Caleb Fleury
Fleury & Associates, LLC
1 Windhaven Dr
Rochester, NH 03867, US
Affiliations
Professional Details
Caleb Fleury is the owner and principal of Fleury & Associates, an independent insurance and benefits practice serving New Hampshire’s Seacoast region and southern Maine. Licensed since 2020, he advises individuals, couples, and small business owners on Medicare, ACA Marketplace coverage, and employee benefits.
As a Registered Social Security Analyst®, Caleb helps clients understand how claiming decisions interact with the rest of their retirement picture: Medicare enrollment timing, health coverage costs, taxation of benefits, and spousal and survivor strategies. His work is built around a guidance-first philosophy: clients should understand the why behind a decision, not just the recommendation.
That approach grew out of years advising clients on Medicare and Marketplace coverage, where a mistimed decision can follow someone for the rest of their life. Social Security is no different, and Caleb earned the RSSA credential specifically to give clients an analytical, personalized answer to a question most people only get to answer once.
Areas of Expertise
- Insurance Agent
- Medicare Advisor
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.
As an independent Registered Social Security Analyst® (RSSA®), I have no affiliation with the Social Security Administration or any other government agency. The Social Security information I provide does not, and is not intended to, constitute financial, investment, tax, or legal advice, and is offered for general educational and informational purposes only. It is not a substitute for official determinations made by the Social Security Administration, and individual results will vary based on your specific circumstances. You should verify any information directly with the Social Security Administration before making decisions.