Head of Development

Olive puts you back in control of your financial future.

It’s a digital and objective platform that brings together all your long-term insurance and savings products - in one place.

We explain everything in simple language, show you the full picture of what you have today, identify overlaps and issues, offer smart recommendations, and enable you to take action with a click - independently, with full transparency, and without relying on any middleman.

Whether you’re just starting out or approaching retirement – Olive is here to help you understand, compare, and make better decisions - at every stage of life.

We are a small, high-quality startup of 10 people, growing fast, and looking for talented people to join our journey and make a direct impact on our success.

Job Description - Head of Development

About the Role:

We are looking for an experienced Head of Development to take ownership of an existing codebase following the MVP stage, and to lead the ongoing development, enhancement, and expansion of our system.

This is a key leadership position with both technological and managerial responsibilities, cross-team collaboration, and the opportunity to shape a product that’s transforming the insurance and savings world.

What You’ll Do:

• Take full ownership of the existing codebase and infrastructure
• Lead the platform’s evolution - scaling, stabilization, and new feature development
• Build, recruit, and mentor a high-performing development team
• Collaborate closely with management, product, and external partners
• Drive automation, DevOps, and continuous improvement initiatives

Requirements:

• At least 2 years of proven experience managing and scaling development teams – mandatory
• Hands-on experience with Svelte, NestJS, PostgreSQL, Redis, AWS S3
• Experience with PDF generation and digital signatures
• Strong understanding of queue management and automation processes
• Experience integrating with external APIs
• Excellent leadership and communication skills

Nice to Have:

• Background in insurance, fintech, or SaaS
• Experience with distributed infrastructures and managing production environments

If you’re ready to take ownership, lead innovation, and build technology that empowers people to make smarter financial decisions - we’d love to meet you!