Anna Esquenazi, Esq

Anna Esquenazi, Esq. is a litigation attorney at De Prado | De La Osa, where she focuses her practice on first-party property litigation and personal injury law. She is experienced in managing high-volume caseloads from intake through resolution, including depositions, hearings, and motion practice. Known for her strategic approach and attention to detail, Anna is committed to delivering strong results and advocating effectively for her clients.
Prior to joining De Prado | De La Osa, Anna gained valuable experience as a Law Clerk at Pacin Levine, P.A., where she honed her skills in pleadings, discovery, and client advocacy. She also worked as an Operations Associate and Paralegal at GFO Asset Management, LLC, expanding her knowledge of corporate and financial legal matters.
During law school, Anna served as a Teaching Assistant in Legal Research and Writing at Nova Southeastern University’s Shepard Broad College of Law and as a Legal Intern with the Berger Entrepreneur Law Clinic, where she supported startups and entrepreneurs with their legal needs.
Anna earned her Juris Doctor (JD) from Nova Southeastern University Shepard Broad College of Law in 2023 and holds a Bachelor’s degree in Psychology from Florida International University. She is fluent in both English and Spanish, which allows her to serve a diverse client base with accessibility and clarity.
As a member of the Florida Bar, Anna continues to build her career as a dedicated advocate, combining her legal expertise with a client-centered approach. Passionate about justice, she strives to protect her clients’ rights and ensure they receive fair representation through every stage of the litigation process.
• Florida International University - BA
• Nova Southeastern University - JD
What do you attribute your success to?
I attribute my success to hard work and not giving up. I’ve learned that persistence and dedication are the foundations for achieving meaningful results in any career.
What’s the best career advice you’ve ever received?
The best career advice I ever received came from my mentor, Joe De Prado: any action is better than staying still and remaining in the unknown. You just have to keep moving through life, even when the path isn’t entirely clear.
What advice would you give to young women entering your industry?
For young women entering the industry, my advice is simple: there’s going to be a lot of adversity, but you always have to listen to your gut. Trust yourself, make your voice heard, and never let challenges deter you from your goals.
What are the biggest challenges or opportunities in your field right now?
One of the challenges I’ve faced in this industry is being a woman and navigating how people speak to you. I recognize that every opportunity I take helps pave the way for other women, and that motivates me to keep moving forward despite obstacles.
What values are most important to you in your work and personal life?
Personally and professionally, I value honor, integrity, and loyalty. These principles guide my decisions, interactions, and the way I advocate for my clients every day.