I’m Roxroy Ashley, an independent licensed agent with HealthMarkets, and my office is in Fort Lauderdale. Over the past 14 years I’ve sat down with people to compare health and Medicare plans one next to the other, starting with their doctors, their medications and what they can comfortably spend each year. I’d like to do the same for you and your family in Hallandale Beach.
You’ll get straight answers in plain English, no pressure, and an agent who is still here for you after the paperwork is signed. Book a free plan review and I will personally reply 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)
Hallandale Beach sits between two hospital systems. Just north in Hollywood are Memorial Regional Hospital at 3501 Johnson Street and Memorial Regional Hospital South at 3600 Washington Street, both part of Memorial Healthcare System (Memorial Healthcare System locations). Just south across the county line is HCA Florida Aventura Hospital at 20900 Biscayne Boulevard (HCA Florida Aventura Hospital).
Whether a given hospital or doctor is covered comes down to the network of the plan you choose, and no two networks are identical. Before I recommend anything, I run your doctors, hospitals, prescriptions and pharmacy against each plan on the table, and if a listing looks uncertain I pick up the phone and call the doctor’s office to confirm it.
My Fort Lauderdale office is an easy drive up I-95 from Hallandale Beach, which makes it simple to meet face to face, to get help with a claim or a bill after you enroll, and to go over your coverage together every year. I work with clients throughout Hallandale Beach, including Golden Isles, Three Islands, Atlantic Shores, Southwest Lakes, Foster Road and the Oceanside condos along the beach. I also serve nearby Hollywood, Pembroke Park, West Park, Dania Beach and Aventura.
From Hallandale Beach, take Hallandale Beach Boulevard west to I-95 and head north for about 15 miles to Exit 33B (Cypress Creek Road West). Pembroke Road or Hollywood Boulevard also connect to I-95 north if you’re starting from the northern edge of the city.
Leaving the exit, continue west on Cypress Creek Road for a few blocks and turn right onto NW 5th Way. My office is 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 you have any trouble finding it, 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 Hallandale Beach 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 Work With Clients in Hallandale Beach, and How Can We Meet?
Yes. I have clients across Hallandale Beach, from the beachfront condos to the neighborhoods west of US-1. We can meet at my Fort Lauderdale office, at your home, by phone or on Zoom, whichever is easiest for you.
What Kinds of Coverage Can You Help With in Hallandale Beach?
Medicare makes up much of my work: Medicare Advantage, Medicare Supplement (Medigap) and Part D prescription drug plans, along with guidance for people turning 65 or retiring from employer coverage. I also help individuals and families with ACA Marketplace and off-Marketplace plans, small businesses with group plans for 50 or fewer employees, and self-employed people who need coverage of their own.
Beyond that, I work with people who may qualify for Extra Help, Medicare and Medicaid dual eligibility, Special Needs Plans or a Special Enrollment Period, and I 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 Hallandale Beach?
When you call a call center, or an agency that passes you from one person to the next, you may end up explaining your situation to someone new every time. When you work with me, you always deal with the same person, and that person is me. You have my direct line, there is no assistant or call center in between, and I reply within 24 to 48 hours.
Many people have had the experience of a promised call-back that never came, a phone answered by an automated system, or an agent who disappeared once the application was in. I stay on after enrollment 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 only then do I show you a full-year cost estimate for each option, explained at whatever pace suits you.
I bring 14 years in insurance, 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) at any time 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 Hallandale Beach?
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 directly with the insurance company, so my guidance and ongoing support come at no extra cost to you. Your quote and plan review are free, and you’re under no obligation to enroll.
Keep in mind that the premium is just the starting point. I add up the deductible, copays, drug costs and out-of-pocket maximum to give you a realistic picture of what a plan would cost over a full year. If you may qualify for financial help with a Marketplace plan or with Medicare prescription drug costs, I’ll walk you through what that could mean for you.
Which Hallandale Beach Hospitals and Doctors Will My Plan Cover?
That depends on the plan, because each one has its own network. Give me the names of your doctors, the hospital you’d want to use and your pharmacy, and I’ll check every one of them against each plan we compare. If an answer isn’t clear, I call the doctor’s office directly to confirm.
When Should I Get Started?
The Medicare Annual Enrollment Period for 2027 plans runs from October 15 to December 7, 2026, and any change you make takes effect January 1, 2027. For ACA Marketplace plans, Open Enrollment for 2027 coverage opens November 1, 2026, and you need to enroll by December 15, 2026 for coverage that starts January 1, 2027.
If you’re approaching 65, you have a seven-month Initial Enrollment Period around your birthday month, and losing job-based coverage or moving can open a Special Enrollment Period as well. Starting early gives us time to get it right. 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.