866-812-4777
info@protectwiththeo.com
Mon - Sat 9am-8pm
Sunday Closed
St. Augustine, FL
Multi-State Offices
info@protectwiththeo.com
Sunday Closed
Multi-State Offices
We work closely with you to customize life, health, and retirement coverage, ensuring your plan aligns with your unique needs, budget, and goals for complete peace of mind.
While online quotes are fast and convenient, they often miss opportunities to optimize your coverage. A quick call with one of our licensed agents gives you expert guidance and personalized recommendations tailored to your situation.
Get instant quotes for Term Life, Whole Life, and Final Expense coverage. Quotes are a great starting point — but they're only estimates.
Real results depend on underwriting, carrier selection, and your individual situation.
We help you find the right path to approval, not just a number on a screen.
Call for personalized guidance.
No guessing. We give you the right carrier, the right path, the right result from the start.
High-Risk & Special-Case Life & Disability Insurance.
Insurance When Others Say "No"
We review your history, pre-underwrite with the right carriers, and find solutions that other agencies overlook.
Contact Us Today →Call us for expert guidance and personalized recommendations tailored to your situation.
Secure your retirement with guaranteed income, tax-deferred growth, and legacy protection. We specialize in Fixed, Indexed, and Immediate Annuities with optional long-term care riders.
Annuities require customized planning, not generic quotes. We work with 30+ top-rated carriers to find the right solution for your retirement goals, risk tolerance, and income needs.
Benefits include: Reliable retirement payouts, spousal benefits, market downturn protection, higher returns than CDs, tax advantages, and lifelong income options.
No obligation. Get personalized recommendations tailored to your situation.
Learn More About Annuities & Retirement Solutions →
We protect your income—from blue-collar to high-net-worth clients, including medical professionals like physicians, dentists, and nurses, as well as attorneys, executives, athletes, and business owners.
We handle individual coverage, group benefits, and complex high-risk or specialty cases that many agents can't solve. Our solutions include disability insurance, accident insurance, and critical illness coverage.
Specialized protection for: Lost income due to disability or injury, critical illness diagnosis (cancer, stroke, heart attack), accident indemnity with lump sum payments, and both short-term and long-term disability coverage.
No obligation. We specialize in cases others can't handle.
Learn More About Income Protection & Disability Insurance →
Financial protection, succession planning, and employee benefits. We specialize in buy-sell agreements, key person insurance, and group insurance solutions tailored to your business needs.
Specialized, Unique & High Risk: We handle complex cases others can't—athletes, movie production, SBA loans, high-income earners, mergers & acquisitions, concerts & tours, divorce decrees, contract guarantees, medical & dental practices, and more.
Whether you need executive benefits, business continuation planning, or specialized coverage for unique situations, we have the expertise and carrier relationships to deliver flexible solutions.
No obligation. We solve the business insurance cases others can't.
Learn More About Business Insurance Solutions →
Long-term care can't be quoted online — it requires personalized planning based on your age, health, assets, and goals. That's why we created the LTC Preview — a secure questionnaire that matches you with the right coverage options before you apply.
Watch our video to see how the LTC Preview works. We have a dedicated team of 20 long-term care product consultants, case managers, and an underwriter — you can rely on us to be with you from concept to completion.
Our process: Education → Illustration → Consultation → Application. We guide you from concept to completion with no pressure and no obligation.
Know before you apply. Start with our free LTC Preview or get a free policy review if you already have coverage.
Designed to meet the temporary health insurance needs of individuals and families. Accessible year round and even offers next day effective dates for those who qualify. Join one of the top carriers in the country—UnitedHealthcare. Get quote and apply online!
Free Quote & Apply OnlineThe importance of Dental • Vision • Hearing quality of life. Unforeseen situations that are painful, inconvenient and expensive. Basic Medicare does not cover dental, vision or hearing expenses. Choose your dentist—No networks.
Quote & Apply OnlineA sudden illness, injury or debilitating chronic condition can happen at any time, to anyone. Home Health Care Insurance can give you the freedom to recover within the comfort of your own home. Covers Ages 49-89. Available in most states.
Quote & Apply OnlineHealth insurance sold by private insurance companies to fill the gaps in "Original Medicare" Parts A & B. Plan coverages are standardized by the government to offer the same basic benefits across insurance companies. See any doctor who accepts Medicare—no referrals required.
Contact Us for QuoteProtect What Matters – At the Right Price. Affordable Coverage, Trusted Protection
© 2025 Gregory O’Rourke. All rights reserved.
Protection-first strategies for life, health, and retirement — focused on fixed annuities and insurance solutions designed to protect income, preserve wealth, and provide long-term security.
Independent. No fees for insurance guidance. No pressure. 100% client-focused approach.
Gregory Scot O’Rourke (“Greg”), Licensed Insurance Agent
FL License #G166831 | NPN #21340769 | Multi-State Licensed Agent
Greg is not a registered investment adviser or securities broker-dealer and does not provide investment, tax, or legal advice. This website is for informational purposes only.
Product features and availability may vary by state and carrier. All guarantees are based on the claims-paying ability of the issuing insurer. Coverage is subject to underwriting approval and policy terms. Not affiliated with or endorsed by the U.S. government, Medicare, or the Federal Marketplace.
