Our Company

Founded as a family company, Casey and Ron have worked side by side, learning from each other's education and talents.

Our logo is a family tree to symbolize and reflect strength, persistence, growth, resilience and, of course, the strong family values upon which we were founded.

Howard Bailey Financial™ was originally founded as Davenport Financial Services in 2002. In 2011, we decided to change our name to something that truly meant something about our business and philosophy. There truly is no Howard Bailey that we know of. This is a combination of two men who helped shape what Howard Bailey Financial™, Inc. is today.

Howard Weade is the grandfather of Casey Weade and father of Ron Weade. Howard lent much to the conservative investment approach that was engrained in the minds of Casey and Ron, as well as the approach that Howard Bailey’s representatives use today.

Ralph Bailey is the grandfather of Casey Weade and father of Diann Weade. Ralph lent much to the character that Howard Bailey upholds every day, focusing on educating their clients and treating each as an individual.

Our name also reflects our family values. Founded as a family company, Casey and Ron have worked side by side, learning from each other's education and talents. Our logo is a family tree to symbolize and reflect strength, persistence, growth, resilience and, of course, the strong family values upon which we were founded.

The men behind the name:

Howard Weade

Perhaps you have heard Ron or Casey tell the story of their father and grandfather. He has been the greatest influence on our philosophy about investments and saving. 

Howard was born November 17, 1925 in Noble County and passed on to a better place in 2005. He was a hard-working, blue-collar man who went to great lengths to assure the security of his wife and two children. Howard always worked at least two jobs over the years. Between factory work, carpeting and park management, he was always busy. Always tucking away as many pennies as he could, he had saved a reasonable amount of money for a lower class family, and he put it in the local bank, where he thought it would be safe. It turns out he was wrong. An officer at the bank embezzled every penny of the family savings for his own benefit, and the Weade family was left with nothing. So they started over, but with much more skepticism about how the financial world worked. 

Howard never borrowed a single penny, owned a credit card, a single stock, bond, mutual fund or a mortgage – paying for their first home with cash. He was very conservative in his investing philosophy, and we keep this tradition alive with increased sophistication, innovation, education and experience today. 

Ralph Bailey

If you are in the education field in Indiana, you have likely heard of the inspirational and outspoken Ralph Bailey. He has been, and is still known as, a mentor, teacher, principal, superintendent, leader, father, grandfather, great-grandfather, motivational speaker and much more. Ralph is the only one of his seven siblings to attend college. Afterward, he went on to attain a master's degree from Indiana University, buy a farm, and become principal of Etna Troy School at the age of 25. He did all of this while raising six children with his wife, Lauretta. Over the next 60 years, he would do many great things, including starting the I CAN campaign in schools across the state, inspiring children to do whatever it is their heart desires. This I CAN philosophy can be applied to our business, because YOU CAN retire and we will help you have financial success.

Another one of Ralph’s great legacies is his charitable attitude, always giving anything he could to help others. As a company, we would like to do the same and are beginning contributions to a number of charitable causes.

Ralph is also a devout and outspoken Christian, giving guest sermons at many local churches. He would tell you that everything he has been blessed with is a gift from God. This is just another reason that we believe that his name belongs on our sign.


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Advisory Services may be offered through Howard Bailey Securities, LLC, a registered investment advisor.

Certified Financial Planner Board of Standards Inc. owns the certification marks CFP®, CERTIFIED FINANCIAL PLANNER™ and CFP® (with flame design) in the U.S., which it awards to individuals who successfully complete CFP Board’s initial and ongoing certification requirements.

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The  trademarks “Purpose Based Retirement,” “The Purpose Based Retirement,” and “Howard Bailey Financial” are registered trademarks ofHoward Bailey Financial. All rights reserved.

This site is published for residents of the United States only. Representatives may only conduct business with residents of the states and jurisdictions in which they are properly registered. Therefore, a response to a request for information may be delayed until appropriate registration is obtained or exemption from registration is determined. Not all of services referenced on this site are available in every state and through every advisor listed. For additional information, please contact Casey Weade at (260)482-9559 or info@howardbailey.com.

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