Chief AI Officer

Safety Wing

Chief AI Officer at SafetyWing building AI strategies to enhance organizational effectiveness. Lead AI-driven initiatives to reimagine workflows and product development in a remote environment.

Posted 6/12/2026full-timeRemote • 🌎 Anywhere in the WorldLeadWebsite

Tech Stack

Tools & technologies

Switching

About the role

Key responsibilities & impact

Define and execute SafetyWing's AI strategy so that every team, workflow, and product becomes meaningfully more capable with AI
Build, test, and deploy AI-powered solutions across operations, claims, support, growth, product, design, and beyond
Help shape SafetyWing's product roadmap so AI is embedded into what we build, not just how we work
Help every team member become exceptionally effective with AI through training, coaching, experimentation, and hands-on support
Reimagine how work gets done at SafetyWing from the top down. Not only removing busy work and creating new ways for people to operate, but thinking deeply about how an AI-native insurance company should run internally and how AI should be embedded throughout our products
Measure the impact of AI across the company and continuously raise the bar for what our team can accomplish

Requirements

What you’ll need

Lives and breathes AI and is constantly experimenting with new models, tools, and workflows
Has built AI-powered systems across a variety of use cases, especially in operations
Has experience as a senior leader and knows how to influence, align, and drive change across an entire organization
Can help both technical and non-technical teams adopt new ways of working
Is comfortable switching between hands-on execution and long-term strategy
Has a clear way to measure and demonstrate impact

Benefits

Comp & perks

- Fully remote work environment – work from anywhere globally
- Unlimited time off
- Equity compensation
- Our own Global Safety Net, giving you worldwide health, income, and travel coverage
- Personal development and office budgets
- A new laptop when you need one
- Annual team gathering in amazing locations - our previous meetups were in Iceland, Vietnam and Argentina

ATS Keywords

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Hard Skills & Tools

AI strategyAI-powered solutionsAI systemsdata measurementproduct roadmap developmenttraining and coachingexperimentationhands-on supportoperations optimizationchange management

Soft Skills

leadershipinfluencealignmentdriving changecross-team collaborationadaptabilitystrategic thinkingcommunicationproblem-solvingcreativity