I’m Roxroy Ashley, an independent licensed agent with HealthMarkets, and my office is in Fort Lauderdale, just down the road from Coconut Creek. Over 14 years I’ve helped more than 1,800 people sort through health and Medicare plans by looking at what matters to each of them first: their doctors, their prescriptions and what they can comfortably spend in a year. I’d welcome the chance to do that for you and your family in Coconut Creek.
I keep things in plain English, I never push, and once you’re enrolled I remain your agent for questions, claims and your yearly review. Book a free plan review and you’ll hear back from me personally within 24 to 48 hours.
Years in Insurance
Clients Helped
Client Retention
HealthMarkets Agent, 2022–2026
As an independent agent with HealthMarkets, I’m not tied to one insurance company. I compare plans from multiple carriers so you see real options side by side, and I stay involved long after you enroll.
Hear how I help you choose a plan with confidence.
Maria F., (read review on Google Maps)
Roxroy is a miracle worker! He got my mother’s insurance company to expedite the review of a surgery she needed, which otherwise would have taken far too long to be approved. I truly cannot say enough good things about him.
His dedication, compassion, and willingness to go above and beyond made all the difference for our family. We are incredibly grateful for his help!
David F., (read review on Yelp)
Coconut Creek sits within a short drive of several hospitals, including HCA Florida Northwest Hospital in Margate, Broward Health North in Deerfield Beach and Broward Health Coral Springs (HCA Florida Northwest, Broward Health North, Broward Health Coral Springs).
Every plan has its own network, and the hospital or doctor one plan covers may not be covered by the next. Before I recommend anything, I run your doctors, hospitals, prescriptions and pharmacy against each plan we’re considering, and if a detail is unclear I pick up the phone and call your doctor’s office to confirm it.
Because my office is only a short drive from Coconut Creek, it’s easy to meet face to face, to get help with a claim or a bill after you enroll, or to go through your annual coverage review together. I work with clients across Coconut Creek, including Wynmoor, The Township, Winston Park, Regency Lakes, Banyan Trails and Centura Parc. I also serve the neighboring communities of Margate, Pompano Beach, Deerfield Beach, Coral Springs and Parkland.
From most of Coconut Creek, the simplest route is to take Copans Road or Sample Road east to Powerline Road, then follow Powerline Road south to Cypress Creek Road. Turn left (east) onto Cypress Creek Road, then take the first left (north) onto NW 5th Way.
If you prefer the interstate, take Sample Road or Copans Road east to I-95, head south to Exit 33B (Cypress Creek Road West), go west on Cypress Creek Road a few blocks and turn right (north) onto NW 5th Way. Either way, you’ll find my office at 6360 NW 5th Way, Suite 101, Fort Lauderdale, FL 33309, in the Cypress Court building just west of I-95.
Park in the building’s lot and come to Suite 101 on the ground floor. If anything is hard to find, call me at 954-410-3710 and I’ll point you the right way.
Prefer to meet at home? I also make home visits throughout Coconut Creek and the rest of Broward County.
I’m available for in-person appointments, at my Fort Lauderdale office or at your home, all over Broward County, including every city listed below.
Fort Lauderdale, Pembroke Pines, Hollywood, Miramar, Coral Springs, Pompano Beach, Davie, Sunrise, Plantation, Deerfield Beach, Lauderhill, Tamarac, Weston, Margate, Coconut Creek, North Lauderdale, Oakland Park, Hallandale Beach, Lauderdale Lakes, Parkland, Cooper City, Dania Beach, West Park, Wilton Manors, Lighthouse Point.
Enrollment and Timing
Most households need more than one kind of coverage, and what you need changes as life does. See all the coverage I help with and my guides to each type of insurance:
Do You Serve Coconut Creek, and How Can We Meet?
I do. Coconut Creek is a quick drive north of my Fort Lauderdale office, and I work with clients throughout the city. We can meet at my office, I can come to your home, or we can talk by phone or on Zoom, whichever suits you.
What Types of Insurance Do You Help With in Coconut Creek?
Much of my work is Medicare: Medicare Advantage, Medicare Supplement (Medigap) and Part D prescription drug plans, along with guidance for people turning 65 or retiring from an employer plan. I also help individuals and families with ACA Marketplace and off-Marketplace coverage, small businesses with group plans for 50 or fewer employees, and self-employed people who need their own plan.
If you may qualify for Extra Help, Medicare and Medicaid dual eligibility, a Special Needs Plan or a Special Enrollment Period, I can walk you through it. I also offer dental, vision, life and supplemental insurance, so your household’s coverage can all be handled by one person.
How Do You Compare to Other Health Insurance Agents in Coconut Creek?
If you call a call center, or an agency where clients are handed from one person to the next, you may end up with a different person every time you reach out. With me, you work with the same person from the first conversation on: me. You have my direct line, there’s no assistant or call center in between, and I get back to you within 24 to 48 hours.
Many people have had the experience of an agent who was hard to reach, a promised call-back that never arrived, a phone answered by a recording, or nobody to turn to once a problem came up after enrollment. I stay with you after you enroll to help with claims and billing, and I sit down with you every year to review your coverage. I begin by asking about your health, your budget, your doctors and your prescriptions, and then I lay out a full-year cost estimate for each option and go through it at your pace.
I bring 14 years of insurance experience, I’ve been named a Top 100 HealthMarkets agent every year from 2022 through 2026, and I’m licensed in 33 states. You can verify my license (Florida License #W323530, NPN #17946070) through the Florida Department of Financial Services. My help is free to you, since premiums are generally the same whether you enroll through me or directly with the insurance company.
Do You Offer Every Medicare Plan in Coconut Creek?
No. We do not offer every plan available in your area. Currently we represent 8 organizations which offer 65 products in your area. Please contact Medicare.gov or 1-800-MEDICARE (TTY users should call 1-877-486-2048), 24 hours a day, 7 days a week, to get information on all of your options. In Florida, you can also get free Medicare counseling through the state’s SHIP program, called SHINE.
Does It Cost Anything to Work With You?
No. Plan premiums are generally the same whether you enroll through me or go directly to the insurance company, so my help and my ongoing support come at no extra cost to you. Your quote and your plan review are free, and you’re under no obligation to enroll.
Keep in mind that the premium is just one piece of what a plan costs. I add up the deductible, copays, drug costs and out-of-pocket maximum to give you a realistic picture of your yearly cost. If you may qualify for financial help with a Marketplace plan or with Medicare prescription drug costs, I’ll explain how that works.
Will My Plan Cover the Hospitals and Doctors I Use Near Coconut Creek?
That depends on the plan, because each one has its own network. Give me the names of your doctors, your hospitals and your pharmacy, and I’ll check them against every plan we compare. If something isn’t clear, I’ll call your doctor’s office myself to confirm.
When Should I Start Looking at Plans?
Medicare’s Annual Enrollment Period for 2027 plans runs from October 15 to December 7, 2026, and any changes take effect January 1, 2027. For ACA Marketplace coverage, Open Enrollment for 2027 plans opens November 1, 2026, and you need to enroll by December 15, 2026 for coverage that starts January 1, 2027.
Turning 65 brings its own seven-month Initial Enrollment Period around your birthday, and losing employer coverage or moving can open a Special Enrollment Period. Starting early gives us time to get it right, so get your free quote and I’ll help you pin down your dates.
I’ve spent 14 years in insurance and the last 8 focused on Medicare. Before that, I built a background in business and technology, with a Master’s in Business and a BA in Information Technology, which is a big part of why I like turning complicated plan details into something clear.
My approach is education first. I take the time to understand each client individually, explain your options step by step, and let you make the call. I’m proud that more than 8 out of 10 of my clients stay with me year after year, based on my own client records. To me, that’s the real measure of whether I did my job.
Want to learn at your own pace? Start with my Knowledge base, or check out my TikTok videos, where I break down Medicare in a minute or two.
Tell me where you are in South Florida and what you need help with, and I’ll pick a time that works, at my office, at your home, by phone or on Zoom. Bring your list of doctors, your medications and your current plan if you have one, and I’ll walk through your options. My help never costs you anything extra.
Call or text: (954) 410-3710
Email: contact@chaperonehealthinsuranceplus.com
Office: 6360 NW 5th Way Ste 101, Fort Lauderdale, FL 33309
Meet by: phone, video, at my office, or at home in Broward, Miami-Dade and Palm Beach.
Five steps, no pressure, and I stay with you after you enroll.
By phone, Zoom or face to face. Your health, your budget, your doctors.
Doctors, hospitals, prescriptions and pharmacy, checked against each plan.
A full-year estimate for each option, explained in plain language.
No pressure. If you choose a plan, I handle the application with you.
Plans and networks change. I check yours each year and help with claims in between.