About Raegan

Helping Parents Navigate Special Education with Confidence

When parents first enter the world of special education, they often feel overwhelmed.

They’re handed unfamiliar documents, introduced to acronyms they’ve never heard before, and expected to make important decisions about their child’s education and future. Many leave meetings with more questions than answers.

That’s where I can help.

My name is Raegan Holladay. I’m an attorney, Harvard Law School graduate, and advocate. Today, my greatest passion is helping parents understand the special education process so they can confidently advocate for their children. My goal isn’t to overwhelm families with legal jargon. It’s to help families understand what matters, ask the right questions, and move forward with confidence.

For nearly two decades, I have helped individuals, families, and businesses navigate complex legal and practical challenges. Throughout my career, I have developed a reputation for explaining complicated issues in a way that is understandable, practical, and actionable.

I believe parents make the best decisions for their children when they have access to clear information, thoughtful guidance, and a solid understanding of their options.

My goal is not simply to provide information. My goal is to help parents feel confident, prepared, and empowered.

My Background

After graduating from Harvard Law School in 2006, I began my legal career with the largest law firm in the U.S. Virgin Islands, where I represented regional, national, and international clients in a wide variety of matters.

Since then, I have built and managed successful businesses, advised families through significant life challenges, and developed extensive experience helping clients solve complex problems with practical, strategic solutions.

Today, I combine my legal training, advocacy skills, and problem-solving experience to help families navigate special education issues with greater clarity and confidence.

Why Special Education?

I’ve always been a bit of a dork.

I love learning. If professional student were a career path, I might have chosen it.

I’m fascinated by how people learn, grow, solve problems, and discover new ideas. Human beings are naturally curious. We learned to harness fire, explore the depths of the ocean, send people to the moon, and build a space station because generation after generation of people kept asking questions and searching for answers.

I believe that same curiosity exists in children.

School should be a place where that curiosity is encouraged, developed, and celebrated.

Unfortunately, when children struggle in school, that spark can begin to fade. A child who is capable, creative, and curious may start to see themselves as “behind,” “different,” or “bad at school.” Parents often watch this happen and know their child needs support, but they aren’t sure where to turn or how to help.

That’s one reason I care so deeply about special education.

Every child deserves the opportunity to learn, grow, and reach their potential. When students receive the support they need, they gain more than academic skills. They gain confidence. They begin to see themselves as capable learners again.

Helping parents navigate the special education process is my small way of contributing to that larger goal.

Because every child has value. Every child has strengths. And every child deserves the opportunity to let their curiosity shine.

My Approach

I believe effective advocacy begins with understanding.

Before parents can advocate confidently, they need to understand:

  • How the special education system works
  • What their rights are
  • What options are available
  • How to communicate effectively with schools
  • How to make informed decisions for their child

My approach is collaborative, practical, and focused on helping families develop a clear path forward.

Whether we’re preparing for an IEP meeting, reviewing educational records, or discussing eligibility concerns, my goal is to provide straightforward guidance that helps parents move forward with confidence.

Education

Harvard Law School
Juris Doctor, 2006

Georgia Institute of Technology
Bachelor of Science in Computer Science, 2003

Bar Admissions

State Bar of Georgia
Admitted 2008

United States Virgin Islands Bar
Admitted 2006

Beyond Work

When I’m not helping families navigate special education issues, you’ll likely find me spending time with my husband and two daughters, working in the garden, lifting weights at the gym, planning the next family adventure, or enjoying great food with friends and family.

Like many of the parents I work with, I understand firsthand the challenges of balancing family responsibilities, school concerns, and the countless decisions that come with raising children.

That perspective informs the work I do every day.