Ray R. Harris
President
Social Security Claiming Experts LLC
777 N Michigan Ave Ste 2400
Chicago, IL 60611, US
Professional Details
“I’ve stood exactly where you’re standing now.”
Ray R. Harris is an RSSA®-certified Social Security advisor who helps Americans choose the best time to claim benefits—so they don’t leave tens of thousands of dollars on the table over retirement.
After more than 30 years as an executive leader guiding people through high-stakes life decisions, Ray retired confident in the strategies he used to protect his own family’s financial future. He soon realized that many hardworking Americans were making irreversible Social Security claiming decisions without fully understanding the long-term impact on lifetime income, spousal protection, taxes, and retirement security.
Ray came out of retirement with a clear mission: to help clients make a confident, well-informed decision that fits their goals, not a generic rule of thumb.
Ray’s process is designed for clients who value clarity, precision, and peace of mind. He helps you weigh the real tradeoffs, including claiming early versus waiting, retirement timing, work income, taxes, spousal considerations, health and longevity expectations, survivor protection, and how Social Security fits into your broader retirement plan. The goal is simple: a clear recommendation you can understand, trust, and act on with confidence.
Ray earned a bachelor’s degree in Finance and an MBA, with additional studies in Behavioral Economics at the University of Chicago Booth School of Business, along with postgraduate studies at Oxford and Cambridge. Clients appreciate his calm guidance, plain-English explanations, and the confidence that comes from making a decision they can feel good about for decades.
Social Security Planning Specialties
- Claiming Timing
Deciding whether to claim early, at full retirement age, or delay for a larger lifetime benefit. - Spousal Benefits
Coordinating benefits between spouses so both records are considered before either person files. - Survivor Benefits
Helping couples understand how today’s claiming decision may affect the surviving spouse later. - Age-Gap Married Couples
Protecting the younger spouse from a decision that may create long-term survivor-income risk. - Divorced-Spouse Benefits
Determining whether a former spouse’s earnings record may create additional claiming options. - Widow and Widower Benefits
Coordinating survivor benefits and retirement benefits to avoid locking in the wrong sequence. - Minor Child and Dependent Benefits
Identifying potential benefits for minor children, dependent children, or child-in-care situations. - Tax-Efficient Claiming
Considering how Social Security timing interacts with work income, IRA withdrawals, pensions, and taxes. - Affluent and High-Net-Worth Social Security Planning
Helping affluent households integrate Social Security into a broader retirement-income strategy. - Helping Aging Parents
Giving adult children a clear, plain-English way to help parents make a confident claiming decision.
Clients often share sensitive financial and family details when making a Social Security claiming decision. Ray treats that trust seriously. Ray’s consultations are designed for one purpose only: helping you make a confident Social Security claiming decision. Ray does not upsell investments, annuities, insurance, retirement plans, or any other financial products. There is nothing to upsell. Just clear, objective guidance about your claiming decision that you can trust.
Schedule a 20-Minute Claiming Assessment
Not sure when to claim or whether you need a full analysis? Start with a focused assessment. This assessment is normally $45, but it is complimentary for visitors who schedule through this RSSA profile.
We’ll review your situation, identify the key claiming issues, explain the major tradeoffs, and recommend the right next step.
If your situation calls for a deeper analysis, we can then determine whether an individual, couples, or family strategy session is the right fit.
See more details at our website: Social Security Claiming Experts
Areas of Expertise
- Financial Education Specialist
- Financial Professional
- Retirement Specialist
In the News
FA Magazine | Social Security And A Classic Market Problem
May 21, 2026
RSSA Ray Harris contributes a Financial Advisor Magazine article exploring how thoughtful Social Security claiming strategies can help retirees manage sequence-of-returns risk and reduce the impact of early market volatility… Read More
May 14, 2026
Ray R. Harris, a registered Social Security analyst and the founder of Social Security Claiming Experts, said that Cruz is rebranding "privatization" as "ownership," because "privatizing Social Security polls pretty… Read More
May 11, 2026
"If your situation is more complicated than a straightforward single-person claim — spousal or survivor benefits, a divorce history, foreign work, self-employment years, multiple name changes, a tight travel window… Read More
Wealth Management | The Six-Month Social Security Retroactivity Trap
May 4, 2026
Ray Harris, RSSA®, contributes a story to Wealth Management about the often-overlooked risks of electing retroactive Social Security benefits and how the “six-month retroactivity trap” can permanently reduce retirement and… Read More
The Daily Upside | How Social Security Fits Into a Millionaire’s Retirement
April 24, 2026
“Social Security claiming gets less attention than it deserves in planning for wealthy clients,” said Ray R. Harris, founder of Social Security Claiming Experts in Chicago and a Registered Social… Read More
Real Stories from Real People
Most People Leave Money on the Table
96% Don't Optimize
Very few people get all the Social Security they’re entitled to.
$111,000 Average Lost
The average household is losing $111,000 in potential income.
1 Chance To Claim
Social Security gives you one chance to get it right – forever.
Maximize Your Benefits
Discover important information for your situation.
Married
If you are married, you may be able to collect up to one-half of your spouse’s Social Security benefit. This won’t affect your spouse’s checks. Ask an RSSA® for details.
Divorced
If you are divorced and 62 or older, you may qualify to receive Social Security benefits from your ex-spouse — in addition to your own Social Security payments. Ask an RSSA® for details.
Widowed
If your spouse has passed away, you may be eligible for a survivor benefit. The extra money may be essential for you. Ask an RSSA® for details.
Single
If you are single, and solely responsible for your retirement, making the optimal Social Security claiming decision is particularly important. Ask an RSSA® about your options.
Self-Employed
As a self-employed person, you may be able to decrease your payroll taxes — yet still receive the maximum income from Social Security. Ask an RSSA® for details.
Disability
Social Security can provide valuable disability benefits if you qualify, but these benefits — and how you qualify for them — are often misunderstood. Ask an RSSA® for details.
Immigrant
If you are a lawful permanent resident, but not yet a citizen, you may still qualify for Social Security benefits. Ask an RSSA® for details.


