Kasey L. Cunningham
Kasey L. Cunningham is an accomplished Human Resources Professional with extensive experience in the legal services industry. Previously serving as the Firmwide Human Resources Administrator at a trial law firm in Miami, Florida, as well as a Recruiting Specialist at Paul Weiss, and several other top NYC tier law firms. Kasey brings over a decade of expertise in HR management, recruitment, and organizational development. Known for her strategic approach to aligning HR initiatives with firm objectives, Kasey has successfully overseen firm mergers, restructured departments for efficiency, and implemented ATS and HRIS systems that enhanced data management and streamlined operations.
Before joining Hamilton, Miller & Birthisel, Kasey held key roles at several prominent law firms, including Paul, Weiss, Rifkind, Wharton & Garrison LLP, where she worked as a Recruiting Specialist, and Squire Patton Boggs, where she served as an HR/Recruiting Coordinator. Her earlier experience at Debevoise & Plimpton and Kramer Levin Naftalis & Frankel LLP provided her with a solid foundation in legal recruiting, event coordination, and benefits administration. Throughout her career, she has demonstrated a consistent ability to foster collaboration, support professional growth, and cultivate a positive workplace culture across diverse teams.
A graduate of New England College with a Bachelor of Arts in Communications, specializing in Public Relations and Advertising, Kasey also completed a study abroad program at Regents College in London. She holds an Associate Professional in Human Resources (aPHR) certification from HRCI and remains dedicated to continuous professional development. Beyond her professional achievements, Kasey has volunteered with the American Red Cross in disaster and humanitarian relief efforts, reflecting her commitment to service and community engagement.
• Associate Professional in Human Resources (aPHR)
• New England College
Bachelor of Arts in Communication
• Society for Human Resource Management
• ALA
What do you attribute your success to?
If I can choose two things, it would be the Mentors who made me, and a fearless, not afraid to fail- approach. I attribute my success to resilience, curiosity, and an unwavering belief that how you treat people determines everything that follows. Throughout my career, I’ve leaned into challenges rather than away from them—trusting that discomfort often signals growth. I’ve also had the privilege of learning from incredible teams and mentors who modeled integrity, creativity, and accountability. But above all, I credit consistency: showing up fully, doing the work when no one’s watching, and keeping grace intact even in high-pressure moments.
What’s the best career advice you’ve ever received?
The best career advice I’ve ever received is to keep going, even when it feels like you’re failing. Instead of letting fear or nerves hold you back, I learned to take bold action, embrace challenges, and move forward with confidence. This mindset has allowed me to seize opportunities, overcome obstacles, and continue growing both personally and professionally, even in the face of uncertainty.
What advice would you give to young women entering your industry?
Do not be afraid of what you do not know or do not think you know. Also be fearless in learning, humble in leading, and intentional about your voice. This industry—especially HR and legal recruiting—thrives on relationships and trust, so never underestimate the power of authenticity. Don’t rush to fit into systems that weren’t built for you; instead, study them, understand them, and then thoughtfully reshape them. Advocate for yourself, ask questions others are afraid to ask, and remember that confidence isn’t about knowing everything—it’s about staying curious enough to keep learning.
What are the biggest challenges or opportunities in your field right now?
The biggest challenge—and opportunity—is the implementation of AI, as well redefining what leadership and culture mean in a post-pandemic, hybrid world. Law firms and professional organizations are being called to evolve faster than ever, balancing tradition with the realities of modern work. There’s a pressing need to humanize leadership, prioritize mental health, and design systems that foster inclusion and accountability. The opportunity lies in transforming HR from a compliance function into a true strategic partner that drives both performance and belonging.
What values are most important to you in your work and personal life?
The values that guide me most, both in my work and personal life, are loyalty, accountability, integrity, and kindness. I strive to remain true to my commitments, take responsibility for my actions, act with honesty and ethical principles, and treat others with compassion and respect. These core values shape how I lead, collaborate, and build meaningful relationships in every area of my life.
Locations
Law Office
Miami, FL 33131