We're looking for a Senior Manager of Property Claims Innovation & Scale to help us fundamentally rethink how property claims get handled — and build the systems that make touchless claims a reality. You'll sit within our Property Claims organization, holding a dual mandate: keeping our external partner operations running with precision today, while designing the automated workflows that reduce our dependence on manual processes tomorrow. This isn't a role for someone who manages the status quo. It's for someone who's actively replacing it.

We believe three things matter for every role at Lemonade: drive to push through challenges, efficiency that keeps standards high while moving fast, and adaptability that lets you pivot with data and AI insights. These aren't buzzwords, they're how we actually work.

Our AI-first approach isn't just a tagline either. We're building the future of insurance with AI at the center, and we need people who are genuinely excited to learn and grow alongside these tools.

In this role you'll

Manage day-to-day performance with our key external partners across both daily and catastrophe claims, holding them to rigorous standards of speed, quality, and SLA adherence
Continuously map external and internal claims workflows to find the best opportunities for AI integration, systemic efficiency, and process internalization
Partner deeply with Product and Engineering to embed proprietary AI tools into the claims lifecycle — proactively building proofs of concept using available LLM tools to bring a working vision to the table, not just a requirements doc
Build executive-ready business cases that shift spend from traditional vendor management toward scalable, automated solutions — with a clear focus on driving down Loss Adjustment Expense
Surface operational insights with Analytics, using large, imperfect datasets to make bold, structural changes to how our claims ecosystem runs

What you'll need

5+ years of deep property claims experience, with a strong emphasis on systems design, process engineering, or claims transformation
A proven track record of managing TPA and vendor operations while simultaneously driving continuous improvement and systems integration
Experience identifying manual or vendor-dependent workflows and replacing them with technology-enabled solutions that improve speed, accuracy, and cost efficiency
Hands-on fluency with LLMs like Claude or ChatGPT — you know how to build prompts, map logic, and use AI to multiply your output, not just talk about it
Advanced data analysis skills and the ability to independently extract insights that drive bold financial decisions
Executive-level communication skills — you can influence a partner CEO and an internal Product lead in the same afternoon
Insurtech or startup experience is a strong plus
Ability to work in a remote environment
College Degree

Please note that we are unable to sponsor applicants for work visas.

Unfortunately, we cannot consider applicants from these states: Alaska, California, Colorado, Montana, Hawaii, New Mexico and Puerto Rico.

Lemonade's US base salary range for this full-time position is $110,000 - $135,000 plus equity + benefits. Our salary ranges are determined by role, level, and location. Within the range, individual pay is determined by work location and additional factors, including job-related skills, experience, and relevant education or training. Speak to your recruiter to hear more about the specific salary range for your preferred location.

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Senior Manager, Property Claims Innovation & Scale