HEALTH COVERAGE GUIDANCE FOR INDEPENDENT PROFESSIONALS

Health Coverage That Fits the Way You Work

Personalized guidance for self-employed professionals, real estate agents, consultants, and 1099 earners who want to understand their health coverage options with confidence.

No obligation. This first conversation is simply a chance to understand your situation and determine whether it makes sense to explore further.

Independent guidance. Clear answers. No obligation to explore your options.

You'll be taken to our secure scheduling/contact page.

Keith Cheverie — Independent health insurance advisor

Clarity

Health coverage should not feel confusing.

When you work for yourself, health coverage can feel like one more complicated business decision. Covered by Keith helps you understand the choices, the tradeoffs, and the next step—without expecting you to sort through it all alone.

01

Understand Your Options

Get a clear explanation of the coverage paths that may be available for your situation.

02

Focus on What Matters

Consider doctors, hospitals, prescriptions, monthly cost, deductible comfort level, family needs, and timing.

03

Make a Confident Decision

Choose your next step with a clearer understanding of the options and tradeoffs.

Who I Serve

Built for people who work independently.

Real Estate Professionals

Coverage guidance that fits an independent, commission-driven career.

Consultants & Fractional Executives

A practical resource when you do not receive traditional employer benefits.

Self-Employed Business Owners

Help evaluating health coverage while you focus on building your business.

1099 Professionals

Clear guidance when your income and work situation do not fit a standard employee-benefits model.

The Process

A simpler way to get started.

01

Book a short call

Choose a convenient 15-minute time.

02

Talk through your situation

Discuss your current coverage, priorities, providers, budget, and timing.

03

Review the next best step

Decide whether it makes sense to explore available options further.

Keith Cheverie professional headshot

Your Advisor

Meet Keith

Hi, I'm Keith. I work with independent professionals who need help navigating health coverage outside of a traditional employer benefits package. My role is to give you a straightforward conversation about your situation, the tradeoffs to consider, and the next step that may make sense for you.

Learn About Keith

Frequently asked questions

Ready for a clearer health coverage conversation?

Start with a complimentary 15-minute Health Coverage Strategy Call.

Covered by Keith — Independent Health Insurance Broker

Personalized health coverage guidance for self-employed professionals, real estate agents, consultants, and 1099 earners.

Independent Licensed Health Insurance Broker

Keith Cheverie is an independent licensed health insurance producer/broker. Coverage availability, eligibility, benefits, provider networks, premiums, and out-of-pocket costs vary by state, carrier, plan, and applicant. Not all products are available in all states. This website is not affiliated with or endorsed by the U.S. government, Medicare, Medicaid, or the Health Insurance Marketplace.

Licensed in multiple states. License information is available upon request.

© 2026 Covered by Keith. All rights reserved.