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.
Licensed Health Insurance Agent
Sherri Lynn Matheney is a licensed health insurance agent with over 12 years of experience, serving clients across 25+ states. Based in St. Petersburg, FL, she is the owner of Health Insurance With Sherri LLC.
She provides personalized guidance to individuals, families, and businesses, helping them understand their options and find the right health coverage at an affordable price. She focuses on ACA (Affordable Care Act) plans and is committed to making the process simple and stress-free.
Proud member of the Tampa Bay Beaches Chamber of Commerce, the St. Pete Chamber, the Pinellas Chamber, and the Girl Boss group, which has now grown to have over 9,000 members.
Affordable Health Insurance Plans for Individuals, Families & Businesses
At Health Insurance with Sherri, we offer reliable, flexible, and affordable health insurance solutions for individuals, families, and small businesses, helping you stay covered, confident, and worry-free every day. Our licensed health insurance agents and advisers are here to help you find the right plan at the right price. As a trusted, experienced health insurance agency, we guide you through every step from comparing plans to choosing the best benefit. We offer simple and flexible coverage options to match your unique needs.
Get expert advice, reliable support, and cost-effective solutions with Sherri Lynn Matheney, all in one place. Start today and secure your health with confidence.
Self Employed Private Health Insurance Plans Made Simple
Finding the right health insurance near me as a self employed professional can feel confusing, but it doesn’t have to be. At Health Insurance with Sherri, we make private health insurance services simple, clear, and tailored to your unique needs. With guidance from a local Florida expert, you can understand your options, compare policies, and choose a plan that fits your lifestyle and budget. Whether you are a freelancer, family member, contractor, self-employed person, or small business owner, Sherri Lynn Matheney helps you secure reliable protection without the confusion, so you can focus on growing yourself and your business with confidence. Get a free, personalized quote today & explore premium plan options built for you.
Tailored Health Insurance Solutions for High Income Professionals
High-income professionals need private health insurance that goes beyond basic coverage; they deserve a comprehensive solution that aligns with their lifestyle, priorities, and financial goals. At Health Insurance with Sherri, we provide personalized premium plans designed for flexibility, broader provider networks, better healthcare coverage options, and long-term security. We streamline the process and assist you at every stage, whether you are looking for reduced deductibles, access to top doctors, or customized benefits. Sherri works with executives, business owners, and high earners to compare private plans and confidently choose the right coverage. Sherri Lynn Matheney specializes in providing health insurance services to businesses and individuals across Clearwater, St. Petersburg, the Tampa Bay area, Florida & throughout the United States.
Affordable Health Insurance for Small Businesses
Comprehensive Health Coverage for Individuals & Families
Health Insurance Solutions for the Self-Employed
Affordable Health Insurance for Freelancers
Your Health Insurance Agent in St. Petersburg, Clearwater, and Tampa
Trusted Health Insurance Agency in St. Petersburg, Clearwater, and Tampa
Give me a call to schedule a 15 minute on the fly recommendation for your insurance needs!
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.
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.
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.
Major & Preventative Dental
Comprehensive dental plans covering essential services like routine check-ups, cleanings, and major procedures, ensuring optimal oral health and cost savings.
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.
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.

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

2 years ago

2 years ago

2 years ago

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
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.
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.
- Personalized Guidance
- Affordable Coverage
- Trusted Expertise
- Free Consultations
- Myths
- Facts
- It's super expensive no matter what!
- That’s not always the case! There are other options available depending on your income, or your good health.
- It doesn't cover anything.
- Some private plans cover things right away without having to meet your deductible first. I work with my clients to address specific needs to ensure they pick the right coverage.
- The only option is Marketplace.
- That’s not always the case! There are private plans available, teledoc, and accident plans that provide great alternative solutions for your coverage needs.
- There is no one on my side when I have questions.
- That’s not always the case! I’m here to answer your questions and guide you through the process, ensuring you have the coverage that works best for you.
- 417-763-0295
- sherri@healthinsurancewithsherri.com
- St. Petersburg, Florida

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







