Lemonade, America’s top-rated insurance company, protects your family and your belongings—at home, and everywhere else. Sign up in seconds, get paid in minutes. Backed by General Catalyst, GV and Entrepreneur First.
About the role
Build and execute the Autonomous Maker Experience across the employee lifecycle, workplace technology, and technical support Manage and develop IT Solutionists into stronger owners, builders, and advisers
What they're looking for
- 7+ years across IT engineering, internal products, automation, business systems, technical operations, or adjacent roles
- 3+ years leading and developing technical teams
- Strong problem abstractions and the ability to structure and solve ambiguous business problems
- Technical credibility to work as a peer with Product, Engineering, Operations, and Security
- Strong understanding of AI, APIs, data flows, integrations, MCPs, security, and scalable system design
- Experience with tools such as Claude, Cursor, Workato, or similar platforms
More about this role
We're looking for a product-minded IT leader to help Lemonade scale how teams get work done internally. You'll lead IT in Tel Aviv, manage a team of IT Solutionists, and build more autonomous Maker experiences - partnering across Product, Engineering, and Security to turn business needs into coherent strategies, systems, and automations using AI-powered products.
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.
Build and execute the Autonomous Maker Experience across the employee lifecycle, workplace technology, and technical support
Manage and develop IT Solutionists into stronger owners, builders, and advisers
Partner with leadership to identify, frame, and prioritize high-impact automation and AI opportunities
Apply problem decomposition and system design to turn...
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