I’m Roxroy Ashley, an independent licensed agent with HealthMarkets, based in Fort Lauderdale. For 14 years I’ve helped people compare health and Medicare plans side by side, built around their doctors, their prescriptions and their budget, and I’m glad to do the same for you and your family in Lauderhill.
Everything is explained in plain language, there’s no pressure, and I stay with you as your agent after you enroll. Book a free plan review and I’ll personally get back to you 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)
Lauderhill residents have several hospitals close by, including HCA Florida Westside Hospital in Plantation, HCA Florida Woodmont Hospital in Tamarac, and Broward Health Medical Center and Broward Health Imperial Point in Fort Lauderdale (HCA Florida Westside, HCA Florida Woodmont, Broward Health).
Which of your doctors and hospitals a plan covers depends on its network, and networks vary. That’s why I check your doctors, hospitals, prescriptions and pharmacy against every plan we consider before I recommend one, and I’ll call your doctor’s office myself if anything needs confirming.
My office is a short drive from Lauderhill, so meeting in person is easy, and so is getting help with claims and billing after you enroll or sitting down for your annual review. I work with clients throughout Lauderhill, including Inverrary, International Village, Castle Gardens, Broward Estates, Lauderhill Manor and Westgate. I also serve nearby Sunrise, Lauderdale Lakes, Plantation, Tamarac and North Lauderdale.
From Lauderhill, head east on Commercial Boulevard to I-95 and take I-95 north one exit to Exit 33B (Cypress Creek Road West). If you’re in the southern part of the city, Oakland Park Boulevard east to I-95 north works just as well.
From the exit, go west on Cypress Creek Road a few blocks and turn right onto NW 5th Way, just before Powerline Road. You’ll find my office in the Cypress Court building at 6360 NW 5th Way, Suite 101, Fort Lauderdale, FL 33309.
The building has its own surface parking lot, so pull in, park near the entrance and come to Suite 101 on the ground floor. If you need a hand finding it, call me at 954-410-3710.
Prefer to meet at home? I also make home visits throughout Lauderhill 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 Lauderhill, and How Can We Meet?
Yes. Lauderhill is close to my Fort Lauderdale office, and I work with clients across the city. You can meet me at the office, at your home, by phone or on Zoom.
What Kinds of Coverage Can You Help With in Lauderhill?
Medicare is a big part of my work: Medicare Advantage, Medicare Supplement (Medigap) and Part D prescription drug plans, plus help with turning 65 or leaving employer coverage. I also help individuals and families with ACA Marketplace and off-Marketplace plans, business owners with group plans for 50 or fewer employees, and self-employed people with their own coverage.
I also 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 all of your family’s coverage can be handled in one place.
How Do You Compare to Other Health Insurance Agents in Lauderhill?
At a call center, or an agency where you’re passed from one person to another, you may talk to someone different every time. When you work with me, you always talk to the same person: me. There are no hand-offs to an assistant or call center, and I reply within 24 to 48 hours.
A call-back that never comes, or nobody to help when a problem shows up after you enroll, can be frustrating. I stay on after enrollment to help with claims and billing, and I review your coverage with you every year. I start by asking about your needs, your doctors and your prescriptions, then show you a full-year cost estimate for each option and explain it at your pace.
I have 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. My license (Florida License #W323530, NPN #17946070) can be checked anytime through the Florida Department of Financial Services. My help is free to you, because premiums are generally the same whether you enroll through me or directly.
Do You Offer Every Medicare Plan in Lauderhill?
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. Florida residents can also get free Medicare counseling through SHINE, the state’s SHIP program.
Is There a Charge for Your Help?
No. Because premiums are generally the same whether you enroll through me or directly with the insurer, my help and ongoing support come at no extra cost to you. Your quote and plan review are free, and there’s no obligation to enroll.
The premium is only part of what a plan costs. I look at the deductible, copays, drug costs and out-of-pocket maximum to estimate your true yearly cost. If you may qualify for financial help with a Marketplace plan or with Medicare prescription costs, I’ll explain your options.
Which Lauderhill Hospitals and Doctors Will My Plan Cover?
It depends on the plan, since each one has its own network. Tell me which doctors, hospitals and pharmacy you use, and I’ll check them against every plan we compare, calling your doctor’s office if I need to confirm anything.
When Is the Right Time to Get Started?
Medicare’s Annual Enrollment Period for 2027 plans runs from October 15 to December 7, 2026, with changes taking effect January 1, 2027. For ACA Marketplace plans, Open Enrollment for 2027 coverage starts November 1, 2026, and the deadline for coverage starting January 1, 2027 is December 15, 2026.
If you’re turning 65, losing job-based coverage or moving, other enrollment windows may apply, so it’s best to start early. Get your free quote and I’ll help you confirm 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.