IT Manager, AI Ops

Lemonade; United States; On-site; USD 127,000 - 194,000; Full time

Job summary

Lemonade in Tel Aviv seeks a product-minded IT leader to scale internal work delivery, head IT, and drive autonomous Maker experiences with Product, Engineering and Security. You will manage IT Solutionists and prototype AI-powered automations.

Lead AI opportunities from discovery to rollout, align tech with Lemonade's mission, and ensure security governance across the org. This role requires hands-on system design and strong collaboration.

Qualifications

• 7+ years across IT engineering, internal products, automation or related roles.
• 3+ years leading and developing technical teams.
• Strong ability to structure and solve ambiguous business problems.
• Technical credibility to work with Product, Engineering, Operations, and Security.
• Solid understanding of AI, APIs, data flows, integrations, security and scalable system design.
• Experience with Claude, Cursor or similar platforms.
• Prototyping with Python, TypeScript or Ruby.

Responsibilities

• 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 incomplete ideas into clear plans and recommendations.
• Personally prototype and build automations, agents, workflows, and internal tools.
• Own cross-functional AI opportunities from discovery through rollout, adoption, and impact measurement.
• Own the Tel Aviv tech experience - networks, AV, MSPs, vendors, budgets, AI governance, and Security partnership.
• Build solutions that fit cohesively into Lemonade's wider agentic systems and Maker experience.

Skills

People leadership

Automation design

AI integration

Cross-functional

Coding prototyping

API integration

Python/TypeScript/Ruby

Tools

Claude

Cursor

Workato

Job description

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.

In this role you'll

• 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 incomplete ideas into clear plans and recommendations
• Personally prototype and build automations, agents, workflows, and internal tools
• Own cross-functional AI opportunities from discovery through rollout, adoption, and impact measurement
• Own the Tel Aviv tech experience - networks, AV, MSPs, vendors, budgets, AI governance, and Security partnership
• Build solutions that fit cohesively into Lemonade's wider agentic systems and Maker experience

What you'll need

• 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
• Comfort prototyping with Python, TypeScript, Ruby, or comparable languages
• Strong communication and upward-management skills
• A track record of creating direction, developing others, and shipping meaningful outcomes
• Ready to work in an office environment most days of the week