Winstead Insurance & Financial Services

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Cary, NC
Winstead Insurance & Financial Services

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As an independent and full service agency, our duty is to our clients. If you have any questions, please don't hesitate to call or e-mail us!

For Over 31 years we have offered our clients a wide range of insurance & financial services: Health Insurance, Life Insurance, Medicare Health Plans, Long Term Care Plans, Supplemental Insurance, Retirement Plans, College Funding, & Annuities. As your insurance agent, it is our responsibility to provide YOU with the best service and the best coverage, at the best possible price. We work with over 20 A+ rated insurance carriers and can offer insurance coverage that will meet your needs and save you money. We know you expect the best value without sacrificing personalized service and that's exactly what we offer. Allow us to show you how we can be the answer to your insurance needs; we’re committed to finding the right solutions to fit your needs. We are always available to offer you personal, one-on-one help with what some say is one of the biggest decisions you will make in your life.

10/15/2026

Medicare Annual Enrollment is open October 15 through December 7. This is an important opportunity to review your current Medicare coverage and determine whether it continues to fit your healthcare needs, prescription medications, and budget. Do not automatically renew without reviewing your options. For guidance from a local Medicare agent in Cary, NC, call Winstead Insurance & Financial Services at (919) 271-1096.

10/09/2026

Provider networks can differ by Medicare plan and may change over time.

Before making an AEP decision, confirm that your primary doctor, specialists, hospitals, and preferred pharmacies are included.

We can help you review your options. Call (919) 271-1096.

10/06/2026

Before choosing Medicare coverage during AEP, review every prescription carefully.

Formularies, drug tiers, pharmacy networks, and out-of-pocket costs can change from year to year.

A thorough review can help you understand how your medications may be covered. Call Winstead Insurance & Financial Services at (919) 271-1096.

10/02/2026

Medicare Annual Enrollment is approaching. Prepare by gathering your Annual Notice of Change, medication list, preferred pharmacies, and provider list.
A careful coverage review can help you evaluate your options with confidence.
Call Winstead Insurance & Financial Services at (919) 271-1096 for a coverage review.

09/30/2026

Marketplace Open Enrollment starts November 1, and early planning can make a meaningful difference in finding the right health insurance coverage. Whether you plan to keep your current policy or explore new options, preparing now helps ensure a smoother experience.

As you review key enrollment dates and steps, our team is here to support you through every stage. Navigating individual health insurance can feel overwhelming, but we work to ensure you feel informed and confident in your decisions.

If you would like assistance reviewing your coverage or understanding which plans may fit your needs, we invite you to contact our team at Winstead Insurance & Financial Services.

09/22/2026

With 100 days left in the year, now is a great time to make sure your insurance coverage still reflects your life today.

Have you experienced a change this year—such as retiring, becoming eligible for Medicare, changing jobs, welcoming a new family member, or reviewing your long-term financial goals?

These milestones can affect the protection you need. Our team can help you review:

• Medicare coverage during the Annual Enrollment Period (AEP)
• Affordable Care Act (ACA) health insurance options for individuals and families
• Life insurance and final expense coverage to help protect the people you love

A quick policy review can help ensure your coverage aligns with where you are now and where you are headed.

Reach out to Winstead Insurance & Financial Services to schedule a conversation. We are here to help.

09/18/2026

Medicare Annual Enrollment begins October 15, and now is the time to start watching for your Annual Notice of Change (ANOC). This document is sent by your current Medicare Advantage or Part D plan each September and outlines updates that may take effect on January 1.

Even if your coverage has worked well for you, reviewing your ANOC can help you avoid unexpected costs or changes in your provider access. Our team at Winstead Insurance & Financial Services encourages everyone to take a few minutes to look closely at any adjustments coming for 2027.

Your ANOC may include updates to:
• Monthly premiums or other out‑of‑pocket expenses
• Prescription drug coverage and formularies
• Doctor, hospital, and pharmacy networks
• Copays, deductibles, or added plan benefits

Small changes can impact your budget and coverage in meaningful ways. If you would like help understanding your plan details or comparing Medicare options before enrollment begins, we are here to support you.

Have questions? Reach out to us anytime at (919) 271-1096.

09/11/2026

On Patriot Day, we pause to remember the lives lost on September 11, 2001, and the strength our nation showed in the face of tragedy.

As we honor the resilience, courage, and unity that emerged in the days that followed, our team at Winstead Insurance & Financial Services reflects on the importance of supporting and protecting one another—values that continue to guide our work in helping families secure reliable insurance and financial protection.

We remember. We honor. We will never forget.

09/07/2026

Our team at Winstead Insurance & Financial Services wishes everyone a wonderful Labor Day. We hope you enjoy a restful break as we celebrate the hard work and dedication that strengthen our communities.

Our office will be closed on Monday, September 7th, in observance of the holiday, and we will reopen on Tuesday, September 8th. If you have questions about Medicare insurance, life insurance solutions, or any of our financial protection services, we look forward to assisting you when we return.

Wishing you a safe and enjoyable holiday weekend.

09/02/2026

As Life Insurance Awareness Month approaches, our team at Winstead Insurance & Financial Services is calling attention to an ongoing challenge: many families still lack the financial protection they need. The encouraging news is that a few straightforward steps can make a meaningful difference in safeguarding your family’s future.

Swipe to see key statistics and simple actions you can take. If you have questions about life insurance solutions or want to review your coverage, we are here to help every step of the way.

Address

101 Arvo Lane
Cary, NC
27513

Telephone

+19192711096

Website

http://www.winsteadservices.com/

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