Claims Director, Casualty (Remote, US)

Openly has redefined the insurance experience—replacing decades of complexity with clarity. We’re the insurance provider for people who expect more and the partner independent agents have been waiting for.

Building a better future for personal lines insurance requires diverse expertise and thoughtful execution. We bring together dedicated problem-solvers who are excited to challenge the status quo and do meaningful work.

• Technology That Delivers: We leverage cutting-edge data to modernize underwriting and deliver tailored insurance solutions.

• Superior Protection: Highly customizable coverage designed to match the unique needs of modern homeowners.

• A Seamless Experience: Frictionless workflows for independent agents and fast, human-centered care for policyholders.

At Openly, our people are just as important as our product. Collaboration, communication, and work-life balance aren't just nice-to-haves—they are core to who we are. We believe a great company is built on a foundation of shared values, which is why we seek out individuals driven by integrity, empathy, teamwork, curiosity, and a healthy sense of urgency.

We embrace individuality and know that diverse teams build better products. Our commitment to inclusion across race, gender, age, religion, identity, and background drives our culture and our business forward every day.

Position Overview

Openly is seeking a visionary Claims Director to design, implement, and lead our new Auto Casualty Claims Team. Your mission will be to redefine the handling of complex casualty claims, pushing the boundaries of efficiency, fairness, and policyholder satisfaction within the industry. This role will also lead the Property Liability and Litigation team.  This pivotal role reports directly to the VP of Claims.

Strategic Responsibility

You will be accountable for optimizing the entire Auto Casualty claims handling process. This involves the strategic integration of specialized vendors, leveraging advanced technology, developing innovative and legally sound process flows, ensuring unwavering regulatory compliance, and establishing a top-tier internal desk adjustment team expert in bodily injury. You will be responsible for building this critical claims process infrastructure from its very inception.

Core Responsibilities:

• Partner strategically with the Claims Director, Auto Physical Damage on cross-functional initiatives and shared vendor relationships to optimize overall claims operations.

• Designing the foundational structure and processes for all Auto and/or Casualty claims.

• Contributing to the development of the operational strategy and vision for the Openly Claims organization.

• Managing claim outcomes to meet operational metric targets, including loss dollars, loss adjustment expenses, claim average cycle time, customer experience, employee experience, and regulatory compliance.

• Collaborating with Vendor Management and Technology Teams to evaluate and select vendor partners.

• Establishing and implementing segmentation rules for claim routing to optimize the use of technology, personnel, and vendors.

• Partnering with the Data Strategy team to design key operational metrics and automated reporting for enhanced transparency and data-driven decision-making.

• Providing policy and claims feedback in collaboration with the Insurance Product team.

• Representing Openly at claims industry events and forums.

• Cultivate a strong culture of teamwork and shared accountability within the Casualty claims team and across the broader organization, championing effective communication and problem-solving with all internal and external partners.

• Maintaining a comprehensive understanding of industry trends, regulatory changes, and technological advancements.

Qualifications:

• Minimum of 10 years of progressive leadership experience in property & casualty insurance claims roles, with a proven ascent in responsibility.

• At least 6 years of experience leading and optimizing Auto Casualty claims teams, with a demonstrated track record of achieving strong operational results.

• Strong technical knowledge and demonstrated expertise in managing Complex Bodily Injury claims, including advanced claim handling strategies, negotiation tactics, and litigation management.

• Proven ability to design, staff, and lead high-performing claims teams.

• Demonstrated passion for leadership, coaching, and talent development.

• Proven track record of strategic planning and budget management.

• Excellent interpersonal and project management skills, with the ability to communicate and collaborate effectively across all organizational levels.

• Strong analytical and problem-solving abilities.

• Comfortable operating in ambiguous environments and addressing complex business challenges.

• Results-oriented with strong decision-making capabilities.

Applicants must be currently authorized to work in the United States on a full‑time basis. This position is not eligible for employer visa sponsorship now or in the future.

Great work happens when people feel supported, valued, and empowered. From comprehensive health coverage to remote-work flexibility, our benefits are designed to care for you and your family at every stage of life.

• Remote-First Culture: We supported remote work long before it became standard, and we remain dedicated to a flexible, distributed team.

• Competitive Pay & Equity: Top-tier base salary plus ownership in Openly’s growth.

• Comprehensive Health Coverage: Medical, dental, and vision plans tailored to you and your family.

• Life & Disability Insurance: Full coverage including voluntary supplemental options.

• Parental Leave: Up to 8 weeks (320 hours) of paid parental leave for eligible employees (with additional disability coverage available for birthing parents).

• 401(k) Company Contribution: Openly contributes 3% of your gross income, regardless of whether you make personal contributions.

• Home Office Setup: A $1,500 upfront allowance to build your ideal remote workspace, plus a $75/month internet stipend.

• Professional Development: $2,000 annually to invest in courses, conferences, or resources that help you grow.

• "Be Well" Program: A $50/month stipend dedicated to your personal health and well-being.

• Volunteer Hours & Referral Rewards: Paid time off to give back to your community, plus generous financial rewards for referring great talent.

Note: Select roles may also be eligible for cash incentives or sales commissions. Eligibility for all compensation and benefits is governed by applicable plan terms.

Our Hiring Commitment: We believe interviewing is a two-way street. We’ve designed our hiring process to be transparent, respectful, and human. At every step, you’ll have space to showcase your strengths, ask tough questions, and discover if Openly is the right place for your next chapter.

U.S. Citizens, Green Card Holders, and those authorized to work in the U.S. for any employer and currently residing in the US will be considered.

Openly is committed to equal employment opportunity and non-discrimination for all employees and qualified applicants without regard to a person's race, color, sex, gender identity or expression, age, religion, national origin, ancestry, ethnicity, disability, veteran status, genetic information, sexual orientation, marital status, or any characteristic protected under applicable law. Openly is an E-Verify Employer in the United States. Openly will make reasonable accommodations for qualified individuals with known disabilities under applicable law.

We strive to provide an exceptional applicant and candidate journey when you engage with us. In an effort to respond to applicants in a timely manner, we leverage AI to organize applications and resumes based on required and applicable skills and experience. To allow our applicants to drive their initial interview experience with us, we may leverage an AI-supported scheduling tool so you can choose when to meet with our team. While AI assists with efficiency, all hiring decisions are made by our team members. Rest assured, your data is protected according to privacy laws and company policies. Contact our recruitment team with any questions about our AI-assisted hiring process.