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Great Small Business  & Individual Healthcare Coverage Doesn’t Have to Cost a Fortune

protect your

health Today

We know that you want to spend wisely on your health. So why should it be any different when choosing the right insurance?
That’s where we come in!

We’ll help find affordable heath insurance coverage for all of life’s essentials with just one call, no hassle, guaranteed.

About us

My Client’s Best Interest Comes First

With over 12 years of experience and licensed in 25+ states, Sherri Matheney is dedicated to helping individuals and small businesses navigate the complexities of health insurance. Based in St. Petersburg, FL, she offers personalized service to ensure you find the best coverage at the most affordable price. 

Proud member of the Tampa Bay Beaches Chamber of Commerce, The St. Pete Chamber, Pinellas Chamber and the Girl Boss group that has now grown to have over 9,000 members.

Our Services

What We Do

Affordable Health Insurance for Small Businesses

Are you a small business owner in St. Petersburg, Clearwater, or Tampa? Providing health insurance for your employees can be a challenge, but we make it easy! Let us help you find a plan that suits both your business and your employees' needs at an affordable price.

Comprehensive Health Coverage for Individuals & Families

Living in St. Petersburg, Clearwater, or Tampa? Finding the right health insurance for yourself or your family doesn’t have to be overwhelming. We offer a variety of options to ensure you have the coverage that fits your lifestyle and budget.

Health Insurance Solutions for the Self-Employed

Are you self-employed in St. Petersburg, Clearwater, or Tampa? Navigating health insurance as a self-employed individual in Florida can be confusing. Let us guide you in selecting the right plan that offers you the flexibility and coverage you need.

Affordable Health Insurance for Freelancers

As a freelancer, you enjoy the flexibility and freedom of being your own boss, but securing the right health insurance can be tricky. We offer tailored plans to ensure you have comprehensive coverage without breaking the bank.

Your Health Insurance Agent in St. Petersburg, Clearwater, and Tampa

Finding the right health insurance plan can be a daunting task, but with the help of a trusted agent, you can rest easy. Let us assist you in understanding your options and securing the best coverage for your needs.

Trusted Health Insurance Agency in St. Petersburg, Clearwater, and Tampa

When it comes to securing the right health insurance, choosing the right agency is crucial. Our team works with you to find affordable, reliable coverage that meets your specific needs, with personalized support every step of the way.

Ready to take the next step?

Give me a call to schedule a 15 minute on the fly recommendation for your insurance needs!

Coverage Choices

Types of

Health Insurance

I Help With

So why should it be any different when choosing the right insurance? That’s where we come in! We’ll help find affordable heath insurance coverage for all of life’s essentials with just one call,no hassle, guaranteed.

https://healthinsurancewithsherri.com/wp-content/uploads/2025/07/hy1.png

Marketplace

A platform offering a wide range of health insurance plans, allowing individuals and families to compare and select coverage based on their needs and budget.

https://healthinsurancewithsherri.com/wp-content/uploads/2025/07/hy2.png

PPO Plans

A consumer-driven health plan designed to help small businesses offer employees affordable health coverage. It combines health insurance with tax savings for both employers and employees.

https://healthinsurancewithsherri.com/wp-content/uploads/2025/07/hy3.png

Major & Preventative Dental

Comprehensive dental plans covering essential services like routine check-ups, cleanings, and major procedures, ensuring optimal oral health and cost savings.

https://healthinsurancewithsherri.com/wp-content/uploads/2025/07/hy4.png

Accident & Critical Illness

Insurance policies providing financial support in the event of an accident or critical illness diagnosis, covering medical bills and additional expenses during recovery.

https://healthinsurancewithsherri.com/wp-content/uploads/2025/07/hy5.png

Small Business Health Insurance

Tailored health insurance plans for small businesses to provide affordable coverage for employees, helping to attract and retain top talent while managing costs.

Reviews

Ready to take the next step?

We know that you want to spend wisely on your health. So why should it be any different when choosing the right insurance? That’s where we come in! We’ll help find affordable heath insurance coverage for all of life’s essentials with just one call, no hassle, guaranteed.
Vilija Tamulynas

2 years ago

“Sherri is amazing! She helped me and my wife find a perfect plan within our budget. Her expertise and personalized service made the entire process seamless.”… Read More

Stevie Hopkins

2 years ago

“Sherri’s knowledge is unmatched. She guided us through the entire process and helped us find the ideal plan for our family. Highly recommend!”.. Read More
Kimberly Penrose

2 years ago

“As a small business owner, Sherri designed an affordable, customized health plan. I now have peace of mind knowing my coverage is perfect for my needs.”… Read More
Vanessa Morton

2 years ago

Sherrie is super helpful and patient, so grateful for her guidance during open enrollment!… Read More
fyrdusk

2 years ago

She was very knowledgeable and knew all of the options and pricing that was available! She made the whole process very simple and easily accommodating!… Read More

Reviews

Health Insurance Made Easy

We know that you want to spend wisely on your health. So why should it be any different when choosing the right insurance? That’s where we come in! We’ll help find affordable heath insurance coverage for all of life’s essentials with just one call, no hassle, guaranteed.

Why choose us

Your Health Insurance, Simplified

Your health is your most valuable asset, and choosing the right insurance shouldn’t be complicated. At Health Insurance with Sherri, we’re dedicated to providing clear, honest advice tailored to your unique needs. With us, you’ll find personalized support every step of the way making sure you get the coverage that fits your life and budget.

Common Misconceptions

We know that you want to spend wisely on your health. So why should it be any different when choosing the right insurance? That’s where we come in! We’ll help find affordable health insurance coverage for all of life’s essentials with just one call – no hassle, guaranteed.

Fill Out the Form to Get Started

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Get in touch

Get a

Health Insurance quote.

Blog

Healthwise Hub

Are You Ready for a Small Business or Individual Health Insurance Quote?

Gallery

Together In Health

FAQ’s

Frequently Asked Questions

Private Health Insurance

Yes, private health insurance is available year-round and isn’t restricted to the Open Enrollment Period. This makes it a great option if you’ve missed marketplace deadlines or had a recent life change.

Coverage varies by plan but often includes doctor visits, specialist care, preventive services, lab tests, emergency care, and hospitalization.

Private health insurance is ideal for individuals, families, small business owners, and those who don’t qualify for subsidies or want coverage outside of the ACA marketplace. We’ll help you explore the best plan for your health and financial situation.

Small Business Health Insurance
Private policies are ideal for very small businesses, even those with just 1 or 2 employees. You can still provide valuable health coverage without meeting the participation rules or premium contributions of group plans.
Small business health insurance refers to medical insurance plans offered by employers with 2 to 50 employees. These plans help provide coverage for your staff and can also benefit your business by attracting and retaining top talent.
Yes. Each employee can choose a private plan that fits their unique health needs, preferred doctors, and budget. We’ll guide them through the process to make it simple and stress-free.
Self-Employed Health Insurance
Self-employed health insurance refers to coverage options for individuals who work for themselves, such as freelancers, consultants, sole proprietors, or independent contractors. We help you find private, ACA-compliant plans that fit your needs and budget.
All ACA-compliant plans—whether private or through the marketplace—must cover pre-existing conditions. You cannot be denied coverage or charged more based on your health history.
If you expect your income to vary, we can help you choose flexible plans and walk you through how income changes affect subsidies. Regular updates may help you avoid tax penalties or surprise bills.
Family Health Insurance
Private family health insurance is coverage you purchase directly through an agent or insurer, rather than through an employer or government exchange.
Yes. The private plans we offer meet ACA (Affordable Care Act) requirements, including coverage for pre-existing conditions and essential health benefits.
Yes. The private plans we offer meet ACA (Affordable Care Act) requirements, including coverage for pre-existing conditions and essential health benefits.
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