I’m Roxroy Ashley, an independent licensed agent with HealthMarkets, and my office sits just across the city line in Fort Lauderdale. Over the past 14 years I’ve helped families and retirees in central Broward weigh health and Medicare plans side by side, starting with the doctors they see, the medications they take and what they can comfortably spend, and I’d like to do the same for you in Lauderdale Lakes.
You’ll hear everything in plain language, you’ll never be rushed into a decision, and I remain your agent long after the paperwork is done. Book a free plan review and I’ll 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)
Several hospitals sit within a short drive of Lauderdale Lakes, including HCA Florida Woodmont Hospital in Tamarac, HCA Florida Westside Hospital in Plantation, Holy Cross Hospital in Fort Lauderdale, and Broward Health Medical Center and Broward Health Imperial Point, both in Fort Lauderdale (HCA Florida Woodmont, HCA Florida Westside, Holy Cross Health, Broward Health Medical Center, Broward Health Imperial Point).
Having hospitals nearby is one thing; having them in your plan’s network is another, because every plan draws its network differently. Before I recommend anything, I run your doctors, hospitals, prescriptions and pharmacy through each plan we’re considering, and when a detail isn’t clear, I pick up the phone and call your doctor’s office to confirm it.
Lauderdale Lakes borders Fort Lauderdale, so my office is only minutes away, which makes it simple to meet face to face, to get help with a claim or a bill after you enroll, and to sit down together for your annual review. I work with clients across the city, including Oriole Estates, Oakland Estates, Hawaiian Gardens, Cypress Chase, Somerset, Lauderdale Oaks and the Northgate, Eastgate and Westgate communities. I also serve neighbors in Tamarac, Lauderhill, Oakland Park, North Lauderdale, Sunrise and Fort Lauderdale.
From the center of Lauderdale Lakes at State Road 7 and Oakland Park Boulevard, drive east on Oakland Park Boulevard to I-95, take I-95 north to Exit 33B (Cypress Creek Road West), and continue west on Cypress Creek Road a few blocks.
If you’d prefer to stay off the interstate, take State Road 7 north to Cypress Creek Road and follow Cypress Creek Road east past Powerline Road. Either way, turn north onto NW 5th Way and you’ll find my office at 6360 NW 5th Way, Suite 101, Fort Lauderdale, FL 33309, just west of I-95.
Park in the building’s lot and come to Suite 101 on the ground floor. If anything is unclear when you arrive, call me at 954-410-3710.
Prefer to meet at home? I also make home visits throughout Lauderdale Lakes 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 Lauderdale Lakes, and How Can We Meet?
Yes. Lauderdale Lakes is one of the closest cities to my Fort Lauderdale office, and I have clients throughout it. We can meet at my office, at your home, by phone or over Zoom, whichever suits you.
What Types of Insurance Do You Help With in Lauderdale Lakes?
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 employer coverage. I also help individuals and families with ACA Marketplace and off-Marketplace plans, small businesses with 50 or fewer employees with group coverage, and self-employed people with plans 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 think a Special Enrollment Period might apply to you, I can walk you through it. Dental, vision, life and supplemental insurance round out what I offer, so your household’s coverage can come from one person who knows your situation.
How Do You Compare to Other Health Insurance Agents in Lauderdale Lakes?
If you call a call center, or an agency that passes you from one representative to the next, you may end up explaining your situation to a new person every time. With me, the person you speak with is always the same: me. You have my direct line, there’s no assistant or call center in between, and I reply within 24 to 48 hours.
Many people have waited on a call-back that never arrived, reached a recording or an automated assistant instead of a person, or found no one to turn to once a problem came up after enrollment. I handle claims and billing questions after you enroll, and I go over your coverage with you every year. Before we look at a single plan, I ask about your health, your budget, your doctors and your prescriptions, and then I lay out a full-year cost estimate for each option and explain it at whatever pace works for you.
I bring 14 years in insurance to the table, I’ve been recognized as a Top 100 HealthMarkets agent every year from 2022 through 2026, and I hold licenses in 33 states. You can verify my Florida 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 Lauderdale Lakes?
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 sign up through me or directly with the insurance company, so my guidance and ongoing support add nothing to your cost. Your quote and plan review are free, and you’re under no obligation to enroll.
Keep in mind that the premium is only the starting point. I add up the deductible, copays, drug costs and out-of-pocket maximum to estimate what a plan would really cost you over a year. If you may qualify for financial help with a Marketplace plan or with Medicare prescription drug costs, I’ll explain how that works and what it could mean for you.
Will My Plan Cover the Hospitals and Doctors I Use Near Lauderdale Lakes?
That depends on the plan, because each one maintains its own network. Give me the names of your doctors, your preferred hospital and your pharmacy, and I’ll check them against every plan we compare. If a listing is out of date or unclear, I call the doctor’s office directly 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 you make take effect January 1, 2027. For ACA Marketplace coverage, Open Enrollment for 2027 plans opens November 1, 2026, and you’ll need to enroll by December 15, 2026 for coverage that begins January 1, 2027.
If you’re approaching 65, your Initial Enrollment Period is a seven-month window around your birthday month, and losing job-based coverage or moving can open other windows. 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.