Greystone Prep School is now affiliated with University of the Ozarks

Prospective Students


On behalf of the entire Greystone family – the Staff, our Board of Directors and Advisory Board members, Greystone volunteers, Greystone parents, Greystone Alumni, University of the Ozarks Faculty and Staff, and most importantly, the current Greystone Class – I would like to welcome you to the official Greystone website.

At this time of the year, many of you are receiving that “TWE” or “Thin White Envelope” and experiencing the emotions associated with your first rejection letter. If it is any consolation, I, too, received a TWE – in 1976 – and can still feel the pain caused by the words on that page…after all, I was confident that I was going to the Naval Academy, and therefore, the letter had to be a mistake! The good news is that you do not necessarily have to accept those words as your final verdict regarding your dream of attending an academy! Your future is entirely up to you because only you can make that decision to reapply. Only you can call it quits; however, since you are reading this, I will assume that you are not willing to give up on your dream! The question then becomes – what are you going to do to change the status quo and make yourself more competitive as an academy candidate?

I hope you continue to read on and discover what the academies have found – Greystone is an outstanding opportunity for those candidates not willing to give up on their dream! Greystone is proud of our graduates’ success rate who worked hard, earned their appointments, and proceeded to the academies. We are most proud of the academy graduation rate of Greystone students. It is higher than any other prep school – even the academy’s prep schools!

Care to know more?

What’s in a name?

Our student’s many challenges as they pursue their nominations and academy appointments are often compared to the efforts put forth when climbing a mountain. In the early days of the program development, I read some of Sir Edmond Hillary’s memoirs. As a world-renowned mountain climber and the first person to summit Mount Everest, he was all too familiar with extreme challenges. I discovered that he kept referring to “grey stone” and how he would look for it whenever he would climb. According to Hillary, this “grey stone” was granitic and therefore strong enough to hold a climber’s weight. Finding the “grey stone” was imperative because he knew he could depend on it, and it would not let him down – literally! For some reason, that story stuck with me. As the program’s development continued, we began to consider names, and Greystone came to mind!

Nothing is as real as a dream. The world can change around you, but your dream will not. Responsibilities need not erase it. Duties need not obscure it. Because the dream is within you and no one can take that away.


The challenge before you as an academy candidate is often daunting, and at times, it seems impossible, but for those willing to fully engage in this challenge and persevere, the reward at the summit is worth all the struggles encountered during the ascent. As the Greystone program’s Founder, I intended to create a program that would be both meaningful and yet applicable to the many challenges faced by candidates. How could I use the potential and power of existing programs within college-level institutions to create an academic, athletic, and leadership environment above and beyond the existing academy preparatory achievement level? It took six years to develop the baseline program for Greystone. Over the last 17 years of operation, the program has continued to grow and evolve. The engine behind this change has been our students – and in particular, our Greystone graduates. Their feedback based on their recent academy experience and the admission guidance provided by the academies ensures that Greystone remains on the cutting edge of academy preparatory education excellence. Every year as our students graduate from Greystone and enter the academies, they provide us with suggestions to improve the program – taking our program to the next higher level. Due to our relationship with the University of the Ozarks, we incorporated all Greystone program changes. So long as there are candidates interested in reapplying to the academies, we will continue delivering the best possible academy preparatory experience! If you are not willing to give up on your dream of serving our nation as an academy-trained and educated leader, trust in Greystone and invest in this highly successful program…we won’t let you down!

Throughout the website, you will discover inspirational and motivational quotes – words that have helped our students to see clearly in times of doubt and despair. I encourage you to believe in yourself and to believe in your future – do not give up on your dream!! If there is one thing that is unique about Greystone, it is that we “never give up” on any of our students. Life is full of uphill challenges and before you commit to this next ascent, ensure you have a proven and capable guide to help lead your way. I encourage you to read the entire website and then compare “apples to apples” with all other academy prep programs.

Search for the program that will empower you to excel as a scholar, athlete, and leader – and in a positive, inspirational, and motivating way. Over this next year, you should use your prep school opportunity to grow – and in so doing, you will make your first-year academy experience successful because you will be prepared. Make sure your prep experience will provide you with the skills and experience that will get you into the academies and carry you through the academy to graduation. Greystone is here to guide you through your academy appointment challenges and empower you with the self-confidence, self-discipline, self-respect, and self-esteem required to overcome the many challenges you are sure to encounter at the academy and throughout your military career. I encourage you to reach for the stars and to go where you have never gone before – to the jagged edge of your perceived potential – and reach for excellence in all that you do. At Greystone, we will take you there and beyond, and when you fear that you cannot go any farther, we will take yet another step. Greystone is with you every step of your journey – together, we will climb.

David T. Bailey, CDR, USN (Ret.) USNA ’81

Greystone Founder and Executive Director