(804) 539-6397

Stacy

Gregory

Insurance

Your Trusted Local Life Insurance & Medicare Advisor in Virginia for 17+ years.

Stacy

Gregory

Insurance

Your Trusted Local Life Insurance & Medicare Advisor in Virginia for 17+ years.

Never Get Overwhelmed...

worried mother taking to child

By the thought of your kids choosing between you and their future

old person talking to someone on the phone

By the flood of sales calls and zero real answers.

Never Get Overwhelmed...

worried mother talking to adult daughter

By the thought of your kids choosing between you and their future

worried old woman talking to someone on the phone

By the flood of sales calls and zero real answers.

Get the 3 C’s with Stacy

Clarity, Confidence, and Coverage

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Clarity

Clarity on what your plan really covers.

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Confidence

Confidence from 17 years of expert guidance.

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Coverage

Coverage that fits your life and budget.

Services

Life Insurance

Protect your family,

income, and

legacy.

Medicare

Navigate Medicare with a guide who listens to what you need.

Health Insurance

Coverage that supports you through job changes or life transitions.

Services

Life Insurance

Protect your family,

income, and

legacy.

Medicare

Navigate Medicare with a guide who listens to what you need.

Health Insurance

Coverage that supports you through job changes or life transitions.

stacy gregory wearing yellow shirt

I'm Stacy Gregory,

Your Trusted Advisor

I’ve spent the last 17 years helping families and individuals feel confident about their insurance choices. My job is simple: to listen, explain things clearly, and make sure you never feel pressured or overwhelmed.

If you’re looking for honest guidance and real support,

Let’s talk.

stacy gregory wearing yellow shirt

I'm Stacy Gregory,

Your Trusted Advisor

I’ve spent the last 17 years helping families and individuals feel confident about their insurance choices. My job is simple: to listen, explain things clearly, and make sure you never feel pressured or overwhelmed. If you’re looking for honest guidance and real support, Let’s talk.

Here's What It's Like to Work with Me

"I owe a great deal of my success to Stacy Gregory"

"I owe a great deal of my success to Stacy Gregory, who first introduced me to the world of insurance five years ago. Since then, my journey has been nothing short of amazing, and it all started with her guidance. Stacy is the epitome of professionalism: knowledgeable, dedicated, and genuinely passionate about both her work and the people she serves. Her mentorship and example continue to inspire me every day."

- L. Wilson

Here's What It's Like to Work with Me

"I owe a great deal of my success to Stacy Gregory"

I owe a great deal of my success to Stacy Gregory, who first introduced me to the world of insurance five years ago. Since then, my journey has been nothing short of amazing, and it all started with her guidance. Stacy is the epitome of professionalism: knowledgeable, dedicated, and genuinely passionate about both her work and the people she serves. Her mentorship and example continue to inspire me every day.

- L. Wilson

I Work With the Best — So You Can Get the Best.

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aetna
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I Work With the Best — So You Can Get the Best.

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How to Get Started

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Book A Call

Have a 1:1 Consultation

& Evaluation

Feel Protected With

The Right Plan

How to Get Started

stacy inside the laptop video call mockup

Book A

Call

Have a 1:1 Consultation

& Evaluation

Feel Protected With

the Right Plan

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Insurance is not in your budget? Try this Free Budget Planner

  • A quick Budget Audit to spot overspending

  • A 70/10/10/10 Budget Guide as a sample plan

  • A fill-in Monthly Planner for your actual budget

  • An editable Spreadsheet Calculator to calculate how much you should budget for retirement, emergency funds, and life insurance.

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Insurance is not in your budget? Try this Free Budget Planner

Most people I talk to aren’t careless with money, they’re just juggling a lot. This planner is here to help you see your budget clearly.

What Happens If You Don’t Act Now?

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Missed

Benefits

paper denied element

Declined

Applications

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Higher

Premiums

What Happens If You Don’t Act Now?

hourglass element

Missed

Benefits

paper declined element

Declined

Applications

cost ising element

Higher

Premiums

Frequently Asked Questions

Q: Where are you licensed?

Multi-State including Virginia, North Carolina, Maryland, Pennsylvania, Ohio, New Jersey, Virginia

Q: What types of insurance do you offer?

Life Insurance, Health Insurance, Medicare

Q: Why should I work with a local agent instead of going online?

Online platforms give you quotes. I’ll walk you through your options, answer your questions like a real person, and help you avoid overpaying or underinsuring. And when life changes? I’ll be right here.

Q: Do I really need life insurance at my age?

Age doesn’t matter when it comes to life insurance. It's never too late or too early to take control of your future.

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Our firm is staffed by proven insurance professionals committed to providing our clients with highly personalized service.

Receive My Newsletters

I Consent to Receive Newsletters and other Marketing Emails from Stacy Gregory Insurance. You can unsubscribe at any time.

This is a solicitation for insurance. Submitting information or calling numbers listed on this website will direct you to a licensed Agent/Broker.

Important disclosures about Medicare Plans: Medicare has neither endorsed nor reviewed this information. Not connected or affiliated with any United States Government or State agency. We do not offer every plan available in your area. Any information we provide is limited to those plans we do offer in your area. Please contact Medicare.gov or 1-800-MEDICARE to get information on all of your options.

© 2025 Stacy Gregory Insurance - All Rights Reserved.

stacy gregory insurance horizontal logo

Our firm is staffed by proven insurance professionals committed to providing our clients with highly personalized service.

Receive My Newsletters

I Consent to Receive Newsletters and other Marketing Emails from Stacy Gregory Insurance. You can unsubscribe at any time.

This is a solicitation for insurance. Submitting information or calling numbers listed on this website will direct you to a licensed Agent/Broker.

Important disclosures about Medicare Plans: Medicare has neither endorsed nor reviewed this information. Not connected or affiliated with any United States Government or State agency. We do not offer every plan available in your area. Any information we provide is limited to those plans we do offer in your area. Please contact Medicare.gov or 1-800-MEDICARE to get information on all of your options.

© 2025 Stacy Gregory Insurance - All Rights Reserved.