Tailored Insurance. Trusted Guidance.
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(904) 373-8374

info@golifeandhealth.com

Mon - Sat 9am-8pm

Sunday Closed

St. Augustine, FL

Multi-State Offices

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Retirement | Life | Long-Term Care | Safe-Money Strategies

Protect Your Retirement,
Your Life,
& The People You Love

Retirement income, safe-money protection, long-term care solutions, and life insurance designed to safeguard your future – without market risk or high fees.
Grow & Protect with The O – O’Rourke Life & Retirement
Licensed Insurance Professionals | Retirement & Protection-Focused | No Pressure | No Fees to You | 100% Independent
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Guaranteed Income

Lifetime, predictable income — with zero market risk and no advisor fees.

Guaranteed Protection

Life insurance, long-term care, extended care, and linked-benefit solutions — all designed to protect your family and your future.

Safe-Money Growth

Fixed & indexed annuities with upside potential and 100% principal protection.

100% Free Personalized Insurance Guidance

Your Insurance, Retirement & Protection — Made Simple

Tired of confusing quotes or pushy sales tactics?
At O’Rourke Life & Retirement, we make insurance and safe-money planning simple, transparent, and stress-free — so you can confidently protect what matters most.

We Help You Protect: Your Life, Your Health, Your Retirement, and Your Legacy

Through personalized, one-on-one guidance, we compare policies and build strategies using life insurance, annuities, and long-term care solutions tailored to your goals.

Our Services Include:

  • Life Insurance – Protect your family and loved ones with the right coverage.
  • Retirement Income & Safe-Money Strategies – Create reliable income using annuities and insurance-based planning — without market risk.
  • Estate & Legacy Planning – Leave a tax-efficient legacy for your heirs through life insurance and asset protection strategies.
  • Long-Term & Critical Care Solutions – Prepare for extended care costs with modern, flexible options.
  • Disability & Income Protection – Replace lost income if illness or injury prevents you from working.
  • Medigap & Health Coverage Guidance – Compare supplement plans and navigate health coverage with confidence.
  • Business & Key-Person Insurance – Protect your business, partners, and key employees.
  • Fixed & Fixed-Indexed Annuities – Top-rated carriers • No market risk • No portfolio fees • No hidden charges.
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What You Can Expect

  • ● Top-tier protection with coverage options up to $10+ million
  • ● Real, transparent quotes — no pressure, no advisor-style upsells
  • ● Independent, no-fee guidance with zero market exposure
  • ● 100% private — your data is never sold or shared
  • ● Work directly with Greg O’Rourke, Independent Licensed Insurance Professional
  • ● Other sites sell quotes. We deliver clarity, confidence & guaranteed protection.
OUR SERVICES

Professional Insurance Services Tailored for You

At O’Rourke Life & Retirement, we secure superior coverage and competitive rates by working directly with top-rated insurance carriers and partnering with leading wholesale brokerages. This gives you access to pricing and protection options that most agencies simply can’t offer.
No middlemen. No inflated costs. Just clear, customized solutions designed to protect you and your family.

Retirement & Annuities

Retirement and annuity solutions designed to protect your future — including guaranteed lifetime income, tax-deferred growth, long-term care options, and smart strategies for wealth transfer and accumulation.

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Extended & Long-Term Care

Modern long-term care strategies including hybrid LTC, life insurance with linked-benefits, traditional LTC, and asset-based options — all designed to provide tax-free coverage for home care, community care, or facility-based care.

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Life Insurance

Term life, whole life, universal life, indexed universal life, living benefits, single-premium plans, and final expense coverage — with simple legacy and estate-planning support to help protect your family’s financial future.

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Income & Health Protection

Accident, disability, hospital indemnity, and critical illness coverage. Short-term medical plus hearing, vision, and dental benefits.

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Medicare Supplement (Medigap)

Independent, no-cost support for choosing the Medicare Supplement coverage.

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Business Insurance

Financial protection, succession planning, and employee benefits. Buy-sell agreements, key person, group insurance.

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Top Rated Life Carriers
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Zero Pressure, Zero Gimmicks
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Protection & Guaranteed Income

Protect, Grow, and Preserve Your Wealth for Life

Protect, Grow & Preserve Your Wealth for Life
Fixed Annuities & Guaranteed Income Solutions You Can Count On

Fixed annuities offer safe, predictable growth with no market downside, no hidden fees, and no advisor management charges. Whether you want guaranteed income, tax-deferred growth, or principal protection, our personalized strategies help your money grow safer, stronger, and more efficiently.

Looking for higher guaranteed yields?
Multi-Year Guaranteed Annuities (MYGAs) often deliver 5%–6%+ tax-deferred returns — making them a smart, secure alternative to traditional bank CDs.

Compare CD vs. Annuity options and learn how MYGAs can offer higher guaranteed returns.

Cds vs Multi-Year Guaranteed Annuity (MYGA)-Learn More
Learn More About Annuities
Step-by-Step Service — Free for You!

How it Works

We make shopping and buying insurance simple – it’s always on your
terms, not ours.

Free Consultation & Needs Assessment

Conversation to understand your needs, budget, and future goals. Go over options that would work for you. We handle the toughest cases-even if you have been turned down before.

Policy Comparison & Recommendations

Policy Comparison & Recommendations- Shop multiple top-rated carriers to find the best coverage at the best competitive rates. Compare plans and benefits to match your specific needs. Help choose the best match. We will navigate even the most complex medical situations, ensuring you receive the most accurate quotes for the best savings with the top carriers.

Enrollment & Ongoing Support

Assist with the application and ensure that all paperwork is accurate and submitted. Follow up to confirm policy activation. Ongoing support for claims and assistance. We handle hard to insure cases, too. Our team will work with the underwriters and deliver the best price policy.

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WHAT CLIENT SAY?

Satisfied Clients

See what our clients are saying about the peace of mind, personalized service, and expert guidance they’ve received with O’Rourke Insurance Solutions

Greg O'Rourke and his team provided clear, unbiased guidance on Medigap plans. They took the time to explain my options without any pressure and helped me find the best supplemental coverage. He made it make sense and made a tough choice simple. No pressure, highly recommend!

Rick F Radio Personality

Greg showed me I was overpaying for life insurance and helped me get six times more coverage for less money. He’s been instrumental in setting up my annuities, outperforming my brokerage account, and guides me with tax-advantaged retirement planning. His ongoing support has made a real difference.

Tammy M Paralegal

Truly puts clients first! I was set on switching plans, but he showed me my current plan was actually the best choice. Another company tried to push a bad plan on me, and Greg made sure I didn’t fall for it. He spent tons of time helping—never any pressure. Honest, knowledgeable

Marilyn O Medical Business
OUR BLOG

Latest Blog & Articles

Stay Current on the latest news and information on insurance products.

The Medigap Mistake That May Cost You Later!
May 6, 2025 0

The Medigap Mistake That May Cost You…

The Medigap Mistake That May Cost You Later! Choosing your Medicare coverage is one of…

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Term vs. Whole Life Insurance: Which One is Right for You?
March 18, 2025 0

Term vs. Whole Life Insurance: Which One…

Term Vs Whole Life Insurance: Which One Is Right For you? Choosing the right life…

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Final Expense Burial Insurance: What You Need To Know!
March 18, 2025 0

Final Expense Burial Insurance: What You Need…

Final Expense Burial Insurance: What You Need To Know Final Expense Insurance: What You Need…

Read more

Better Coverage, Smarter Savings

Protect What Matters – At the Right Price.  Affordable Coverage, Trusted Protection

Compare Your Best Options

We believe buying insurance should be simple, stress-free, and affordable. That’s our commitment to you!

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Contact Info

  • Main Office St. Augustine, FL
  • (904) 373-8374
  • info@golifeandhealth.com
  • Mon - Sat 9am-8pm

Our Services

Additional Links

© 2025 O’Rourke Life & Retirement. All rights reserved. Specializing in fixed annuities, life & health insurance solutions. We are not a registered investment adviser or securities broker-dealer and do not provide investment, tax, or legal advice. Insurance products offered by Greg O’Rourke, Licensed Insurance Agent & Financial Professional. Not connected with or endorsed by the U.S. government, Medicare, or the Federal Marketplace. Licenses: FL #G166831 | TX #3242453 | SC #21340769 | WI #21340769 | PA #1251145 | Ohio #170256 | National Producer #21340769