Senior Product Designer

SummaryStretto delivers a full spectrum of case management services, depository solutions, loan modification services, and technology tools to fiduciaries and legal professionals. Sitting at the center of the bankruptcy ecosystem, Stretto leverages deep industry expertise and market insights to facilitate every aspect of case and cash management for its corporate-restructuring and consumer-bankruptcy clients, as well as fiduciaries and other industry professionals.The Product Design team at Stretto drives product design and UX strategy across the company’s product ecosystem, directly impacting core business outcomes. The team is focused on delivering high-quality, efficiency-driven solutions to law practices across the country.We are seeking a Sr. Product Designer to lead design across a suite of complex, cloud-based B2B and B2C products used by attorneys, paralegals, and debtors to prepare bankruptcy petitions and manage cases. This is a senior individual contributor role for a designer who brings strong craft, sound judgment, and the maturity to collaborate effectively with cross-functional teams and at times challenging stakeholders.The Sr. Product Designer is expected to deliver high-quality design execution, contribute to product direction, and champion design thinking within the organization. This role is responsible for defining and articulating user and product needs and making a meaningful impact across Stretto’s product portfolio.Essential Duties and ResponsibilitiesLead design efforts across assigned product areas with a high degree of ownership and craftPartner with Product and Engineering leadership to influence roadmap, prioritization, and product directionNavigate complex stakeholder environments—including executives, SMEs, CSMs, clients, Product, and Engineering— communicating design rationale clearly and driving toward alignmentIdentify and drive short- and long-term product and UX improvements grounded in user needs and business impactDefine, track, and communicate UX metrics that tie design outcomes to measurable business resultsCollaborate cross-functionally throughout the product lifecycle, from discovery through deliveryPlan and facilitate workshops for alignment, discovery, and ideationConduct and synthesize qualitative and quantitative research to inform strategy and validate solutionsDeliver end-to-end design solutions, from concept to high-fidelity execution (journeys, flows, wireframes, prototypes)Leverage AI tools to accelerate workflows across research, ideation, content, and prototypingContribute to the design and definition of AI-powered product experiences in collaboration with Product and EngineeringContribute to and evolve the Stretto Design System and design best practicesProvide constructive feedback to peers and support a collaborative design cultureAdvocate for users while balancing regulatory, technical, and business constraintsContribute to scoping, planning, and estimation of design effortsPerform other duties as assignedEducation and/or Work Experience Requirements5–7+ years of experience in product design, UX, or interaction designExperience designing complex B2B software products: FinTech or similarly regulated industries a plusAbility to connect design decisions to business goals and make sound, well-reasoned trade-offsComfortable working with and influencing cross-functional stakeholders through clear communication and strong design rationaleExperience working with complex, data-heavy interfaces and large-scale information systemsSolid competency across the full UX spectrum: research, IA, interaction design, prototyping, visual design, and design strategyKnowledge of accessibility, design systems, and scalable design practicesFamiliarity with AI/ML product fundamentals: exposure to designing AI-assisted experiences is a plusHands-on experience using AI tools (e.g., ChatGPT, Claude, Figma AI, Magic Patterns, or similar) for research, ideation, and prototypingExcellent communication skills, with the ability to clearly articulate rationale, trade-offs, and vision to diverse audiencesResilient, assertive, and collaborative—comfortable navigating ambiguity and working through conflict constructivelyStrong portfolio demonstrating end-to-end ownership, UX craft, and meaningful product impactBachelor’s degree in Interaction Design, HCI, Graphic Design, or related discipline, or equivalent experience (master’s preferred)Formal portfolio presentation required during the interviewPreferred Qualifications Enterprise SaaS experience, in complex or regulated domainsExperience in FinTech, LegalTech, or similar B2B industriesExperience designing for workflow-heavy, compliance-driven productsExposure to AI-first or AI-enhanced product designPhysical Requirements 1. Ability to safely and successfully perform the essential job functions consistent with federal, state, and local standards.2. Might be exposed to prolonged sedentary hours of work and use of computer.3. Ability to travel domestically and/or internationally as needed to fulfill job responsibilities. Travel may involve air, train, automobile, or other modes of transportation.Why Join Stretto?At Stretto, you’ll be part of a collaborative team that’s dedicated to innovation, excellence, and growth. You’ll have the opportunity to shape the direction of a rapidly expanding business unit while making a direct impact on the legal community.The Company’s salary ranges are determined by role, level, location and alignment with market data. Individual pay is determined through interviews and an assessment of various factors, including job-related skills, relevant education and experience, abilities of the applicant, and equity with other team members. The salary range listed here is subject to change at any time, at the Company’s discretion, and does not alter in any way the at-will nature of the employment relationship.Stretto offers a competitive and comprehensive benefits package, along with opportunities for growth. We are an equal opportunity employer encouraging diversity in the workplace. All qualified applicants will receive consideration for employment without regard to race, national origin, gender, age, religion, disability, sexual orientation, veteran status, marital status or any other characteristics protected by law.