Eric D. Bailey – Bailey Wealth Advisors

Narrowing the wealth and achievement gaps

His professional responsibility may be sustaining generational wealth, but that doesn’t curb Eric D. Bailey’s commitment to those not sharing in the prosperity.

Indeed, the distinguished founder of Bailey Wealth Advisors in Silver Spring, Maryland, is as comfortable interacting with quasi-governmental agencies, community groups, fraternal organizations and churches in aiding the less fortunate, as he is with well-to-do families looking to ensure their assets long outlive them.

Eric D. Bailey – Bailey Wealth Advisors Vision Magazine

No reason the two causes can’t be complementary, he tells Vision in a wide-ranging June interview.

“The adage ‘a rising tide raises all boats’ is something my firm believes in,” Bailey likes to say. “Without vibrant communities with small business, anchored by homeownership, the wealth gap in America will not only be morally unjust to some, it will be economically detrimental to all.”

If that sounds like a trickle-up of societal dysfunction, Bailey reminds it’s already happening across America. As a successful and civic-minded African-American, Bailey feels an extra responsibility to make a difference on his home turf, and set an example or follow one set by a client.

Enriching community

“To really be successful you have to be willing to invest in people and causes that reach beyond your circle, if you want to see real progress,” says Bailey, who was recognized as a Five Star Wealth Manager in 2017 and whose firm was listed by the Baltimore Business Journal as a Top 25 financial planning firm in 2014. “Anything other than that is a form of short-term thinking, which is counter-intuitive to my role as a certified financial planner.”

It’s a sentiment that Bailey proudly says is shared by many of his clients, some of whose causes he has embraced.

That includes the George B. Thomas Sr. Learning Academy, a nonprofit that tutors primarily minority children in Maryland’s Montgomery County. Bailey’s become a board member and lauds the agency for its efforts to narrow the achievement gap with Saturday morning sessions that can bring fun to the all-important STEM courses of science, technology, engineering and math.

Then there’s Bailey’s board memberships with the Community Foundation of Montgomery County and the Wealth Club/Rising Sun Programs, the latter of which just might be the seed for first-generational wealth, that come some distant day, some other certified financial planner or chartered mutual fund consultant can help sustain.

The 62-year-old Bailey, who carries both of those designations, never tires of emphasizing the need to educate about money.

“Most of America is financially illiterate,” he laments. “Unless we start educating them at an early age, young people won’t know how to establish credit, budget and save, allocate their resources, and insure and protect their assets. By the time they’re college students or just young adults, they’ll be bombarded by advertising for cars, credit cards, phones, loans, whatever. It’s so easy to fall into debt and so hard to get out of it.”

And, he’s quick to say, that holds true for organizations and businesses, as well. He works with various nonprofits seeking to sustain their endowments, and families hoping to pass a company to their children.

Clients under management

Getting back to the primary service of his firm, Bailey differs from most of his colleagues by describing it as clients under management, rather than assets under management. Provide the right leadership and the assets will take care of themselves, he says, adding that with each client being unique, there’s no one-size-fits-all approach.

He cites a late middle-aged couple with an impressive portfolio and extensive real estate holdings in Virginia. Various taxes were consuming much of what they planned to leave to their grown children and young grandchildren.

Eric D. Bailey – Bailey Wealth Advisors Vision Magazine

“One question I typically ask is: ‘Fifty years after you’re gone and sitting on a cloud, what do you want your family to look like?’” Bailey says. “Not just your children, but your grandchildren and great-grandchildren. Most people don’t think that far ahead, but I ask them if they remember their grandparents who were born in the late 19th or early 20th century. That gets them deep thinking.”

Many deep thoughts later, the aforementioned couple had Bailey Wealth Advisors design a charitable remainder trust for the Virginia property—a tax-exempt irrevocable trust that creates a tax deduction for the donor, eliminates capital gains taxes on the sale of the asset, and then disperses income to the donors/beneficiaries of that trust for a specified time and donates the remainder to a designated charity.

“It’s what we call a 4-by-4,” Bailey says. “It reduces their income taxes, avoids a capital gains tax, lowers their expenses and generates income.”

Priceless creativity

All kinds of creative ways to ensure wealth’s longevity, says Bailey, a Hampton University graduate who founded his firm in 1984 after stints working for Xerox and American Express. It all starts with asking basic questions during that first consultation.

Any particular event that made you realize the importance of money? What about your intended legacy? What’s the difference between your wants and needs?

And how the financial world has turned in three decades-plus.

“I remember when people looked upon an accountant as a financial advisor when, in fact, he was a tax preparer,” Bailey muses. “They had the same impressions of a stockbroker. The financial industry used to be products rather than knowledge and information. It’s changed dramatically, and continues to do so.”

Eric D. Bailey – Bailey Wealth Advisors Vision Magazine

But that’s an area that often necessitates someone wise to the processes of business succession, retirement and advanced estate planning.

Bailey and his firm of three customer service reps, two financial advisers and two associate planners typically serve families with a net worth greater than $1 million and income of $250,000 plus. The bulk of the clientele comes from personal introductions from other clients or advisors. Personal interaction being one of the firm’s selling points, Bailey limits annual growth to about a dozen clients.

They’ll keep him plenty busy, as will his charitable endeavors. All in all, it makes for a most satisfying personal and professional life.

“I’m an analytic puzzle solver and I’m good with people,” Bailey says. “I like looking at their problems and knowing if I find the correct answer, I can have an impact for not only now but for generations to come.

“Whether I’m supporting financial education for youth with local groups like the George B Thompson Learning Academy and The Wealth Club or contributing my economic empowerment experience on national platforms, I’m doing it because I care about people. It’s that simple.”

Eric Bailey is a registered representative offering securities and advisory services through Lincoln Financial Advisors Corp. (Member SIPC), a registered broker/dealer and a registered investment advisor. Branch Office: 8403 Colesville Road, Suite 845, Silver Spring, MD 20910. Lincoln Financial Advisors is not affiliated with Bailey Wealth Advisors. CRN-2165910-062918


categories: ,

Showcase your feature on your website with a custom “As Featured in Vision” badge that links directly to your article!

Copy and paste this script into your page coding (ideally right before the closing tag) where you want to display our review banner.


My experience with the team at Vision was great. Their professional and courteous staff took every opportunity to make the production of our article a real pleasure. From the initial contact, through the interview and all the way into production, the process was easy and fun. On behalf of the members of Anza Electric, thank you for highlighting what we do here to make rural living and cooperative membership more valuable in our community and across the country.
– Kevin Short, General Manager, Anza Electric Cooperative Inc.


vol. I 2024



  • * We’ll never share your email or info with anyone.
  • This field is for validation purposes and should be left unchanged.