# Tracy Reppert > Senior AI Content Designer, Microsoft Location: San Francisco Bay Area, United States Profile: https://flows.cv/tracyreppert AI Product Content Strategist with deep fintech experience (PayPal, Venmo, Intuit, Microsoft), specializing in onboarding, trust, and high-stakes user flows SKILLS AI Product Experiences (Conversational & Agentic) Strategic Content Leadership Complex Financial & Regulated Products Scalable Content Systems & Design Libraries Human-AI Interaction Design Platform & Multi-Partner Ecosystem Strategy Content Governance & Scalable Operations Data-Informed Decision Making Trust, Safety & Compliance Messaging Customer Lifecycle & Engagement https://www.tracyreppert.com/ ## Work Experience ### Senior AI Content Designer @ Microsoft Jan 2026 – Present -Build and structure a design system knowledge base as a source of truth for both human designers and AI systems, enabling consistent, scalable product experiences -Create structured, AI-ready content defining how components, patterns, and interactions scale across products and AI-generated experiences -Translate complex design decisions into clear, reusable guidance that informs both human workflows and AI-generated UI and content -Refine knowledge base content as a foundation for AI outputs—reducing ambiguity, improving consistency, and supporting reliable, system-driven design at scale -Partner with designers, engineers, and product teams to ensure content supports emerging AI workflows, agent-based experiences, and automated generation ### Senior Content Strategist @ Cover Genius Jan 2025 – Jan 2026 | San Francisco, CA Led content strategy for embedded insurance products across a global partner ecosystem including Expedia, Amazon, Airbnb, and Uber, enabling revenue-generating protection experiences at scale. Owned end-to-end content for a multi-market ecosystem serving more than 30 million customers, spanning CMS, transactional UI, microcopy, and post-purchase communications. Designed modular content systems, pattern libraries, and standards to ensure consistency across platforms and partners, and collaborate cross-functionally with Product, Design, Legal, and Enterprise Sales to deliver compliant, high-trust customer journeys. Through systematic optimization, improved comprehension and task completion quarter over quarter, contributing to a 12% increase in activation and upsell adoption. ### AI Content Strategist @ Intuit Jan 2024 – Jan 2025 | San Francisco, CA Served as key content lead on Intuit’s largest platform transformation, delivering mobile experiences powered by agentic AI across revenue-critical products. Designed content strategy for AI accounting agents that enabled autonomous task completion while maintaining accuracy, compliance, and user trust, and developed prompt frameworks and behavioral guardrails that automated 95% of bookkeeping transactions. Led content for Mobile Accounting and the Customer Agent, contributing to a $4M revenue lift through a modernized transaction experience. Drove major growth initiatives including Direct Account Tax Mapping and the End-of-Year Checklist (3.9× growth, $80M revenue impact, ~245K customers), supported regulatory programs such as Making Tax Digital for Income Tax affecting 2.8M businesses, optimized the Sole Trader Income Tax experience for 670K self-employed users with a 700% increase in engagement, and redesigned onboarding from 14+ screens to two dynamic steps, reducing completion time from roughly four minutes to under one minute. ### Senior Content Designer @ PayPal Jan 2020 – Jan 2024 | San Francisco, California, United States Served as key content lead on AI-enabled experiences for PayPal’s highest-revenue product area, shaping interaction patterns for automated assistance at global scale. Partnered with machine learning teams to design AI-generated recommendations and behavioral messaging that balanced personalization with trust in a highly regulated financial environment. Led content strategy for flagship initiatives including One-Click Checkout and Rewards programs, contributing to a 13% increase in user growth through optimized onboarding, engagement, and conversion experiences. Supported launches across approximately 200 countries, reaching about 400 million users worldwide. ### Senior Content Designer @ Venmo Jan 2020 – Jan 2020 Led content strategy for mobile-first peer-to-peer and cross-border payment experiences across international markets, supporting high-volume remittance flows. Translated a new global brand identity into localized product experiences that ensured clarity, trust, and consistency across regions. Defined scalable content standards, governance, and decision frameworks to enable rapid rollout while maintaining compliance with regional requirements, and partnered closely with Product, Design, Legal, and Localization teams to deliver cohesive payment experiences across diverse markets. ### Lead UX Writer @ Macy's Jan 2017 – Jan 2020 | San Francisco Bay Area Founded and scaled macys.com’s first UX writing function, establishing content as a core discipline across a large ecommerce organization. Built processes, standards, and operating frameworks supporting approximately 40 UX designers and cross-functional partners, and developed the company’s first enterprise content style guide to ensure consistency across shopping, credit, account, and service experiences. Designed conversational content for AI-powered shopping assistant features and led content strategy for key customer journeys including product discovery, checkout, credit services, and account management. ### UX Designer @ California Department of Justice Jan 2016 – Jan 2017 | San Francisco Bay Area Led the UX redesign of OpenJustice.com, a statewide public data platform aggregating crime and law-enforcement statistics from more than 1,000 agencies. Translated complex public-safety data into accessible digital experiences that supported transparency and public understanding, improving usability and navigation for diverse audiences including policymakers, journalists, researchers, and the general public. Collaborated closely with government stakeholders to ensure accuracy, clarity, and the responsible presentation of sensitive information. ### Communications Manager @ Dream.Org Jan 2015 – Jan 2016 | Oakland, CA Directed national communications and media campaigns focused on criminal justice reform and workforce development initiatives, serving as senior communications partner to founder Van Jones to shape messaging and public narrative. Secured Tier-1 media coverage through strategic outreach and placements in outlets including The Washington Post and San Francisco Chronicle, and authored opinion pieces and articles for major publications such as CNN.com. Produced ongoing thought leadership and campaign content across digital channels while coordinating messaging with advocacy partners, policymakers, and community stakeholders. Wrote a weekly blog. ### Content Strategist @ Industrial Logic, Inc. Jan 2002 – Jan 2015 | Berkeley, CA Developed strategic technical and marketing content for a global Agile software consultancy serving enterprise clients, translating complex software engineering practices into clear value propositions, training materials, and customer-facing communications. Partnered with product teams and consultants to shape messaging for a custom-built e-learning platform adopted by organizations including Google, Expedia, and Walmart, and produced content across web, sales, training, and client engagement channels to support adoption of Agile and XP methodologies. Also supported business development through case studies, proposals, and solution narratives tailored for enterprise audiences. ### Reporter/Editor @ The New York Times, CNN, The San Francisco Chronicle, NY Weekly Jan 1998 – Jan 2002 ## Education ### UX Design Immersive General Assembly ### Bachelor of Arts in Philosophy St. John's College ## Contact & Social - LinkedIn: https://linkedin.com/in/tracyreppert --- Source: https://flows.cv/tracyreppert JSON Resume: https://flows.cv/tracyreppert/resume.json Last updated: 2026-04-13