I’m Roxroy Ashley, an independent licensed agent with HealthMarkets, and my office is right here in Broward County, in Fort Lauderdale. For 14 years I’ve helped individuals, families and business owners across the county compare health and Medicare plans side by side, checked against their doctors, their prescriptions and their budget.
I explain every option in plain language, and I stay on as your agent long after you enroll. When you’re ready to talk it through, book a free plan review and I’ll get back to you 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)
Broward has several large health systems. They include Broward Health’s hospitals in Fort Lauderdale, Deerfield Beach and Coral Springs, Memorial Healthcare System’s hospitals in Hollywood, Pembroke Pines and Miramar, HCA Florida Westside Hospital in Plantation, HCA Florida Woodmont Hospital in Tamarac, and Cleveland Clinic Weston Hospital (Broward Health, Memorial, HCA Florida Westside, HCA Florida Woodmont, Cleveland Clinic Weston).
Networks differ from plan to plan, so before I recommend anything, I check your doctors, hospitals, prescriptions and pharmacy against each plan’s network. If something is unclear, I call your doctor’s office to confirm it.
With my office in Fort Lauderdale, near I-95 and Cypress Creek Road, it’s easy to meet in person, get help with claims and billing after you enroll, and sit down together for your annual review. I work with clients in Broward’s largest cities, including Fort Lauderdale, Pembroke Pines, Hollywood, Miramar, Coral Springs, Pompano Beach and Davie, along with every other city and town in the county. I also serve neighboring Miami-Dade and Palm Beach counties, with home visits in both.
From north or south Broward, take I-95 to Exit 33B (Cypress Creek Road West). Head west on Cypress Creek Road for a few blocks, then turn right onto NW 5th Way. My office is in the Cypress Court building at 6360 NW 5th Way, Suite 101, Fort Lauderdale, FL 33309, just north of Cypress Creek Road between Powerline Road and Andrews Avenue.
From west Broward, including Weston, Sunrise, Plantation and Davie, take I-595 east to I-95 north, then follow the same route from Exit 33B.
Cypress Court is a three-story building with a surface parking lot, so you can park near the entrance and walk straight in. Suite 101 is on the ground floor. If you need help finding me, call 954-410-3710.
Prefer to meet at home? I also make home visits throughout Broward County, from Parkland to Hallandale Beach.
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 All of Broward County, and How Can We Meet?
Yes. My office is in Fort Lauderdale, and I work with clients in every Broward city and town. We can meet at my office, at your home anywhere in the county, by phone or on Zoom, whichever is easiest for you.
What Can You Help Broward Residents With?
I help with Medicare, including Medicare Advantage, Medicare Supplement (Medigap) and Part D prescription drug plans, and with turning 65 or retiring from employer coverage. I also help with ACA Marketplace and off-Marketplace plans for individuals and families, group plans for small businesses with 50 or fewer employees, and coverage for the self-employed.
If you may qualify for Extra Help, both Medicare and Medicaid, a Special Needs Plan or a Special Enrollment Period, I’ll walk you through it. I also offer dental, vision, life and supplemental insurance, so your family’s coverage can stay with one agent.
How Do You Compare to Other Health Insurance Agents in Broward County?
With call centers or agencies that hand you from one person to the next, you may speak with someone new every time. With me, you always work with the same person: me. When you call my direct line, you reach me, not an assistant or a call center, and I reply within 24 to 48 hours.
If you’ve ever left a message that wasn’t returned, or had a problem after enrollment that nobody followed up on, you know why that matters. I help with claims and billing after you enroll, and I review your coverage every year. Before I recommend any plan, I ask about your health, your budget and your doctors, check your prescriptions, and give you a full-year cost estimate in plain language.
I’ve spent 14 years in insurance, I’ve been 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 Broward County?
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 year-round support come at no extra cost. Quotes and plan reviews are free, with no obligation to enroll.
What a plan really costs you over a year depends on more than the premium. I compare the deductible, copays, drug costs and out-of-pocket maximum for each option. If you may qualify for financial help with a Marketplace plan or with Medicare drug costs, I’ll show you how it works.
When Can I Enroll in or Change My Coverage?
Medicare’s Annual Enrollment Period for 2027 plans runs October 15 to December 7, 2026, and changes start January 1, 2027. If you’re turning 65, your Initial Enrollment Period is a seven-month window around your 65th birthday.
For ACA Marketplace plans, Open Enrollment for 2027 coverage begins November 1, 2026, and you need to enroll by December 15, 2026 for coverage that starts January 1, 2027. Outside these windows, a Special Enrollment Period may apply after a life event, such as losing job-based coverage or moving. I’ll help you confirm which dates apply to you.
Can You Check Whether My Doctors and Hospitals Are in a Plan’s Network?
Yes, and it’s the first thing I do. I check your doctors, hospitals, prescriptions and pharmacy against each plan before recommending anything, and I call your doctor’s office if something is unclear. To get started, get your free quote and I’ll do the research for you.
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.