I’m Roxroy Ashley, an independent licensed agent with HealthMarkets, and my office is in Fort Lauderdale. Over 14 years I’ve sat down with people from one end of Broward County to the other and compared health and Medicare plans side by side, starting with the doctors they see, the prescriptions they fill and what they can comfortably spend. I’d be glad to do the same for you and your family in Miramar.
I explain everything in plain language, there’s never any pressure, and once you enroll I stay on as your agent for the long run. 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)
Miramar has a hospital inside the city limits, Memorial Hospital Miramar on SW 172nd Avenue, and the rest of Memorial Healthcare System is a short drive away: Memorial Hospital West and Memorial Hospital Pembroke in Pembroke Pines, and Memorial Regional Hospital, Memorial Regional Hospital South and Joe DiMaggio Children’s Hospital in Hollywood (Memorial Hospital Miramar, Memorial Healthcare System locations). HCA Florida University Hospital in Davie is also within reach for families in the northern part of the city (HCA Florida University Hospital).
Having good hospitals nearby only helps if your plan’s network includes the doctors and facilities you actually use, and every plan draws its network differently. Before I recommend anything, I check your doctors, hospitals, prescriptions and pharmacy against each plan we’re considering, and if the answer isn’t clear, I pick up the phone and call your doctor’s office myself.
My office is about half an hour from Miramar, so an in-person meeting is easy to arrange, and the same goes for help with a claim or a bill after you enroll and for your yearly coverage review. I work with clients across Miramar, from Historic Miramar on the east side to Sunset Lakes, Country Club Ranches, Riviera Isles, Monarch Lakes, Huntington and Nautica in the west. I also serve neighboring Pembroke Pines, Hollywood, West Park, Southwest Ranches and Miami Gardens.
From central or eastern Miramar, take Red Road or University Drive north to Hollywood Boulevard and get on Florida’s Turnpike northbound. Follow the Turnpike to I-595 east (Exit 54), then take I-595 to I-95 north and continue to Exit 33B (Cypress Creek Road West).
If you live in western Miramar, near Sunset Lakes or Riviera Isles, take I-75 north from Miramar Parkway to I-595 east, then I-595 to I-95 north and the same Exit 33B.
From the exit, head 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.
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.
Prefer to meet at home? I also make home visits throughout Miramar 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 Miramar, and How Can We Meet?
Yes. I work with clients throughout Miramar, and you can choose how we meet: at my Fort Lauderdale office, at your home in Miramar, over the phone or on a Zoom call.
What Types of Insurance Do You Help With in Miramar?
A large share 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 employer coverage. I also help individuals and families with ACA Marketplace and off-Marketplace plans, small businesses with 50 or fewer employees with group plans, and self-employed people who need coverage of their own.
If you may qualify for Extra Help, are eligible for both Medicare and Medicaid, are looking at a Special Needs Plan or need a Special Enrollment Period, I can walk you through it. I offer dental, vision, life and supplemental insurance as well, so your whole household’s coverage can be handled by one person.
How Do You Compare to Other Health Insurance Agents in Miramar?
When you call a call center, or an agency that hands you from one person to the next, you may end up explaining your situation to someone new every time. 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 reply within 24 to 48 hours.
People tell me about agents who were hard to reach, call-backs that never came, phones answered by an automated system, and nobody around 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 also begin by asking about your health, your budget, your doctors and your prescriptions, and then I show you a full-year cost estimate for each option and explain it at your pace.
I bring 14 years of 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 through the Florida Department of Financial Services (Florida License #W323530, NPN #17946070). 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 Miramar?
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 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.
I also look past the premium. The deductible, copays, drug costs and out-of-pocket maximum all shape what a plan truly costs over a year, and I estimate that full figure for every option we compare. If you may qualify for financial help with a Marketplace plan or with Medicare prescription drug costs, I’ll explain what that could mean for you.
Will My Plan Cover Memorial Hospital Miramar and My Doctors?
That depends on the plan you choose, because each one has its own network. Give me the names of your doctors, the hospitals you prefer and the pharmacy you use, and I’ll check them against every plan we compare. If anything is uncertain, I’ll call your doctor’s office to confirm it.
When Should I Start Looking at Plans?
For Medicare, the 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 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 turning 65, your Initial Enrollment Period is a seven-month window around your birthday month, and losing employer coverage or moving can open a Special Enrollment Period. 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.