Ray R. Harris

President

Active

Social Security Claiming Experts LLC
777 N Michigan Ave Ste 2400
Chicago, IL 60611, US

312-885-8500

Average Rating: 0 stars (based on ratings)

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

ThinkAdvisor | Ted Cruz Says Trump Accounts Could Replace Social Security. Retirement Pros Are Skeptical.

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

Kiplinger | Why You Need to Start Your Social Security Claim 4 Months Early: 7 Steps to Prevent a Delay at the Worst Possible Moment

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

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    $111,000 Average Lost

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