# Alana Lipson > Senior Product Designer at Headway | Prev. Charlie Health, Mastercard, Cornell Tech MBA Location: New York, New York, United States Profile: https://flows.cv/alana Product designer with 10+ years of experience and a tech-focused MBA, blending user-centered design with business strategy to create intuitive, high-impact products. I believe the best experiences come from a deep understanding of people, an iterate-to-learn mindset, and a relentless focus on both user needs and business goals. My younger self—constantly spotting ways to make things more efficient—would be thrilled to know that improving experiences is a real job (that I'm grateful to now have!) Over the past decade, I’ve designed impactful solutions across: - Startups (Charlie Health, Harness) and large companies (Mastercard) - Web, mobile, and unique interfaces like payment terminals - Highly regulated industries—healthcare, fintech, and payments - Consumer-facing products and internal applications - 0→1 and 1→N products With a background spanning research, product development, and design, I bring a unique perspective that balances deep user empathy with strong business acumen. My MBA from Cornell Tech reinforced that great design doesn’t just enhance experiences—it drives meaningful outcomes. I love creating experiences that make life easier—whether it’s tapping to pay in seconds or automating workflows so clinicians can focus on care. I take an iterative, experiment-driven approach: launch, learn, refine, repeat. Outside of work, you’ll find me hunting for NYC’s best chocolate chip cookie, listening to wellness podcasts, or planning my next outdoor adventure. ## Work Experience ### Senior Product Designer @ Headway Jan 2025 – Present | New York, New York, United States ### Product Designer @ Charlie Health Jan 2023 – Jan 2025 | New York, New York, United States Designing solutions that enable life-saving mental health treatment. For patients, streamlining the enrollment flow and reimagining the in-care experience. For providers, launching AI-powered tools that reduce documentation time, measure progress, and enable clinicians to be more present. ### Product Designer @ Harness Jan 2022 – Jan 2023 Harness connects your everyday spending to what you believe in. As a solo designer, I conceived and designed a new (0-1) product for small banks that enables their cardholders to earn rewards and donate to causes they care about. ### Product Designer @ Alana Lipson Design LLC Jan 2021 – Jan 2023 Built a successful freelance practice, securing clients and delivering high-impact design solutions including a microsite, an optimized inventory tracking system, and a prototype for a fitness app. ### Director, Contactless User Experience @ Mastercard Jan 2019 – Jan 2021 Improved in-store checkout experiences by leading global research study, designing Contactless UX guidelines, and enhancing internal application, boosting downloads by 67% and resolving 800+ payment issues. Promoted from Manager to Director. ### Mastercard Innovation Scholar, Cornell Tech MBA @ Mastercard Jan 2018 – Jan 2019 1 of 5 employees selected among 300+ applicants to receive full scholarship for tech-focused MBA. Co-founded mental health startup. ### Product Manager, Mastercard Labs @ Mastercard Jan 2017 – Jan 2018 | Greater New York City Area Developed new data-driven travel recommendation product, selected by Mastercard’s CEO to receive $1M in funding for internal incubation. Served as product manager for a 5-person development team. ### Analyst, Research & Insights @ Mastercard Jan 2015 – Jan 2017 | Greater New York City Area Conducted user interviews, usability studies, competitive assessments, and pricing analyses to inform the development of a self-serve data insights tool requested by our banking partners. ### Summer Analyst, Enterprise Growth @ American Express Jan 2014 – Jan 2014 | Greater New York City Area ## Education ### Master of Business Administration - MBA in Johnson Cornell Tech MBA Program Cornell Tech ### Bachelor of Science (BS) in Communication, Business Cornell University ## Contact & Social - LinkedIn: https://linkedin.com/in/alanalipson - Website: https://alanalipson.com --- Source: https://flows.cv/alana JSON Resume: https://flows.cv/alana/resume.json Last updated: 2026-02-23