Classique Insurance Group LLC — independent broker Cleveland Bloomfield compares 27+ A-rated carriers to find the right life, health, and retirement coverage for you and the people you love most.
From protecting your family today to planning your retirement income — we compare the best carriers to find what's right for you.
Guaranteed coverage with locked-in prices that never increase. Give your family complete peace of mind when it matters most.
Get a Quote →Ensure your home may be covered in the event of death or disability. Protect your family's most important asset.
Get a Quote →Expert guidance through Medicare Advantage, Supplement/Medigap, and Part D. Navigate enrollment with confidence.
Learn More →Indexed Universal Life policies with tax-advantaged cash value growth — explore a potential lifetime retirement income strategy.
Get My Report →Affordable health coverage tailored for your children, ensuring they may be protected from their first day forward.
Get a Quote →Helping individuals and families find and enroll in ACA Marketplace plans that may fit their budget and health needs.
Get a Quote →Compare rates across 27+ carriers for affordable term coverage or permanent life with growing cash value benefits.
Get a Quote →Fixed, indexed, and income annuities that may provide guaranteed retirement income while protecting your nest egg from market volatility.
Learn More →Unlike captive agents, we're independent — shopping the entire market to find what's truly best for your family's situation, budget, and goals.
27+ A-rated carriers compared with no loyalty to any single company — only loyalty to finding your best option.
Florida, Texas, North Carolina, and Pennsylvania — serving clients across the country with the same personal care.
We educate first, sell second. You'll understand exactly what you're reviewing before making any decisions.
NPN# 18429314 · 9+ years placing policies and serving families across SW Florida and beyond.
Classique Insurance Group LLC
With dozens of plan options and enrollment windows to navigate, Medicare can feel overwhelming. I simplify everything and help make sure you're reviewing the right options for your situation.
We start by understanding your health needs, prescriptions, preferred doctors, and budget.
I present all available Medicare Advantage, Supplement (Medigap), and Part D plans in your area for your review.
I handle the paperwork and enrollment guidance — no fees, no commissions from you, ever.
Plans change every year. I'll review your coverage each fall to help ensure you're still in an appropriate plan.
Example: A 63-year-old in Charlotte County approaching Medicare eligibility may want to review their enrollment timeline, plan types, and how coverage can change after leaving employer insurance — ideally 3–6 months before turning 65. Early planning can help avoid late-enrollment penalties and coverage gaps.
Official Medicare resources: medicare.gov · ssa.gov/medicare
Hospital insurance — inpatient care, skilled nursing, hospice
Medical insurance — doctor visits, outpatient care, preventive services
All-in-one plan — often includes dental, vision & hearing benefits
Covers your specific medications — choose the plan that works for you
Fills gaps Original Medicare doesn't cover — predictable out-of-pocket costs
In an uncertain market, annuities may offer a safe harbor. We can help you explore a retirement strategy that generates reliable income for life.
Guaranteed interest rate with no market risk. Your principal is protected and grows at a locked-in rate — ideal for conservative savers who want predictability.
Learn More →Growth linked to market indexes like the S&P 500 — with a floor that may protect you from losses. Participate in upside without downside risk.
Learn More →Convert a lump sum into guaranteed monthly income you may not outlive. Eliminate the fear of running out of money with a personal pension-like income stream.
Learn More →Easy, fast, and completely free for you. No obligation, no pressure — just expert guidance every step of the way.
We talk through your goals, family situation, health, and budget in a no-pressure conversation.
I shop 27+ A-rated carriers and present the best options tailored specifically to your needs.
No pressure. Take your time. I'll answer every question until you feel fully confident.
I handle all the paperwork and stay with you as your dedicated agent for years to come.
Trusted by families across Southwest Florida and beyond to protect what matters most.
"Cleveland took the time to explain every Medicare option clearly. I never felt rushed or pressured. He helped me find a plan that worked much better for my situation. I couldn't be more grateful."
"As a former law enforcement officer himself, Cleveland truly understands service and sacrifice. He structured a final expense policy that gave our entire family peace of mind. Highly recommend Classique Insurance Group."
"Cleveland helped us review IUL options for our two kids. He explained exactly how it works in plain English. You can tell this man genuinely cares about the families he works with."
"I was completely lost with annuities until I met Cleveland. He laid everything out in plain English, compared options from multiple carriers, and I ended up with guaranteed income I feel secure about. Total professional."
Join hundreds of families already protected by Classique Insurance Group
Start Your Free Consultation →Based in Southwest Florida, Classique Insurance Group works with families and individuals across the region and throughout our licensed states.
Our home base. Medicare, life insurance, and retirement planning for Charlotte County families.
Serving Punta Gorda residents with Medicare plan reviews, final expense, and annuity consultations.
Life insurance, IUL strategies, and Medicare guidance for families throughout Cape Coral and Lee County.
Comprehensive insurance and retirement planning across Lee, Sarasota, DeSoto, and Manatee Counties.
Licensed statewide in Florida — consultations available in person or remotely, wherever you are.
Also licensed in Texas, North Carolina, and Pennsylvania — serving clients with the same personal approach.
Insurance and retirement decisions are important. These guides can help you walk into any conversation informed and confident.
Missing your Medicare Initial Enrollment Period can result in lasting penalties. Learn the key windows, what triggers a Special Enrollment Period, and how to avoid gaps in coverage.
Ask a Question →Both options help fill gaps in Original Medicare — but they work very differently. This guide walks through the key differences so you can review your options with clarity.
Ask a Question →Term, whole life, final expense — understand the main types of life insurance, who they're designed for, and how an independent broker can help you compare options across carriers.
Ask a Question →An IUL is a permanent life insurance policy that may build cash value linked to a market index, with a floor designed to limit downside risk. Understand how it may work before deciding if it's worth exploring.
Ask a Question →Annuities can convert a lump sum into a guaranteed income stream for life. Learn the difference between fixed, indexed, and income annuities — and whether one may fit your retirement plan.
Ask a Question →Have a question not covered here? Reach out — consultations are always free.
Contact Cleveland →Answers to the questions we hear most often from clients across Florida and beyond.
Working with Classique Insurance Group is completely free to you. I am compensated by the insurance carrier after enrollment — which means you receive expert guidance, comparison shopping across 27+ carriers, and personalized recommendations at zero cost.
Cleveland Bloomfield at Classique Insurance Group can help you compare Medicare Advantage, Medicare Supplement (Medigap), and Part D plans available in Port Charlotte and throughout Charlotte, Lee, Sarasota, and surrounding counties. Consultations are free and there is no obligation to enroll. Learn more at medicare.gov.
I'm currently licensed in Florida, Texas, North Carolina, and Pennsylvania. While I'm based in Southwest Florida and serve the entire state of Florida, I can help clients in those other states as well. If you're in a different state, reach out — we may still be able to help.
A captive agent works for one company and can only sell that company's products. As an independent broker, I work for you — I have access to 27+ A-rated insurance carriers and can compare plans across all of them to find the one that may truly fit your needs and budget. No bias, no pressure.
The Initial Enrollment Period starts 3 months before your 65th birthday and ends 3 months after. Missing this window can result in late enrollment penalties. The Annual Enrollment Period for plan changes runs October 15 – December 7 each year. I'll help you stay ahead of every deadline. Official guidance is available at medicare.gov.
Medicare Advantage (Part C) replaces Original Medicare through a private plan — often bundling dental, vision, and drug coverage, but with network restrictions. Medicare Supplement (Medigap) works alongside Original Medicare to help cover out-of-pocket costs, often offering broader provider access. The right choice depends on your health, travel habits, and budget. I can walk you through both options at no cost.
An Indexed Universal Life (IUL) is a permanent life insurance policy that also builds cash value linked to a market index — with a floor designed to limit losses. It may serve as a tax-advantaged retirement income strategy in addition to providing a death benefit. Whether it may be right for you depends on your age, goals, and financial situation. Let's talk — that's what I'm here for.
Final expense insurance is a type of whole life policy designed to help cover end-of-life costs such as funeral expenses, medical bills, and outstanding debts. It typically features locked-in premiums and guaranteed or simplified underwriting. It may be worth reviewing if you want to ensure your family is not left with unexpected financial burdens.
Life insurance can help replace lost income, pay off a mortgage, cover final expenses, fund education, or leave a legacy for your family. The right amount of coverage depends on your income, debts, family size, and goals. A free consultation can help you review your options across multiple carriers at no cost to you.
An annuity is a contract with an insurance company where you contribute a lump sum or payments, and in return may receive a guaranteed income stream — either immediately or at a future date. Annuities can help provide predictable retirement income you may not outlive. Types include fixed, fixed indexed, and income annuities, each with different growth and payout structures.
Yes, in many cases. If you experience a qualifying life event — such as losing employer coverage, getting married, having a baby, or moving — you may be eligible for a Special Enrollment Period. I'll help you determine your eligibility and review available ACA Marketplace plan options for your family.
Yes. Classique Insurance Group serves clients throughout Southwest Florida — including Punta Gorda, Cape Coral, Fort Myers, North Port, Sarasota, and surrounding communities — as well as the entire state of Florida. I'm also licensed in Texas, North Carolina, and Pennsylvania.
Missing your Initial Enrollment Period may result in a permanent late enrollment penalty added to your premium, and you may need to wait until the General Enrollment Period (January 1 – March 31) to enroll. Some exceptions apply if you have qualifying employer coverage. I can help you understand your situation. More details at ssa.gov/medicare.
No. Working with an independent insurance broker like Classique Insurance Group costs you nothing extra. Brokers are compensated by the insurance carrier after enrollment. You receive the same or better access to coverage at the same rate — with personalized guidance included at no charge.
Serving Port Charlotte, Punta Gorda, Cape Coral, Fort Myers, Sarasota and all of Florida, Texas, North Carolina & Pennsylvania. Based in SW Florida.
SW Florida
Port Charlotte area · Serving the entire state of FL
Florida · Texas · North Carolina · Pennsylvania
NPN# 18429314
