Job Details 

The ASA is responsible for profitable growth by increasing sales production and strengthening relationships with existing agencies. This critical role operates within the Openly sales organization by collaborating with team members to achieve onboarding support and account penetration, enabling rapid adoption of Openly’s product, increasing sales productivity, and maintaining account retention. Opportunities to join a team like this don’t come up often, so if this sounds right up your alley, keep reading and join our ever-growing team!

Key Responsibilities 

• Exceptional Agency Results
  • Drive exceptional results with agency partners for quality, growth, and retention.
  • Provide feedback about Rate, underwriting risk classifications within the local markets to product, underwriting, and other ASM partners
  • Delivery on key named account targets
• Be Loved
  • Frequent (>120/month) engagements with agencies that delight them
  • Increase policies sales per agent, agent engagement, agent net promoter score, retention, and quality of book
  • Administer incentives (where applicable) and contests aimed at increasing sales profitably
• Day-to-day activities
  • Engage with agents 120 times per month digitally with phone calls, zoom meetings, video messages, texts, etc. to drive profitable growth in accounts
  • Move agents within segments up-channel in quality and quantity of production
  • Collaborate and execute with peers in the market (Sr ASM / ASM / Insurance Product) to improve the results of agencies

Requirements

• 1+ years of experience with Property & Casualty Insurance with a strong background in sales
• A passion for helping partner agencies
• Must be able to multitask and problem-solve
• Available for some travel as needed
• Strong organizational, negotiation, and value-based selling skills
• Strong oral and written communication with the ability to manage large and small audiences, whether remote or in-person
• Experience in a high volume sales environment
• Strong sales results consistently exceeding revenue goals
• A customer-centric mindset with the ability to quickly establish trust and credibility
• Insurance product knowledge and the ability to gather additional knowledge rapidly
• Proficiency with Microsoft and Google products along with experience working with a CRM

Job Details:

As a Product Manager for Claims, you will be a key driver of Openly’s claims product strategy, owning a critical portion of our Personal Lines (Auto and Property) initiatives. Working alongside a fellow Claims PM, you will tackle the high-impact and operationally complex challenges that define our "moment of truth” where we deliver on our promise to policyholders.

In this role, you will sit at the intersection of Claims Operations and Engineering, translating business needs and operational insights into clear product specs and coordinated execution. While you will have direct ownership over your assigned domain, you will collaborate closely with your partner PM to ensure a seamless, end-to-end claims lifecycle—striving to make our technology as fast, fair, and efficient as the rest of the Openly experience.

You will also serve as a leader for Product & Strategy in the adoption of AI, proactively identifying opportunities to apply emerging capabilities across claims workflows, partnering with Engineering and Data to test and scale AI-driven solutions, and growing into a subject matter resource on AI for the broader team.

Key Responsibilities:

Product Execution & Ownership

• Own delivery of claims-related product initiatives from discovery through launch, with support from senior product leadership
• Translate business objectives and operational needs into clear product requirements, user stories, and acceptance criteria
• Manage and prioritize a product backlog to deliver high-impact outcomes in a fast-paced environment

Problem Identification & Structured Solutioning

• Identify inefficiencies and friction points across the claims lifecycle
• Break down complex problems and develop well-structured, actionable product solutions
• Produce detailed, cohesive product specs that account for workflows, dependencies, and edge cases

Cross-Functional Partnership

• Partner closely with Engineering and Claims Operations as a day-to-day collaborator in designing and delivering solutions
• Facilitate alignment across stakeholders
• Effectively communicate priorities, trade-offs, and decisions to both technical and non-technical audiences

Claims Experience Improvement

• Contribute to improving both internal and external claims experiences
• Support the design of digital-first capabilities, including self-service FNOL, status tracking, and automated workflows
• Drive incremental improvements to cycle time, accuracy, efficiency, and user satisfaction

Data-Driven Iteration

• Use data, user feedback, and operational insights to inform prioritization and continuous improvement
• Define and track key performance indicators such as claim cycle time, accuracy, and customer satisfaction
• Partner with analytics teams to evaluate impact and refine product decisions

AI Exploration & Innovation

• Identify and explore opportunities to apply AI to claims workflows, including intake, triage, documentation, and customer communication
• Experiment with AI tools and approaches to improve efficiency, decision quality, and user experience
• Stay current on emerging AI capabilities and proactively bring ideas for practical application within claims
• Partner with engineering and data teams to test, validate, and scale AI-driven solutions
• Grow into a subject matter resource for AI within Product & Strategy over time

Requirements

• 4+ years of experience in Product Management or a related role
• Professional experience in personal lines insurance, with strong knowledge of personal lines claim lifecycle, processes, and technologies
• Analytically minded with a data-informed approach to decision-making
• Strong organizational and project management skills, including managing multiple state-specific workstreams at the same time
• Proven ability to translate complex requirements into clear, actionable execution plans that can be understood across teams
• Clear and effective communicator, especially in written documentation
• Comfortable operating as a coordination layer between business stakeholders and engineering teams
• Ability to navigate ambiguity, ask clarifying questions, and drive work to completion
• Customer and operations aware mindset, with attention to downstream impact and stakeholder management

Job Details 

Openly is looking for a Business Development Representative (BDR) responsible for generating new relationships with prospective agencies looking to sell Openly’s homeowner product. This critical role’s focus is to contact and develop relationships with potential agents while at the same time evaluating whether their business model aligns with Openly’s value proposition and seamlessly transition the agency through the Openly appointment process. 

Watch what our Independent Agent Partners have to say about working with Openly in this testimonial video.  Opportunities to join a team like this don’t come up often, so if this sounds right up your alley, then keep reading and join our ever-growing team!

Key Responsibilities  

• Receive inbound leads and initiate the agency appointment process by triaging the agency against Openly’s appointment process
• Supplement the pipeline of agency appointments with outbound calls and email campaigns
• Cultivate relationships with the potential agency partners by providing an overview of Openly and understanding how Openly can fit into their business model
• Be able to do discovery and attain key metrics about agency and their business
• Build trust with agents by ensuring a seamless transition through the agency appointment process by adhering to Openly’s standard processes and setting expectations with the agents
• Set up meetings between prospective agencies and the Openly business development associates (BDAs)
• Ensure meetings are held between prospective agents and BDAs
• Manage and maintain strong data integrity and data hygiene in our CRM across leads, opportunities, and accounts
• Leverage data from opportunities in the pipeline to forecast monthly and quarterly results Provide weekly updates to the team regarding territory goals and objectives

Requirements

• 1+ years of outstanding sales performance with an ability to drive results and innovate in a fast-paced and dynamic environment
• 1 or more years of experience in P&C insurance industry preferred 
• Experience with multiple sales techniques, including cold calling and email campaigns
• Consistent track record of achieving or exceeding sales targets
• Passion for helping partner agencies
• Strong organizational, negotiation, and value-based selling skills
• A customer-centric mindset with the ability to quickly establish trust and credibility
• Insurance product knowledge and the ability to gather additional knowledge rapidly
• Proficiency with Microsoft and Google products along with experience working with a CRM Willingness to travel up to 10% of the time
• Property & casualty insurance producer license, or the ability to get one within the first four weeks of employment

Job Details 

We’re hiring a Senior Backend Engineer to be a part of one of our core teams building the backend for Openly's insurance platform. You will play an essential role in designing, building, testing, and maintaining the services and technology that power our insurance offering and customer experiences.

Key Responsibilities 

• Collaborate with internal and external partners to develop the core systems and create APIs that power our best-in-class user experiences.
• Build out our internal tooling and APIs to make business and engineering processes easier, faster, and safer.
• Implement systemic changes to align existing systems with current architectural goals.
• Integrate with external services to manage payments, documents, and claims.
• Integrate with data providers to source real-time information on hundreds of data points, including property characteristics and risk profiles.
• Provide subject matter expertise, mentorship, and support to individuals on your team.
• Collaborate on architectural discussions with your team.
• Contribute to important architectural and operational decisions like microservices vs. monoliths, deployment techniques, technologies, policies, etc.
• Participate in daily stand-ups, weekly 1:1's, and biweekly retros.

Our stack

• Backend: Go & Postgresql   
• Frontend: Browser-based, VueJS, Webpack, Nuxt &, Tailwind  
• Research/Data Science: R, ArcGIS, Jupyter Notebooks, & Python  
• Data: GCP GCS, BigQuery, Composer/Airflow, Cloud Functions, Postgres, SQL, Python, Go, Aiven Debezium and Kafka, Fivetran  
• Infrastructure: Google Cloud, specifically Cloud Run, Kubernetes, Pub/Sub, BigQuery, and CloudSQL, managed with Terraform. We use GitHub for code hosting, DataDog for monitoring, and CircleCI for running our CI/CD pipelines.  
• Remote work tools: Slack, Zoom, Donut  

Requirements

• At least 4 years of professional/production experience developing backend web-stack applications.
• Professional experience leveraging Go in prior roles. Please note, part of the interview process includes completing a code challenge in Go.
• Sustained track record of creating improvements in business-critical systems around stability, performance, and scalability.
• Demonstrated ability to deliver complete systems from start to finish in a reasonable time frame with little or no supervision.
• Strong interpersonal skills, such as an ability to explain complex technical concepts to non-technical audiences.

#LI-DNI

Job Details

We are seeking a Senior Analyst, Insurance Product to serve as a key contributor in maintaining the quality and accuracy of our personal lines insurance products. In this business-critical role, you will work with the Senior Manager, Insurance Product to improve and maintain our testing processes and tooling. You’ll help ensure our insurance products meet both internal guidelines and state-specific regulatory standards, and share your guidance across the organization.

Key Responsibilities

• Testing Tooling Development: Develop and maintain tooling which enables business users to verify the calculations and behavior of our insurance products
• Process Implementation: Help roll out and document standardized testing, peer review, and governance workflows
• Test Data Design: Consult on the design of test data, ensuring key scenarios are represented and edge cases are covered
• Technical Product Expert: Serve as a subject matter expert on complex rating systems, platform differences, and policy data

Requirements

• 3-5 years of professional experience, with experience in both of the following areas:
  • Insurance (P&C and personal lines experience is a plus)
  • Software development, quality assurance, technical product management, insurance rating engine development, or similar
• Experience in Python, SQL, R or other programming language
• A degree in Mathematics, Business, Economics, Statistics, Computer Science, similar study, or relevant experience
• Strong critical thinking skills, ability to operate in ambiguity and challenge existing processes
• Strong written and oral communication skills, and ability to translate concepts between technical and business language

Job Details 

We are looking for a proactive IT Operations Engineer II to oversee and optimize our IT environment.  As an IT Operations Engineer II, you will be a key driver in optimizing our entire IT ecosystem.  With a high degree of ownership, you will not only administer our core technologies but also lead projects, improve processes, and become a subject matter expert in our technology stack. You will be responsible for owning independent IT projects from technical design through to launch, ensuring our IT systems are scalable, secure, and efficient.

This position is ideal for a proactive problem-solver who can balance independent work with collaborative guidance and effectively mentor junior team members.

Key Responsibilities 

• Administer and manage our IT applications (e.g., Okta, Google Workspace, Slack, Zoom, Jira, Notion) to ensure secure configurations and efficient user access.
• Design and implement integrations, workflows, and automations to streamline processes and improve efficiency.
• Utilize Python, or no code solutions to automate repetitive tasks.
• Utilize Terraform to administer Openly’s IT Infrastructure.
• Collaborate with cross-functional teams to identify opportunities for automation and process improvement.
• Configure Jira projects, custom fields, permissions, and workflows to align with evolving business requirements.
• Maintain access controls, enforce security policies, and ensure data integrity within our technology stack.
• Collaborate with IT leadership to define project requirements, scope, timelines, and success metrics.
• Lead and coordinate IT projects, leveraging project management methodologies and tools.
• Mentor junior IT team members, sharing best practices and fostering a culture of continuous learning.
• Document and maintain clear, comprehensive guidelines and procedures of our environment.
• Participate in IT support escalations, addressing complex end-user issues and providing advanced troubleshooting.
• Proactively identify potential issues, implement monitoring solutions, and coordinate preventive actions.
• Maintain effective communication with stakeholders regarding incident status, impact, and resolution progress.
• Monitor application performance, troubleshoot issues, and implement enhancements to maintain high availability and optimal user experience.

Qualifications

• Education: A Bachelor's degree in Information Technology, Computer Science, or a related field, or relevant certifications.
• Experience: 4-6 years of experience in IT Engineering, Systems Administration, DevOps, or a related role.

Technical Acumen

• Advanced proficiency with Okta, Google Workspace, Jira, and other SaaS applications.
• Proficient in Python or similar languages (e.g., Bash, Javascript).
• Experience with Terraform or other infrastructure-as-code frameworks.
• Experience with version control systems (Github, Git, etc.)
• Experience with public cloud infrastructure (e.g. GCP, AWS)
• Ability to build applications and tools that provide and/or use APIs
• Ability to troubleshoot complex technical issues across a variety of systems and platforms.

Core Competencies

• Strategic Thinking: Oftentimes thinks about team practices and processes and discusses improvements with the team.
• Effective Communication: Communicates effectively, clearly, concisely in written and verbal form. Does so both with the team and others in the company, taking the audience into account. Actively listens to others and ensures they are understood. Pays attention to nonverbal communication.
• Innovation: Identifies opportunities for internal process improvement. Communicates and implements innovative solutions in collaboration with IT leadership. Participates in the evaluation and integration of new IT tools and technologies.
• Dealing with Ambiguity: Handles and communicates to leadership any risk, change, and uncertainty within their personal scope of work effectively.
• Architecture: Provides recommendations on systems designed for future scaling. Collaborates in architectural discussions with IT Leadership. Plans for potential 2nd order problems. Collaborates in monitoring work on their team based on the organization's observability philosophy.
• Mentorship: Mentors their teammates in an open, respectful, flexible, empathetic manner. Seeks out mentoring opportunities specifically to create team redundancy and backfill ability.

#LI-CB

Job Details

Openly is looking for a Territory Manager, internal title is Agency Success Manager. To be considered for this role, candidates must be residing in Ohio to be considered for this role.  

The ASM’s are responsible for profitable growth, specifically by maximizing sales production and strengthening relationships with new and existing agencies. This critical role operates within the Openly sales organization by collaborating with team members to execute onboarding support and account penetration, enabling rapid adoption of Openly’s product, increasing sales productivity, and maintaining account retention. Opportunities to join a team like this don’t come up often, so if this sounds right up your alley, then keep reading and join our ever-growing team!

Key Responsibilities

• Engage with existing Openly Agent Partners to enhance and maximize sales results
• Support existing Openly agent partners with developing marketing campaigns
• Create and implement strategies and goals to increase new business production.
• Support Business Development Managers with larger agency appointments
• Manage assigned territory to drive profitable growth and achieve financial goals
• Review and analyze territory trends to identify, communicate and act on data
• Collaborate with other functions at Openly to drive industry-leading agent experience for Openly’s agent partners

Requirements

• Established agency network
• 2+ years of insurance carrier experience 
• Must be located in Ohio
• Travel up to 60% in assigned territory based on the business needs
• Proven organizational, negotiation, and value-based selling skills
• 3+ years of outstanding sales performance with the ability to drive results and innovate in a fast-paced and dynamic environment
• Property & Casualty Insurance Producer License preferred, or the ability to get one within the first three (3) months of employment
• Strong oral and written communication with the ability to manage large and small audiences, whether remote or in-person
• A customer-centric mindset with the ability to quickly establish trust and credibility
• Insurance product knowledge and the ability to gather additional knowledge rapidly
• Proficiency with Microsoft and Google products along with experience working with a CRM

Incentive Plans

• In addition to base salary there are monthly and quarterly incentives plans up to an additional $45K annually.

Director, Ceded Reinsurance 

Openly is seeking a ceded reinsurance director who will help lead the company’s day-to-day ceded reinsurance operations while developing iterative improvement of the company’s buying strategy. This role will critically contribute to improving spend efficiency, reducing EBIT volatility, and protecting risk capital.

Reporting to the Chief Accounting & Risk Officer, the Director, Ceded Reinsurance will collaborate in the development of and be responsible for the execution of the ceded reinsurance strategy for Openly by managing existing broker and reinsurance programs and relationships, forging new relationships and structures and serving as a liaison of reinsurance activities. This person will leverage and create strong relationships with brokers, reinsurers, carriers, and alternative capital providers supporting Openly’s growth and profitability strategies.  This person will bring strong technical reinsurance experience, interpersonal skills, market relationships and innovative thinking to the reinsurance function.

Responsibilities include:

• Support Openly’s reinsurance program, including technical analysis and recommendation of structural strategies for Openly’s use and purchase of reinsurance coverage, developing relationships with incumbent and new markets, and managing the brokerage/placement process.
• Maintain and evolve reinsurance capacity development strategies, including forging new relationships with traditional and non-traditional reinsurance capital providers and industry participants.
• Collaborate with finance, insurance product, strategy, and legal teams to manage Openly’s reinsurance planning and placement processes.
• Support the work of various departments such as Insurance Product Management, Insurance Product Research, Financial Planning & Analysis, Accounting & Reporting, and others.
• Provide insights into risk-bearing activities at Openly, offering up strategies that further Openly’s growth and profitability objectives.
• Be a thought leader within Finance & Strategy as the organization expands, spearheading projects as they arise.

Candidate Profile

Candidates are required to be analytical, highly effective communicators, and display thoughtful business judgement.  The candidate will also have a proven track record within the reinsurance industry and have strong existing relationships within the industry.  The candidate should be  a self-starter with a strong work ethic who is highly results-oriented, inquisitive, and enjoys problem solving with minimal structure.

Requirements:

• 10+ years of related experience
• Bachelor’s degree in finance or another quantitative field. MBA preferred
• Deep technical experience in property and CAT reinsurance structuring
• Strong analytical and problem-solving skills and the ability to think strategically through challenging questions
• Frequent travel (US domestic travel & International travel to London, Bermuda, Cayman, Germany, etc.) is required
• Experience in networking with reinsurers, negotiating and placing reinsurance programs
• Familiarity with Cat modeling outputs (Verisk Touchstone & RMS RiskLink) and vendor model parameter risk is required
• Experience with unauthorized and/or unrated reinsurance requirements is highly desirable
• Ability to manage reinsurance brokerage relationships effectively and has a strong reinsurance negotiation experience
• Strong interpersonal communication skills with the ability to synthesize complex and nuanced concepts to technical and non-technical audiences
• Ability to fit into a unique culture that is highly nimble, adaptable, execution oriented and resilient
• Excels in a fast-paced, demanding environment; able to manage multiple tasks and juggle several time-sensitive demands, while adapting to changing priorities
• Able to create and deliver effective presentations to both external and internal audiences.