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Chief Technology Officer (CTO), Remote

Fidelity Investments

📍 Boston, Massachusetts, US0💼 Full-time🕐 5/22/2026
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Role overview

Fidelity Investments is hiring for the Chief Technology Officer (CTO), Remote role in Boston, Massachusetts, US. It is full-time, Executive level, in the Tech sector. It was posted 5/22/2026.

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Role
Chief Technology Officer (CTO), Remote
Company
Fidelity Investments
Location
Boston, Massachusetts, US
Work mode
On-site
Employment
Full-time
Seniority
Executive
Sector
Tech
Posted
5/22/2026

Description

Fidelity Digital Coach - Head of Technology Fidelity Labs is building a new generation of enterprise AI products embedded in customer‑facing experiences across Fidelity’s businesses. We are seeking a senior engineering leader to serve as the technical and organizational owner of the Fidelity Digital Coach—a foundational product and infrastructure enabling safe, scalable, and compliant conversational AI capabilities for millions of customers. This role combines hands‑on technical leadership, platform architecture ownership, and engineering organization building. You will define the technical direction of the product and platform, build and lead a high‑caliber engineering team, and partner closely with product, legal, compliance, security, and executive leadership to bring AI capabilities into production responsibly. You will operate with significant autonomy, clear decision rights within the platform domain, and executive‑level visibility. Your work will directly shape how conversational AI is designed, governed, and deployed. Key Responsibilities Deliver the Fidelity Digital Coach Own the engineering execution of integrating Digital Coach functionality into FidelityGo Build the AI infrastructure to support conversational UXs Platform and Technical Strategy Own the architecture and technical direction of the conversational AI platform supporting Digital Coach and later multiple products and business lines. Make durable technology decisions that balance performance, extensibility, safety, and regulatory requirements. Establish core platform primitives for AI interaction, governance, integration, and observability. Define team structure, hiring standards, and operating culture. Enterprise Integration and Execution Partner with other technology teams to integrate Coach platform capabilities into existing systems and products. Set standards for availability, incident response, and operational hygiene. Ensure the Coach platform evolves safely from early releases to broad adoption. Communicate risks, tradeoffs, and milestones with transparency and precision. What Success Looks Like A production‑grade AI suite supporting multiple customer‑facing use cases. Platform adoption expanding across additional products and business areas. A technical foundation designed to scale with increased usage, complexity, and regulatory scrutiny. The Expertise and Skills You Bring You bring 12 years of software engineering experience, including 5 years leading engineering teams. You've hired and managed teams of 15 engineers and possess deep AWS knowledge. Your ability to make high-stakes technical decisions with incomplete information and document outcomes is outstanding. A BS/MS or equivalent experience in Computer Science is required, with an advanced degree or equivalent experience in ML/AI research as a plus. Your proven track record in building systems from scratch sets you apart! The Team We are an ambitious team committed to innovation and flawless execution. You will report directly to the MD and collaborate with the senior leadership team, ensuring the Digital Coach product and infrastructure meet ambitious goals. Our team thrives on determined efforts to successfully implement world-class technology solutions. Fidelity Investments is a leader in financial services, and our greatest asset is our people. We focus on a culture of learning, mobility, and inclusion, ensuring our workforce is diverse and highly skilled. Join us and be part of a team that builds the future of conversational AI in finance! Please be advised that Fidelity’s business is governed by the provisions of the Securities Exchange Act of 1934, the Investment Advisers Act of 1940, the Investment Company Act of 1940, ERISA, numerous state laws governing securities, investment and retirement-related financial activities and the rules and regulations of numerous self-regulatory organizations, including FINRA, among others. Depending on the position and eligibility requirements, the offer package may also include bonus or other variable compensation. We offer a wide range of benefits to meet your evolving needs and help you live your best life at work and at home. These benefits include comprehensive health care coverage and emotional well-being support, market-leading retirement, generous paid time off and parental leave, charitable giving employee match program, and educational assistance including student loan repayment, tuition reimbursement, and learning resources to develop your career. Note, the application window closes when the position is filled or unposted. Please be advised that Fidelity’s business is governed by the provisions of the Securities Exchange Act of 1934, the Investment Advisers Act of 1940, the Investment Company Act of 1940, ERISA, numerous state laws governing securities, investment and retirement-related financial

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