azure, or GCP.
• Experience with cloud data solutions such Snowflake, Databricks, or Big Query
• Familiarity with data visualization tools (e.g. Power BI, Tableau, Looker)

Nice to haves

• Prior startup experience
• Experience with Terraform (IaC)
• Strong understanding of data governance and security best practices.
• Experience with data transformation tools like dbt
• Experience with data loading tools like Fivetran and HevoData
• Experience with data orchestration tools like Airflow
• Experience solving insurance industry / domain related challenges
• Experience building and deploying LLM applications
• Strong background in time series forecasting, NLP, and predictive modeling.
• Degree in a science or engineering discipline
• Strong experience with data analytics, statistics, and data science concepts.

Important - note is only 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 visa sponsorship at this time.

Benefits

• Competitive salary + meaningful equity ownership
• 100% employer-paid health insurance
• 100% remote work, flexible hours
• Unlimited paid time off
• Work with an ambitious, smart, fun team to transform a $1T global industry
• Ownership, autonomy, purpose

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Description

Ledgebrook is an InsurTech MGA on a mission to bring Specialty insurance into the modern era. Burdened with legacy technology and processes, the industry has not kept pace with the speed of innovation seen in other sectors. Positioned at the cutting edge of the next generation of InsurTech, Ledgebrook offers the best of both worlds: innovative world-class technology deployed by a leadership team armed with over 100 years of insurance expertise.

Our long-term vision is to become a diversified full stack Specialty re/insurer competing with legacy carriers in product lines & markets across the globe. To get there, Ledgebrook builds its premium base by rolling out a new Specialty product every ~6 months until we prove enough traction to raise a balance sheet, become a full stack carrier and eventually compete in the reinsurance markets. Our initial product is a domestic primary and excess GL E&S policies sourced via wholesale brokers.

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. 

Ledgebrook is a fully-remote US based company backed by top venture and family office investors including Brand Foundry, American Family Ventures, Duquesne Family Office, and Stephens Group. We're a fully remote team prioritizing impact, ownership, and collaboration.

About the Role

We're looking for an experienced Engineering Manager to lead our growing full stack engineering team and help scale the technology powering Ledgebrook's underwriting, policy, and data systems.

The ideal candidate combines deep technical acumen with strong people leadership - someone who can coach engineers, shape architecture, and partner with product to deliver at Ledgebrook speed. This person will own execution across multiple initiatives spanning frontend, backend, and data-integrated systems, ensuring we deliver reliable, scalable, and elegant software that powers the business forward.

You'll report to the Director of Engineering, working closely with Product Management, Infrastructure, and Data teams to turn ambitious goals into reality.

Tech Stack

• Languages: Python, Typescript
• Frontend: React
• Data Stack: Postgres, mysql, kinesis
• Cloud Infrastructure: AWS, Terraform
• Tools: GitHub, Jira, Confluence, Slack

What you'll do

• Lead and mentor a team of full stack engineers, fostering technical excellence, collaboration, and accountability.
• Drive agile execution - help run standups, sprint planning, retros, and ensure consistent delivery against roadmap commitments.
• Partner with product managers and stakeholders to clarify requirements, define milestones, and deliver business outcomes.
• Stay hands-on technically: conduct code reviews, guide architecture decisions, and unblock complex technical challenges.
• Own the delivery pipeline - ensure code quality, testing, CI/CD automation, and operational readiness.
• Shape our system architecture across Node.js, Typescript, Python, and AWS services to support performance, scalability, and maintainability.
• Foster engineering culture that values craftsmanship, transparency, and continuous improvement.
• Collaborate with AI/ML engineers to integrate models and automation into internal products and workflows.
• Champion DevOps and reliability best practices, ensuring uptime and performance of critical systems.
• Scale process and people - recruit, onboard, and grow a high-performing engineering team.

About you

Here at Ledgebrook we are passionate about creating a team that is on a continuous learning journey and that shares our excitement about building a company from the ground up. Some of the characteristics we hold dear are:

• A passion for building technology that drives real business impact and elevates customer experience
• A desire to lead by example - mentoring others while staying connected to the code and architecture
• Intellectual curiosity and a drive to improve processes and systems rather than accepting the status quo
• The ability to balance strategic thinking with tactical execution in a fast-moving environment
• 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

Requirements

Must haves

• 7+ years of professional software engineering experience, including 2+ years leading teams or technical projects
• Strong background in full stack development (Python, Node.js, React, FastAPI or similar frameworks)
• Demonstrated experience managing agile development processes (scrum, sprint planning, retrospectives)
• Experience designing and delivering scalable, production-grade systems in a cloud environment (AWS preferred)
• Excellent communication and organizational skills; able to translate technical work into clear business impact
• Proven ability to recruit, mentor, and develop engineers
• Strong sense of ownership and accountability, from architecture through delivery and support

Nice to haves

• Prior startup experience or background in high-growth, high-velocity environments
• Experience with CI/CD tooling (GitHub Actions, AWS CodePipeline, Jenkins)
• Familiarity with containerization and orchestration (Docker, ECS, Kubernetes)
• Exposure to AI/ML systems or integration with LLM-driven workflows
• Domain experience in insurance, fintech, or other highly regulated industries
• Experience scaling teams and systems from seed to growth stage

Important - note is only 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 visa sponsorship at this time."

Benefits

• Competitive salary + meaningful equity ownership
• 100% employer-paid health insurance
• 100% remote work, flexible hours
• Unlimited paid time off
• Work with an ambitious, smart, fun team to transform a $1T global industry
• Ownership, autonomy, purpose

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Description

Ledgebrook is an InsurTech MGA on a mission to bring Specialty insurance into the modern era. Burdened with legacy technology and processes, the industry has not kept pace with the speed of innovation seen in other sectors. Positioned at the cutting edge of the next generation of InsurTech, Ledgebrook offers the best of both worlds: innovative world-class technology deployed by a leadership team armed with over 100 years of insurance expertise.

Our long-term vision is to become a diversified full stack Specialty re/insurer competing with legacy carriers in product lines & markets across the globe. To get there, Ledgebrook builds its premium base by rolling out a new Specialty product every ~6 months until we prove enough traction to raise a balance sheet, become a full stack carrier and eventually compete in the reinsurance markets. Our initial product is a domestic primary and excess GL E&S policies sourced via wholesale brokers.

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. 

Ledgebrook is a fully-remote US based company backed by top venture and family office investors including Brand Foundry, American Family Ventures, Duquesne Family Office, and Stephens Group. We're a fully remote team prioritizing impact, ownership, and collaboration.

About the Role

We're looking for a talented Full Stack Software Engineer to help us solve the complex, technical challenges of a changing insurance landscape. The ideal candidate loves to build, communicates well with team members , and is motivated by a less bureaucracy. This person will be a key member of our engineering team, with direct ownership of many parts of the stack.

What you'll do

• Collaborate with product managers, designers, and other engineers to develop new features and enhance existing applications.
• Design and implement frontend and backend components using JavaScript (Node.js) and Python.
• Develop RESTful APIs and integrate with third-party services as needed.
• Write clean, maintainable, and efficient code following best practices and coding standards.
• Implement automated tests and ensure high code quality through code reviews and continuous integration.
• Optimize application performance and scalability to handle growing user demands.
• Dive into using and building LLMs (Large Language Models) to enhance our underwriters' productivity.
• Debug production issues using the latest tooling.
• Help set the direction of the small but growing engineering team.

About you

Here at Ledgebrook we are passionate about creating a team that is on a continuous learning journey and that shares our excitement about building a company from the ground up. Some of the characteristics we hold dear are:

• A passion to deliver a world-class customer service experience to both internal and external customers
• Intellectual curiosity and a desire to innovate processes/procedures versus being satisfied with the status quo
• A desire to continue learning whatever your career stage
• Agile prioritization skills coupled with a keen sense of urgency that seeks to balance getting it right versus 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.

Requirements

Must haves

• 3+ years of experience with the full stack development
• Ability to facilitate and gather business requirements and come up with scalable engineering solutions
• Strong ability to design data models based on business domain use cases
• Proven ability to write code for the future, with a strong focus on maintainability and testability
• Familiarity with CI/CD tools using Github Actions, AWS Code Pipelines, Jenkins, or other
• Strong verbal and written communication skills, organizational and time management skills
• Demonstrated ability to effectively prioritize and manage multiple tasks/projects simultaneously per the objectives/goals of the organization and execute to deadlines

Nice to haves

• Prior startup experience
• Experience with Python, JavaScript
• Experience solving insurance industry / domain related challenges
• Experience in web technologies and frameworks (JS/TS, HTML, CSS/SCSS, Angular, React, Bootstrap, Node.js)
• Familiarity with containerization and orchestration technologies (e.g., Docker, Kubernetes).

Important - note is only 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 visa sponsorship at this time.

Benefits

• Competitive salary and meaningful equity ownership
• Health Insurance 100% employer-paid option available (US only)
• Additional benefits available include 401k plan, dental, vision & other options (US only)
• Remote work, flexible hours
• Unlimited time off policy
• Ownership, autonomy, purpose

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Description

Ledgebrook is an InsurTech MGA on a mission to bring Specialty insurance into the modern era. Burdened with legacy technology and processes, the industry has not kept pace with the speed of innovation seen in other sectors. Positioned at the cutting edge of the next generation of InsurTech, Ledgebrook offers the best of both worlds: innovative world-class technology deployed by a leadership team armed with over 100 years of insurance expertise.

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. 

Ledgebrook is a fully-remote US based company backed by top venture investors including Brand Foundry & American Family Ventures.

About the Role

This position will report to the Controller

We are seeking a forward-thinking and highly-motivated GAAP Accounting Manager. 

As Ledgebrook scales, our Finance Function will be evolving into a highly agile, tech-enabled team that

leverages modern tools - including AI - to drive accuracy, efficiency and insight. 

In this role, we are seeking a GAAP Accounting Manager who is excited not only about accounting excellence, but also about how technology can transform finance operations.

You will be responsible for overseeing financial reporting and ensuring the accuracy, integrity and timeliness of financial statements across all Ledgebrook entities. But, alongside this day-to-day work, we want someone who is continuously curious about how we could be more efficient and utilise a more tech-first approach.

Key Responsibilities:

• Oversee the end-to-end process to prepare and review financial statements in accordance with U.S. GAAP.
• Mentor and supervise other accounting team members, including management of GAAP Accountant
• Own and manage month-end, quarter-end and year-end close processes for all entities to ensure timely and accurate reporting, including performing detailed balance sheet and income statement analysis, identifying and resolving variances.
• Leverage modern finance tools and AI-based solutions to improve efficiency, accuracy, and reporting insights
• Lead process improvement and automation of accounting workflows
• Coordinate and be the key point of contact with external auditors during the audit process.
• Assist with the design, implementation and maintenance of the company's internal control environment.
• Partner with cross-functional teams (operations, product, tech & data) to support ad hoc projects and new business initiatives, as required in a scaling environment

About you

We're looking for people to join us with:

• Desire to be part of a forward-thinking finance team embracing AI and automation
• 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

• Bachelor's or Master's degree in Accounting or a related field required. 
• Minimum of 5 years of progressive accounting experience, preferably in the insurance industry.
• Knowledge of GAAP and financial reporting, specializing in premium recognition, deferred acquisition cost, claims and reserves.
• Familiarity with accounting software (general ledger experience) and proficient in Microsoft Excel. Workday experience is a plus.
• Excellent analytical, problem solving, and organizational skills. 
• Strong attention to detail and accuracy. 
• Strong verbal and written communication skills.
• Ability to multi-task and prioritize in a collaborative and fast-paced setting.
• Ideally experience implementing or improving finance systems or processes
• Ideally some familiarity with AI-powered tools in accounting or finance operations

Important - only 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 visa sponsorship at this time.

Benefits

• Competitive salary and meaningful equity
• Full remote flexibility and asynchronous work culture
• Unlimited PTO and fully paid sick leave
• Autonomy, purpose, and the chance to shape something from the ground up

At Ledgebrook, we're building something truly special. If you thrive in a dynamic environment, take pride in helping others operate at their best, and want to be part of a team that care, strive, and thrive together, we'd love to hear from you.

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Description

Ledgebrook is an InsurTech MGA on a mission to bring Specialty insurance into the modern era. Burdened with legacy technology and processes, the industry has not kept pace with the speed of innovation seen in other sectors. Positioned at the cutting edge of the next generation of InsurTech, Ledgebrook offers the best of both worlds: innovative world-class technology deployed by a leadership team armed with over 100 years of insurance expertise.

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. 

Ledgebrook is a fully-remote US based company backed by top venture investors including Brand Foundry & American Family Ventures.

About the Role

This role will report to the GAAP Accounting Manager)

We are seeking a forward-thinking and highly-motivated GAAP Accountant. 

As Ledgebrook scales, our Finance Function will be evolving into a highly agile, tech-enabled team that leverages modern tools - including AI - to drive accuracy, efficiency and insight. In this role, we are seeking a detail-oriented GAAP Accountant who is excited not only about accounting excellence, but also about how technology can transform finance operations. 

You will be responsible for multiple aspects of financial reporting, including journal entries, general ledger analysis and ensuring timely and accurate financial statements for all entities (standalone and consolidated). But. alongside this day-to-day work, we want someone who is continuously curious about how we could be doing things more efficiently and with a more tech-first approach.

Key Responsibilities:

• Prepare accurate financial statements in accordance with US GAAP
• Manage month-end and year-end close processes, including journal entries, reconciliations, and variance analysis
• Leverage modern finance tools and AI-based solutions to improve efficiency, accuracy, and reporting insights
• Assist in process improvement and automation of accounting workflows
• Support audit processes and liaise with external auditors
• Assist with the design, implementation and maintenance of the company's internal control environment. 
• Partner with cross-functional teams (operations, product, tech & data) to support ad hoc projects and new business initiatives, as required in a scaling environment

About you

We're looking for people to join us with:

• Desire to be part of a forward-thinking finance team embracing AI and automation 
• 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

• Bachelor's degree in Accounting or a related field required. 
• Minimum of 3 years of accounting experience, preferably in Insuretech or Fintech 
• Knowledge of GAAP and financial reporting, specializing in premium recognition, claims and reserves.
• Familiarity with accounting software (general ledger experience) and proficient in Microsoft Excel. Workday experience is a plus.
• Excellent analytical, problem solving, and organizational skills. 
• Strong attention to detail and accuracy. 
• Strong verbal and written communication skills.
• Ability to multi-task, prioritize, and work independently in a collaborative and fast-paced setting.
• Ideally experience implementing or improving finance systems or processes
• Ideally some familiarity with AI-powered tools in accounting or finance operations

Important - only 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 visa sponsorship at this time.

Benefits

• Competitive salary and meaningful equity
• Full remote flexibility and asynchronous work culture
• Unlimited PTO and fully paid sick leave
• Autonomy, purpose, and the chance to shape something from the ground up

At Ledgebrook, we're building something truly special. If you thrive in a dynamic environment, take pride in helping others operate at their best, and want to be part of a team that care, strive, and thrive together, we'd love to hear from you.

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Description

Great companies don't just build great products - they tell great stories. And as Ledgebrook continues to grow, how we show up in the market matters more than ever. From the way we communicate internally to how we engage brokers, partners, and the wider insurance community, strong marketing, communications, and events play a critical role in building our brand.

At Ledgebrook, we're building something different in the insurance industry - a modern, high-performing insuretech designed to move faster, think differently, and deliver better outcomes for our partners. That includes how we communicate and connect with the market. If you enjoy bringing ideas to life, creating memorable events, and helping a company tell its story in a clear and compelling way, you'll fit right in.

About the Role

We are seeking a Marketing & Events Manager to join our growing team and help support the continued development of Ledgebrook's brand, communications, and industry presence.

As a fast-growing MGA, Ledgebrook is building a modern, high-performing organization and our communications and marketing capability is evolving alongside the business. This role will play an important part in helping us deliver high-quality internal and external communications while expanding Ledgebrook's presence across key industry events and channels.

You will work closely with teams across the company to plan and deliver communications initiatives, coordinate marketing activity, and manage Ledgebrook's growing program of internal and external events. From industry conferences and broker events to internal communications and content development, this role will help ensure Ledgebrook communicates clearly, consistently, and effectively as we scale.

This role sits within our 'Office' team and in addition to leading marketing and events activity, will also provide support to the executive team, coordinating priorities such as calendar and travel management. As a result, this is a highly visible, cross-functional role that requires strong organizational skills, discretion, and the ability to seamlessly balance strategic marketing initiatives with day-to-day operational support.

We are looking for someone who is highly organized, proactive, and excited about working in a fast moving environment where new ideas are encouraged and ownership is valued. Ledgebrook currently operates in a fully remote work environment, so we are more focused on your experience, mindset, and cultural fit than where you physically sit.

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

As a future Marketing & Events Manager, your experience and qualifications should include:

• 3-5+ years experience in marketing, communications, events, or a related field
• Experience planning and delivering corporate events, conferences, or industry engagement activities
• Strong project management and organizational skills with the ability to manage multiple priorities simultaneously
• Experience supporting internal and external communications, including written content and messaging
• Ability to work cross-functionally with teams across the business
• Strong written communication skills
• A proactive mindset with the ability to anticipate needs and solve problems
• High attention to detail and ability to manage logistics effectively
• Experience supporting senior stakeholders or executives, including calendar management, travel coordination, or administrative support

Benefits

• Competitive salary and meaningful equity ownership
• Health Insurance 100% employer-paid option available
• Additional benefits available include 401k plan, dental, vision & other options
• Remote work, flexible hours
• Unlimited time off policy

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Description

Ledgebrook is an InsurTech MGA on a mission to bring Specialty insurance into the modern era. Burdened with legacy technology and processes, the industry has not kept pace with the speed of innovation seen in other sectors. Positioned at the cutting edge of the next generation of InsurTech, Ledgebrook offers the best of both worlds: innovative world-class technology deployed by a leadership team armed with over 100 years of insurance expertise.

Our long-term vision is to become a diversified full stack Specialty re/insurer competing with legacy carriers in product lines & markets a