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: 5 stars (based on 3 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

Chicago Sun Times | Stalling makes Social Security fixes harder

July 8, 2026

"As a Registered Social Security Analyst, I sit across from families deciding when to claim benefits. Many ask whether they should claim early because they fear the system will collapse.… Read More

AARP | How Social Security Works for Non-U.S. Citizens

June 26, 2026

"That can and does happen," says Ray R. Harris, a Registered Social Security Analyst and the founder of Social Security Claiming Experts, an advisory firm in Chicago...

TheStreet | Fidelity flags the RMD trap that quietly raises your taxes

June 25, 2026

"Ray R. Harris, a Registered Social Security Analyst and founder of Social Security Claiming Experts, warned in Kiplinger’s Adviser Intel column that low tax rates in early retirement disguise a… Read More

ThinkAdvisor | The Real Risk Isn’t Social Security Insolvency. It’s How Clients React to It.

June 18, 2026

"For clients approaching retirement, the message should be straightforward: Do not let headlines determine your claiming strategy," RSAA Ray Harris shares in his contributed ThinkAdvisor piece.

The Daily Upside | The Social Security Trustees Report Looks Gloomy. Don’t Let Clients Panic

June 12, 2026

“The unchanged 2034 date is not a reason to celebrate,” said Ray Harris, president at Social Security Claiming Experts. “It’s more like the steady idiot light on your car dashboard… Read More

    Contact Me

    Real Stories from Real People

    Most People Leave Money on the Table

    96% Don't Optimize Icon

    96% Don't Optimize

    Very few people get all the Social Security they’re entitled to.

    $111,000 Average Lost Icon

    $111,000 Average Lost

    The average household is losing $111,000 in potential income.

    1 Chance To Claim Icon

    1 Chance To Claim

    Social Security gives you one chance to get it right – forever.

    Maximize Your Benefits

    Discover important information for your situation.

    I had known Ray professionally for years before I asked him to help me with my Social Security claiming decision.

    He took me through a detailed Social Security Roadmap analysis, explained my options in plain English, and helped me understand strategies I would not have identified on my own.

    His guidance gave me confidence that I was making the right claiming decision.

    When I retired, my total retirement income from all sources was 8% higher than what I earned in my final year of work. It truly felt like I received a raise for retiring.

    Ray was patient, thorough, and genuinely cared about helping me make the right decision.

    I highly recommend him to anyone who wants personalized Social Security claiming guidance.

    He genuinely cares about helping others.

    Kathy Carpenter

    What I appreciated most about working with Ray Harris was his expertise and the amount of detail he put into our Social Security analysis. My wife and I wanted to make sure we were making the best long-term decisions for our family, and Ray provided a comprehensive strategy that addressed our retirement benefits, spousal and survivor planning, and our young son’s dependent benefits. The analysis answered questions we didn’t even know to ask and gave us confidence in our future claiming strategy. If you’re looking for someone who truly understands Social Security and takes the time to personalize recommendations to your situation, I would highly recommend Ray.

    Jeffrey Johnson

    We recently used Ray Harris’ Social Security consultation service, and couldn’t be more impressed. Ray is incredibly knowledgeable about the Social Security process and took the time to explain every option available to us.

    What really stood out was how he tailored his advice to our specific situation — no generic answers, just clear, actionable guidance that made complex rules easy to understand.

    If you’re approaching retirement or just want clarity on your Social Security options, I highly recommend Ray — it’s well worth the investment!

    Gene Farris