Conversational UX Lead

Job Description: Director, Conversational UX & AI Experiences – Join Fidelity Digital Coach, a Fidelity Labs company Digital Coach is scaling holistic financial guidance to millions of Fidelity customers who today have limited access to personalized, end‑to‑end financial support. As Director of Conversational UX & AI Experiences on the Digital Coach team, you will define how our AI‑powered financial assistant behaves, engages, and builds trust with customers across ongoing, multi‑session interactions. This is a hands‑on leadership role for a senior individual contributor who thrives at the intersection of conversational design, frontend systems, and AI‑powered products. You will work closely with product, engineering, and platform AI teams in a fast‑moving, early‑growth environment, shaping differentiated, human‑centered experiences while integrating with Fidelity’s broader platforms, policies, and services. THE ROLE AS DIRECTOR OF CONVERSATIONAL UX & AI EXPERIENCES ON DIGITAL COACH, YOU WILL: Own the end‑to‑end conversational experience for an AI‑powered financial chatbot, from concept through production Design and evolve agent‑based, stateful conversational experiences beyond traditional chat interfaces Define conversation states, memory strategies, re‑entry moments, and UX patterns for financial guidance Partner closely with platform AI teams to shape inputs, context, and outputs into trusted, human‑centered experiences Lead front‑end experience design, conversational UX, and rapid prototyping efforts Translate financial policies, guardrails, and compliance constraints into clear, intuitive user experiences Collaborate with product, engineering, design, and risk partners to ensure alignment across teams Continuously iterate on experiences using user feedback, behavioral insights, and quality signals THE EXPERTISE AND SKILLS YOU BRING 8+ years of experience in UX, product, or conversational design, including AI‑powered or agent‑based systems Proven ability to design complex, stateful, multi‑turn and multi‑session user journeys Strong systems thinking, with fluency collaborating across product, engineering, and AI platform teams Hands‑on experience shaping front‑end experiences and interaction models for customer‑facing products Ability to balance innovation with clarity, trust, and compliance in regulated environments Experience in finance, fintech, or other regulated domains strongly preferred THE TEAM This role is part of Fidelity Labs, Fidelity Investments’ in‑house new business incubator. Founded in 2005, Fidelity Labs has played a key role in incubating and scaling innovative businesses that shape the future of financial services. Digital Coach is a Labs‑incubated initiative focused on expanding access to holistic financial guidance through AI‑powered, human‑centered digital experiences. Fidelity Labs offers the creativity and speed of a startup environment paired with the scale, trust, and stability of an industry leader. Learn more at: Fidelity’s Onsite Working Model Fidelity is transitioning to a full-time onsite working model through a phased rollout across regions and roles. Currently, some roles and locations require 100% onsite presence, while others require less. Onsite expectations are likely to evolve as the rollout continues. This transition does not apply to fully remote roles. The base salary range for this position is $126,000-255,000 USD per year. Placement in the range will vary based on job responsibilities and scope, geographic location, candidate’s relevant experience, and other factors. Base salary is only part of the total compensation package. 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 activities and the rules and regulations of numerous self-regulatory organizations, including FINRA, among others. Those laws and regulations may restrict Fidelity from hiring and/or associating with individuals with certain Criminal Histories. Certifications: Category: Information Technology At Fidelity, we are passionate about making our financial expertise broadly accessible and effective in helping people live the lives they want! We are a privately held company that places a high degree of value in creating and nurturing a work environment that attracts the best talent and reflects our commitment to our associates. We are proud of our diverse and inclusive workplace where we respect and value our associates for their unique perspectives and experiences. For information about working at Fidelity, visit FidelityCareers.com. Fidelity Investments is an equal opportunity employer. Fidelity will reasonably accommodate applicants with disabilities who need adjustments to participate in the application or interview process. To initiate a request for an accommodation please contact the following: For roles based in the US: Contact the HR Leave of Absence/Accommodation Team by sending an email to View email address on click.appcast.io, or by calling View phone number on click.appcast.io, prompt 2, option 2 For roles based in Ireland: Contact View email address on click.appcast.io For roles based in Germany: Contact View email address on click.appcast.io Fidelity Privacy Policy