I’m Roxroy Ashley, an independent licensed agent with HealthMarkets, and my office is in Fort Lauderdale. Over the past 14 years I’ve helped people compare health and Medicare plans side by side, matched to their doctors, their prescriptions and their budget, and I’d welcome the chance to do that for you and your family in Parkland.
I explain everything in plain language, there’s never any pressure, and I remain your agent long after you enroll. 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)
Parkland has no hospital inside the city limits, but several are a short drive away, including Broward Health Coral Springs in neighboring Coral Springs, HCA Florida Northwest Hospital in Margate, HCA Florida Woodmont Hospital in Tamarac, and West Boca Medical Center to the north in Palm Beach County (Broward Health Coral Springs, HCA Florida Northwest, HCA Florida Woodmont, West Boca Medical Center).
Whether a plan covers your doctors and the hospital you prefer comes down to its network, and no two networks are alike. So before I recommend anything, I check your doctors, hospitals, prescriptions and pharmacy against each plan we’re considering, and if something is unclear I call the doctor’s office myself to confirm it.
My office is an easy drive from Parkland, which makes it simple to meet face to face, to get help with claims and billing after you enroll, and to sit down together for your annual review. I work with clients across Parkland, including Heron Bay, Parkland Golf and Country Club, MiraLago, Parkland Isles, Pine Tree Estates, Cypress Head and Watercrest. I also serve nearby Coral Springs, Coconut Creek, Margate, Deerfield Beach and West Boca Raton.
From Parkland, take University Drive south to the Sawgrass Expressway and head east. The Sawgrass becomes SW 10th Street in Deerfield Beach and leads you straight to I-95. Take I-95 south to Exit 33B (Cypress Creek Road West). If you’re on the east side of the city, Hillsboro Boulevard east to I-95 south is just as direct.
From the exit, go west on Cypress Creek Road a few blocks and turn right onto NW 5th Way. My office is at 6360 NW 5th Way, Suite 101, Fort Lauderdale, FL 33309.
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 Parkland 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 Parkland, and How Can We Meet?
Yes. I work with clients throughout Parkland, and you can choose how we meet: at my Fort Lauderdale office, at your home in Parkland, by phone or on Zoom.
What Kinds of Coverage Can You Help With in Parkland?
Medicare makes up a large share of my work: Medicare Advantage, Medicare Supplement (Medigap) and Part D prescription drug plans, along with help when you’re turning 65 or retiring from employer coverage. I also help individuals and families with ACA Marketplace and off-Marketplace plans, small business owners with group plans for 50 or fewer employees, and self-employed people with coverage of their own.
Beyond that, I help people who may qualify for Extra Help, Medicare and Medicaid dual eligibility, Special Needs Plans or a Special Enrollment Period. I also offer dental, vision, life and supplemental insurance, so your family’s coverage can all be handled by one person.
How Do You Compare to Other Health Insurance Agents in Parkland?
At a call center, or at an agency where you’re handed from one person to the next, you may speak with someone new every time you call. With me, you always work with the same person: 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 came, reached an automated system instead of a person, or found nobody there to help once a problem came up after enrollment. I stay with you after you enroll to help with claims and billing, and I review your coverage with you every year. I begin by asking about your health, your budget, your doctors and your prescriptions, and then I walk you through a full-year cost estimate for each option 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 (Florida License #W323530, NPN #17946070) anytime 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 Parkland?
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 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 really costs. I add up the deductible, copays, drug costs and out-of-pocket maximum to estimate what a full year is likely to cost you. If you may qualify for financial help with a Marketplace plan or with Medicare prescription drug costs, I’ll go over those options with you.
Which Hospitals and Doctors Near Parkland Will My Plan Cover?
That depends on the plan, because each plan has its own network. Give me the names of the doctors, hospitals and pharmacy you use, and I’ll check them against every plan we compare. If anything needs confirming, I’ll call your doctor’s office directly.
When Should I Get Started?
Medicare’s Annual Enrollment Period for 2027 plans runs from October 15 to December 7, 2026, and 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, and losing job-based coverage or moving can open other enrollment windows too. Starting early gives us time to compare carefully. 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.