Head of Engineering @Wellspring

Who We Are: AI is the new electricity: Just as electricity transformed numerous industries starting 100 years ago, AI is now poised to do the same. AI Fund is an early stage venture firm founded by Dr. Andrew Ng in 2017. Our portfolio companies utilize AI technology and applications to improve processes and efficiency. The AI Fund team combines their experiences as AI pioneers, entrepreneurs, venture capitalists, investors, and operators. We are backed by a $176 million-dollar fund from top-tier VC firms. Together, let’s build great companies that will move humanity forward.

About Wellspring: Transforming Health & Wealth Management Through AI

Wellspring is on a mission to empower caregivers who are planning their own health and financial futures while supporting aging parents. Powered by agentic AI, Wellspring provides tailored solutions such as modular insurance and financial planning tools to navigate caregiving challenges with clarity, ease, and a proactive mindset.

We are proud to partner with AI Fund, a venture studio pioneering solutions that reshape industries through AI. Joining Wellspring means access to world-class AI experts, resources, and the opportunity to create transformative technology at the intersection of health and wealth management.

About the Role: Head of Engineering

As our Head of Engineering, you will define and execute Wellspring’s technology strategy, building an AI-driven platform that transforms caregiving and financial planning. You will play a pivotal role in designing scalable systems, implementing voice-enabled AI, and ensuring seamless integration with healthcare and financial platforms. With the freedom to define the tech stack and build your dream team, this role offers a unique opportunity to innovate and lead.

Key Responsibilities

• Lead Platform Development: Build Wellspring’s AI-powered Voice Companion, Risk Assessment Engine, and Centralized Health Record Hub, integrating modular insurance and financial planning tools
• Develop Engagement Features: Create event-driven systems for proactive user engagement through notifications and triggers for insurance activation or data updates
• Apply AI/ML: Use advanced models to assess health risks, predict coverage needs, and deliver tailored modular insurance solutions
• Collaborate with Experts: Partner with actuarial and insurance specialists to enhance risk predictions and product offerings
• Build & Lead the Team: Recruit and mentor a high-performing team of engineers and data scientists while fostering an innovative culture
• Ensure Compliance: Implement secure, privacy-first systems that meet HIPAA, GDPR, and financial data regulations

What You Will Be Doing

• Provide strategic technical leadership while contributing hands-on in the early stages
• Prioritize user-focused, empathetic solutions tailored to caregiver’s needs
• Deliver a secure, scalable platform that meets healthcare and financial compliance requirements
• Partner with investors and stakeholders to grow Wellspring’s market presence

What We Are Looking For

• Entrepreneurial Experience: Previous experience as a co-founder or early-stage technical leader in a VC-backed startup
• Zero-to-One Product Development: Proven ability to take concepts from ideation to MVP and scale
• AI/ML Expertise: Experience with GenAI, LLMs, agentic frameworks, ASR, and TTS technologies
• Data Integration: Expertise in building secure, scalable multi-user data systems
• Regulatory Compliance: Familiarity with healthcare and financial data regulations (HIPAA, GDPR)
• User-Centric Design: Passion for creating seamless, empathetic user experiences
• Leadership Skills: Proven success in hiring, mentoring, and leading high-performing technical teams

Why Join Wellspring

• Mission-Driven Work: Transform caregiving and financial planning for millions of families
• Ownership: Shape the technology, strategy, and culture of a fast-growing startup
• Resources: Access exclusive AI Fund expertise, networks, and capital to fuel innovation

At AI Fund, we are committed to providing an environment of mutual respect where equal employment opportunities are available to all applicants without regard to race, color, religion, sex, pregnancy (including childbirth, lactation and related medical conditions), national origin, age, physical and mental disability, marital status, sexual orientation, gender identity, gender expression, genetic information (including characteristics and testing), military and veteran status, and any other characteristic protected by applicable law. AI Fund believes that diversity and inclusion among our employees is critical to our success as a company, and we seek to recruit, develop and retain the most talented people from a diverse candidate pool. Selection for employment is decided on the basis of qualifications, merit, and business need.