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At Root, we're pushing for bold progress and change across the insurance industry and beyond. We're harnessing data and technology to bring fairness and ease to customers through our products, partnerships, and our ongoing efforts to make the roads fairer and safer for everyone. We believe in supporting our team members where they thrive, and we provide the technology and resources that they need to do their best work, whenever they are. That's our work and our Root life.

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📍 United States of America

🧭 Full-Time

💸 180000.0 - 229000.0 USD per year

🔍 FinTech

  • 7+ years as a software engineer
  • 3+ years leading software teams
  • Expertise in Ruby on Rails
  • Proven leadership of projects involving multiple teams across functional domains
  • Excellent communication skills both with engineering colleagues and senior business leaders
  • Co-lead your team with your Engineering Manager, helping to coach, model for and grow the other team members.
  • Partner with Product, Data Science, Analytics, and experts in the Insurance group to set the strategy for the quarters to come
  • Identify and socialize important technical initiatives that increase the effectiveness of our products, systems, and teams
  • Contribute code strategically each development cycle to advance the impact of the team
  • Lead by example in incident response ensuring we take action to continuously improve the resiliency of our systems
  • Coordinate with Staff Engineers across the organization to establish and evangelize standards and best practices

Backend DevelopmentLeadershipProject ManagementSoftware DevelopmentRuby on RailsCross-functional Team LeadershipCommunication SkillsAgile methodologiesRESTful APIsExcellent communication skillsSoftware Engineering

Posted 12 days ago
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📍 United States

💸 165248.0 - 188000.0 USD per year

🔍 FinTech

  • 4+ years as a software engineer
  • 2+ years leading software teams
  • Expertise in front-end development and fundamentals, front-end frameworks, with a strong experience in JavaScript, HTML, CSS
  • Experience with React, TypeScript, React Native
  • Possess a solid understanding of APIs, specifically REST, and be capable of effectively modifying and consuming them in front-end applications
  • Expertise with a high-level object-oriented programming language
  • Proven experience in planning experiments and projects that are completed successfully by your team and achieve the expected outcomes or drive significant learning
  • Excellent communication skills both with engineering colleagues and team stakeholders
  • Contribute significantly to the work of the team each iteration through direct coding, code review, and project leadership
  • Document designs and plans for projects with clear writing and diagrams that give the team and its stakeholders clarity on the work to be done and the expected outcomes
  • Coach and guide engineers on your team in writing accurate, resilient code
  • Build relationships with our partners in Product Management, Design and other areas of the business in order to ensure the team is working on the best things each quarter
  • Improve the performance of the team by suggesting code patterns, process improvements, and technical upgrades
  • Lead in incident response ensuring we proactively communicate and resolve issues

LeadershipProject ManagementSoftware DevelopmentAgileFrontend DevelopmentHTMLCSSJavascriptReact NativeTypeScriptREST APIReactCommunication SkillsProblem SolvingMentoring

Posted 12 days ago
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📍 United States

🧭 Full-Time

💸 118736.0 - 148420.0 USD per year

🔍 Insurance

  • At least five years experience leading strategic security efforts in cloud-centric environments, ideally with AWS, including deep expertise in Cloud IAM, network security, threat detection, and logging/monitoring.
  • Experience securing container-based and serverless infrastructure using managed services such as ECS and AWS Lambda.
  • Ability to influence cross-functional teams, build strong partnerships, and secure stakeholder support—including executive leaders—for security initiatives.
  • Excellent communication skills, with an ability to translate complex security concepts into understandable terms for both technical and non-technical audiences
  • Comfortable switching from high-level strategic decisions to hands-on technical tasks, including triaging incidents, reviewing code, or configuring security tools.
  • Experience maturing security practices, and embedding improvements and controls into existing product/engineering approaches.
  • A passion for staying ahead of evolving threats, security trends, and best practices—translating these insights into actionable improvements for Root’s security posture.
  • Proficiency in scripting and automation using programming languages such as Python or Ruby.
  • Advanced knowledge of security frameworks (SOC 2, PCI-DSS, NIST, etc.), threat modeling, secure design principles, and the ability to embed these practices within CI/CD pipelines.
  • Demonstrated success in developing and guiding security engineers, providing technical leadership while fostering a culture of continuous learning and professional growth.
  • Willingness to participate in an on-call rotation to address critical security incidents and ensure timely response.
  • Set and drive Root’s overarching security vision.
  • Collaborate with engineering, product, and data science teams to translate high-level business goals into tactical security initiatives that safeguard customer and company data.
  • Guide and support security engineers and cross-functional teams through advanced threat modeling, architectural reviews, and secure coding practices.
  • Proactively partner with Product to ensure security is built into project roadmaps from the outset, balancing innovation and delivery timelines with robust risk mitigation strategies.
  • Establish frameworks that align with relevant regulatory and compliance requirements (e.g., SOC 2, PCI-DSS, NIST).
  • Oversee risk assessment processes to help teams prioritize and remediate vulnerabilities.
  • Architect scalable security solutions that minimize manual processes through automation.
  • Influence design patterns and infrastructure configurations to ensure secure-by-default implementations within AWS and related services.
  • Regularly evaluate and adopt emerging security tools and processes.
  • Craft a long-term roadmap that anticipates threat evolution and positions Root at the forefront of secure product delivery.

AWSLeadershipPythonCloud ComputingCybersecurityKubernetesCross-functional Team LeadershipServerlessCommunication SkillsCI/CDProblem SolvingMentoringDevOpsComplianceRisk ManagementScripting

Posted 13 days ago
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📍 United States

🧭 Full-Time

💸 133784.0 - 155000.0 USD per year

🔍 FinTech

  • 3+ years as a software engineer
  • An eagerness to work closely with your team in a collaborative environment
  • Curiosity in clearly defining the customer problem that needs to be solved
  • Excellent communication skills both with engineering colleagues and team stakeholders
  • Write, test, and deploy software solutions that are accurate and resilient
  • Actively seek to understand the customer’s problem to ensure you are developing effective solutions
  • Collaborate closely with supportive teammates to share and improve your work
  • Clearly communicate and document your work to help others learn
  • Support your systems in production resolving incidents and issues that affect our customers
  • Increase the effectiveness of your team by suggesting code and process improvements

AWSBackend DevelopmentSoftware DevelopmentSQLJavascriptRuby on RailsTypeScriptAPI testingREST APIReactCommunication SkillsCollaborationCI/CDProblem SolvingDocumentationSoftware EngineeringDebugging

Posted 27 days ago
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📍 United States

💸 165248.0 - 188000.0 USD per year

🔍 FinTech

  • 4+ years as a DevOps, infrastructure, or software engineer
  • 2+ years leading technical projects/programs
  • Broad experience in cloud technologies, AWS preferred
  • Familiarity with Agile/Kanban processes
  • Familiarity with project management methodologies and tools
  • Proven experience in planning and executing cross-functional projects that achieve the expected outcomes or drive significant learning
  • Excellent communication skills both with engineering colleagues and team stakeholders
  • Lead Complex Technical Initiatives: Drive large-scale, cross-functional programs by collaborating with engineering, product, and data science teams to achieve optimal technical and business outcomes.
  • Advance Engineering Excellence: Ensure high standards of engineering rigor and operational excellence across projects, identifying opportunities for continuous improvement and scalable solutions.
  • Strategic Planning & Execution: Break down ambiguous technical problems into actionable tasks, prioritize deliverables, manage timelines, and identify risks to ensure successful program delivery.
  • Cross-Functional Collaboration: Build strong relationships with stakeholders across all levels, communicating technical concepts clearly and tailoring messages to different audiences.
  • Risk Management & Decision Making: Identify technical and program risks, negotiate trade-offs, and make informed decisions to optimize business outcomes.
  • Process Optimization: Develop and refine processes to streamline teamwork, increase velocity, and reduce complexity, ensuring projects are delivered efficiently and on time.
  • Metrics-Driven Success: Help establish and track key metrics to measure program success, driving continuous improvements based on data and feedback.

AWSProject ManagementAgileCloud ComputingCross-functional Team LeadershipREST APICommunication SkillsCI/CDDevOpsRisk ManagementStakeholder managementSoftware Engineering

Posted 27 days ago
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📍 United States

🧭 Full-Time

💸 133784.0 - 155000.0 USD per year

🔍 FinTech

  • 4+ years as a software/cloud/devops engineer.
  • Expertise in Terraform and IAC best practices
  • Expertise in AWS Cloud Architecture and foundational AWS services (Networking, ECS, RDS, S3, IAM)
  • Proficiency with CI/CD pipelines and related concepts
  • Proficiency in Ruby or Python
  • Proven leadership of projects involving multiple teams across functional domains
  • Excellent communication skills both with engineering colleagues and senior business leaders
  • Design, build, and manage cloud infrastructure in AWS
  • Develop and manage self-service capabilities for engineering teams
  • Educate and coach platform and product engineers on cloud infrastructure best practices
  • Actively seek to understand our stakeholder’s problems to ensure you are developing effective solutions
  • Collaborate closely with teammates to share and improve your work
  • Clearly communicate and document your work to help others learn
  • Support your systems in production, resolving incidents and issues that affect our customers and stakeholders
  • Increase the effectiveness of your team by suggesting code and process improvements

AWSLeadershipPythonAWS EKSCloud ComputingRubyCommunication SkillsCI/CDProblem SolvingMentoringDevOpsTerraform

Posted 27 days ago
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📍 United States

🧭 Full-Time

💸 180000.0 - 229000.0 USD per year

🔍 Insurance

  • 7+ years as a software engineer
  • 3+ years leading software teams
  • Expertise in front-end development, with a strong experience in of JavaScript, HTML, CSS, and modern JavaScript frameworks such as React
  • Expertise in architecting and building SPAs and mobile-first web applications
  • Experience effectively modifying and consuming APIs for front-end applications
  • Familiarity with Ruby on Rails
  • Familiarity with native app development
  • Proven leadership of projects involving multiple teams across functional domains
  • Excellent communication skills both with engineering colleagues and senior business leaders
  • Partner with Product, Data Science, Analytics, and experts in the Insurance group to set the strategy for the quarters to come
  • Identify and socialize important technical initiatives that increase the effectiveness of our products, systems, and teams
  • Architect and develop rich, responsive web and native applications, including mobile-first applications and Single Page Applications
  • Collaborate with UX/UI designers to transform designs into high-quality code and ensure the technical feasibility of designs
  • Coach and guide engineers on your team in planning experiments and projects that align with our strategic objectives
  • Contribute code each development cycle to advance the impact of the team
  • Lead by example in incident response ensuring we take action to continuously improve the resiliency of our systems
  • Coordinate with Staff Engineers across the organization to establish and evangelize standards and best practices

LeadershipProject ManagementSoftware DevelopmentFrontend DevelopmentHTMLCSSJavascriptReact.jsReact NativeRuby on RailsAPI testingMobile testingCommunication SkillsRESTful APIsSoftware Engineering

Posted 27 days ago
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📍 United States of America

💸 118000.0 - 148000.0 USD per year

🔍 Insurance

  • 3-5+ years of product design experience with a proven track record of delivering high-quality, user-centered solutions.
  • Ability to frame design work within broader product and business goals and advocate for design decisions with cross-functional partners.
  • Strong ability to define product requirements, conduct user research, and translate insights into actionable designs.
  • Expertise in interaction design, visual design, and UX/UI principles, with an ability to work within and extend existing design systems.
  • Ability to balance deep conceptual thinking with execution, driving impact while ensuring quality.
  • Experience facilitating decision-making—leading concept exploration and narrowing to the right solutions.
  • Ability to navigate trade-offs between scope, quality, and business needs.
  • Excellent written and verbal communication skills—able to clearly articulate design rationale and influence decisions.
  • Strong collaboration and negotiation skills—proactively building relationships with stakeholders and advocating for user needs.
  • A bias for action—proactively identifying and solving problems without waiting for direction.
  • Contribute to the long-term design and product strategy across our platforms.
  • Refine and evolve our design process to drive efficiency, consistency, and impact.
  • Own and lead complex projects from concept to execution, ensuring high-quality solutions.
  • Collaborate with product managers, engineers, and researchers to deliver elegant, user-centered solutions that balance business needs, technical feasibility, and customer value.
  • Leverage behavioral design principles to create intuitive, high-impact experiences.
  • Facilitate workshops and design discussions to drive decision-making and alignment.
  • Proactively improve systems and processes that integrate design into product development.
  • Mentor and support junior designers, elevating the overall craft of the team.

Adobe Creative SuiteAgileFigmaProduct ManagementUI DesignUser Experience DesignBehavioral scienceProduct designCommunication SkillsAnalytical SkillsCollaborationProblem SolvingRESTful APIsMentoringExcellent communication skillsCross-functional collaborationData visualizationStakeholder managementStrategic thinkingPrototyping

Posted 28 days ago
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🔥 Software Engineer II
Posted 28 days ago

📍 United States of America

🧭 Full-Time

💸 123872.0 - 145000.0 USD per year

🔍 FinTech

  • 2+ years as a software engineer
  • An eagerness to work closely with your team in a collaborative environment
  • Curiosity in clearly defining the customer problem that needs to be solved
  • Excellent communication skills both with engineering colleagues and team stakeholders
  • Write, test, and deploy software solutions that are accurate and resilient
  • Actively seek to understand the customer’s problem to ensure you are developing effective solutions
  • Collaborate closely with supportive teammates to share and improve your work
  • Clearly communicate and document your work to help others learn
  • Support your systems in production resolving incidents and issues that affect our customers
  • Increase the effectiveness of your team by suggesting code and process improvements

AWSBackend DevelopmentSoftware DevelopmentSQLJavascriptRuby on RailsTypeScriptReactCommunication SkillsCollaborationProblem SolvingRESTful APIsTeamworkSoftware EngineeringDebugging

Posted 28 days ago
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🔥 GRC Analyst II
Posted about 1 month ago

📍 United States

💸 110000.0 - 130000.0 USD per year

🔍 Insurance

  • 3+ years of experience in executing information security risk management activities, including risk assessment, response, and monitoring processes
  • Proficient in information security control frameworks, standards, and regulations (such as NIST CSF, PCI DSS, and insurance data security laws or similar)
  • In-depth experience designing and evaluating controls to reduce information security risk
  • Excellent problem solving skills and attention to detail
  • Experience developing reports and metrics including data analysis and data visualization
  • Self-motivated; naturally collaborative, ability to influence without direct authority
  • Proven ability to balance security with the ongoing needs of the business while maintaining compliance and meeting risk management requirements
  • Active security certification (CISM, CISSP, CIA, CISA, etc.) preferred
  • Familiarity with applying security controls in public cloud environments (e.g. AWS)
  • Contribute to the ongoing development and maturation of Root’s information security risk management processes to appropriately manage risk in alignment with the organization's risk appetite and continuously monitor the risk landscape/control environment
  • Aid in conducting risk assessments across the organization, working with a variety of teams/functions to identify, evaluate, and mitigate risks
  • Support compliance with Root’s information security regulatory requirements, performing readiness assessments, ensuring policies and controls adequately address relevant requirements, reporting on Root’s compliance status, and tracking remediation efforts as necessary
  • Assist in the ongoing development and management of Root’s information security control framework
  • Perform analysis of the information security control environment to monitor effectiveness, identify gaps, and inform compliance reporting
  • Coordinate issue management/risk mitigation activities, collaborating with teams across the organization to manage and track remediation efforts to completion
  • Maintain information security policies and standards
  • Support control design and effectiveness testing of information security controls
  • Coordinate the reporting of key metrics related to the control environment
  • Aid in responding to regulatory exams and other third-party audits
  • Contribute to the creation of a risk-aware culture and advocate for applying risk management practices and a risk-based approach to security

AWSSQLCloud ComputingCybersecurityData AnalysisREST APIComplianceJSONRisk ManagementData visualization

Posted about 1 month ago
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