Cindy Winston, Senior Advisor at Express Legal Funding

With a diverse and accomplished background spanning programming, data analysis, design, and consumer finance, Cindy Winston serves as a cornerstone of strategic insight at Express Legal Funding in her role as Senior Advisor. Her multidisciplinary expertise allows her to approach operational challenges from a systems-thinking perspective, integrating technology, analytics, and user experience to drive meaningful improvements across the organization.

Cindy’s career journey is marked by a strong foundation in software development and visual systems design, which she seamlessly integrates with her deep understanding of financial processes and consumer behavior. This rare combination equips her to advise on everything from process automation and workflow optimization to product innovation and customer engagement strategy.

At Express Legal Funding, Cindy is known for her results-driven mindset and forward-thinking leadership, playing an instrumental role in refining internal operations and scaling business processes to meet growing demand. Her advisory work consistently enhances the company’s efficiency and compliance posture while supporting its mission to deliver timely and transparent financial support to clients navigating legal challenges.

Her ability to bridge technical expertise with human-centered design ensures that solutions not only work efficiently behind the scenes but also contribute to a smoother and more empathetic experience for clients and legal partners alike.

Systems Programmer/Analyst

Graphic Designer

Cindy Winston has a Bachelor of Fine Arts (BFA) with a major in Journalism, summa cum laude, from Southern Methodist University (SMU).