Today we’d like to introduce you to Gary Bailey.
Gary, please share your story with us. How did you get to where you are today?
I graduated from Lexington High School in Lexington, Massachusetts, served in the United States Armed Forces as a U.S. Customs & Immigration Agent for the U.S. Air Force, and had duty stations in the Philippines, Korea, Arizona, and Massachusetts. I received a top-secret security clearance from the Armed Forces, which allowed me to work around the U.S. President’s airplane, Air Force One, Stealth Bomber Spy Plane and AWACS aircrafts to name a few.
I obtained a Masters Degree, and worked for a few big Corporations before I was discovered by a Talent Agent in Hawaii while on vacation, and started an exciting acting career shooting TV commercials, and ad campaigns all around the world over the past twenty five plus years.
Due to the connections, I had made from my acting career, I started helping people find real estate in various cities around the United States, which led me to becoming a Real Estate Broker in the states of Massachusetts, New York, and Florida.
Overall, has it been relatively smooth? If not, what were some of the struggles along the way?
Fortunately, I do not consider the road to my success to have had a lot of “Obstacles” or “Challenges” outside of the norm. My family and friends have been very supportive throughout my life, which has always comforting for days that may have been tougher than others.
Please tell us about Bailey Group Real Estate.
Gary Edward Bailey and his team specialize in the sale of residential and commercial real estate in Massachusetts, New York, and Florida. Gary leads the Bailey Group team, which has successfully closed millions of dollars in real estate transactions in the last few months alone; consistently ranking them among the top producers in the country. Further attesting to their high level of service, nearly 90% of their business comes from referrals.
Gary has experience in probate estates, 1031 tax exchange, condominium conversion, multi-family, short sales, REO properties, home and condominium renovation, pre-construction projects, and luxury real estate. Gary is an active member of the Massachusetts, New York, and Florida Associations of Realtors, Realtor Association of Miami-Dade County, and the National Association of Realtors.
If you had to go back in time and start over, would you have done anything differently?
I would have applied for acceptance to Harvard University. I had the level of education that may have gotten me in as an undergrad.
Contact Info:
- Website: www.BaileyGroupRealEstate.com
- Phone: (305) 666-9200
- Email: Gary@BaileyGroupRealEstate.com
- Facebook: Bailey Group Real Estate
- Twitter: Bailey Group Real Estate

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