Jobs at Ledgebrook (Now Hiring) — 6 open

At Ledgebrook, we believe a career in claims can be so much more. You bring the passion, discipline, and entrepreneurial spirit; we’ll provide the environment to unleash your best work. Together, we’ll celebrate and reward success. If you’re ready to shape the future of claims and join a high-performing team that truly values ownership and innovation - read on and apply now.

About the Role

Ledgebrook is seeking an experienced Claim Manager to oversee its portfolio of General Liability and Unsupported Excess Liability claims. You’ll play a key role in ensuring that our Third-Party Administrators (TPAs) deliver timely, thorough, and cost-effective claim resolutions, while maintaining Ledgebrook’s commitment to excellence and integrity.

As part of our Claim team, you’ll collaborate with leadership, underwriting, actuarial, and technology teams to refine our state-of-the-art claim management platform and reporting capabilities. This role offers an opportunity to help define best practices across multiple casualty market segments - including construction, hospitality, manufacturing, real estate, retail, and habitational risks. We’re looking for someone with a strong technical foundation in E&S casualty claims, a data-driven approach, and the ability to manage relationships with both internal and external partners to achieve outstanding claim outcomes.

About you

Here at Ledgebrook, we’re passionate about building a team that thrives on learning, collaboration, and the excitement of building something from the ground up.

You bring:

• A passion for delivering world-class service to both internal and external customers
• Intellectual curiosity and a desire for innovation, rather than following the status quo
• A hunger for continuous learning and personal growth
• Agile prioritization skills and a sense of urgency - you balance getting it right with getting it done
• A strong drive 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 connect and collaborate across remote teams
• Transparent, honest communication
• A proactive, solution-oriented mindset - you focus on solving, not blaming
• Experience working successfully in a fully remote, fast-paced environment

Requirements

As a future Ledgebrook Claim Manager, you’ll bring deep technical expertise, sound judgment, and an entrepreneurial mindset to help us redefine what claims excellence looks like in the E&S market.

We’re looking for someone with:

• 10+ years handling Commercial General Liability (CGL) Bodily Injury, Property Damage, and Personal & Advertising Injury claims
• 5+ years managing litigated CGL claims, developing and executing defense strategies
• 3+ years handling non-admitted market Excess & Surplus Lines claims
• 2+ years overseeing claims handled by Third-Party Administrators (TPAs)
• 2+ years supervising claim professionals - coaching, mentoring, and driving performance
• Proven ability to analyze coverage and prepare reservation of rights or coverage decision letters
• Strong litigation management skills - selecting, directing, and evaluating defense counsel
• Experience participating in quality assurance claim file reviews and process improvements
• Analytical mindset: You dissect complex claims, evaluate exposure, and create actionable strategies
• Coverage expertise: You interpret and apply policy language with precision and clarity
• Collaborative communicator: You build alignment across underwriting, legal, product, and operations teams
• Technology & innovation: You’re proficient with modern claims systems, data, and analytics tools - and eager to implement workflow improvements that drive speed, accuracy, and customer satisfaction
• Customer focus: You combine empathy and responsiveness with professionalism
• Entrepreneurial drive: You take ownership, challenge the status quo, and help build scalable, forward-thinking solutions
• Decisive leadership: You make informed, timely decisions with confidence and accountability
• Exposure to Allied Healthcare and/or Professional Liability claims (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

• Full remote flexibility and asynchronous work culture
• Unlimited PTO and fully paid sick leave
• Comprehensive health benefits, including medical, dental, and vision coverage, plus HSA and FSA options
• Additional financial protection and retirement benefits, including a 401(k), company-paid life insurance, and disability coverage
• A high degree of ownership, autonomy, and the opportunity to help build and shape a growing company
• The chance to make a meaningful impact while working alongside an ambitious, high-performing team
• Exposure to the challenges and opportunities of a fast-growing startup environment

Compensation

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