About Us
Five Pillars Holdings, LLC is a privately owned real estate acquisitions firm providing tailored and creative solutions for clients looking to sell their home. We pride ourselves in being market experts able to help homeowners sell their home no matter the situation.
Meet The Team Of Professionals
Caleb Drake
CEO
Caleb is a Special Operations Military Officer, Real Estate Agent, and a Real Estate Investor. He prides himself in finding the best solution for his clients whether that is quick cash in their pocket, creative financing offers, or listing their property on the market. As a real estate agent, Caleb has completed over 100 transactions and sold over $20MM in real estate in his first 3 years of holding a license. He is the ultimate package for sellers due to his ability to provide multiple options catered to their needs.
John Sudduth
Operations Manager
John is an off market specialist with a degree in Finance geared with the tools to provide win-win situations to sellers who have complex situations or don’t have the time to list their properties on the market. John is dedicated to providing sellers in the community localized service that they deserve.
Sell Your House Fast To A Pensacola Cash Home Buyer. We Buy Houses With No Fees, No Commissions.
(850) 407-2845
7901 4th St. N Suite 300 St. Petersburg, FL 33702
© 2025. Five Pillars Holdings. All rights reserved.