Health Insurance Options for Freelancers and the Self-Employed
Lorna A Kelley | Oct 06 2026 15:00
Freelancing and self-employment give people more control over their schedules, clients, and careers. They also mean taking responsibility for benefits that are often provided through an employer, including health insurance. For independent workers in Richmond, Midlothian, Chesterfield, Powhatan, and surrounding Central Virginia communities, finding coverage that balances protection and affordability is an important part of planning for the future.
As more Americans choose independent work, the need for dependable health coverage continues to grow. In 2025, an estimated 72.9 million people worked as freelancers, with that total projected to reach 86.5 million by 2027. Whether freelancing is a full-time career or part of a broader business venture, understanding available health insurance options can help protect both physical well-being and financial stability.
Why Health Insurance Is Important When You Work for Yourself
Medical costs can be difficult to manage without insurance, especially when an unexpected illness, injury, or need for ongoing care arises. For self-employed individuals, there is no employer-sponsored plan to fall back on, making it even more important to have coverage in place.
A health plan can help make routine care and unexpected medical needs more manageable. It also provides reassurance that a health concern will not automatically become an overwhelming out-of-pocket expense. The right health insurance in Virginia depends on individual circumstances, including income, household size, expected medical needs, and monthly budget.
Marketplace Health Insurance for Self-Employed Individuals
For many freelancers, Marketplace health insurance in Virginia is a practical place to begin. The Health Insurance Marketplace allows consumers to review multiple plan options in one place and compare coverage levels based on their own needs.
Depending on household size and income, some applicants may qualify for savings that lower the cost of monthly premiums. This can be particularly helpful for self-employed professionals whose income changes from one month or year to the next.
Marketplace plans generally offer several levels of coverage. When reviewing ACA health plans in Virginia, it is helpful to consider the relationship between the monthly premium, deductible, and potential out-of-pocket costs. Someone who expects to use medical care infrequently may prioritize a lower monthly cost, while someone with more regular healthcare needs may prefer broader protection.
Medicaid and Other State-Sponsored Programs
Medicaid and state assistance programs may also be available to certain self-employed individuals. Eligibility is usually based on income and personal circumstances, so these programs are worth exploring when affordable healthcare coverage is a priority.
Reviewing state-sponsored options alongside Marketplace plans can give freelancers a fuller understanding of their choices. It may also help identify assistance that could otherwise be missed when comparing health insurance options independently.
Considering Private Health Insurance Plans
Private health insurance is another option for freelancers and small business owners who need under-65 health insurance in the Richmond area. These plans may offer a different selection of provider networks, benefit designs, and coverage choices based on an individual’s priorities.
For some people, flexibility in choosing providers or plan features is especially important. Others may simply want help understanding how different coverage options compare. Carefully reviewing private plans can make it easier to choose protection that supports both current healthcare needs and longer-term financial goals.
At Lorna Kelley Insurance, we help individuals throughout Midlothian, Richmond, Chesterfield, Powhatan, and nearby Central Virginia communities compare available health plan choices in clear, understandable terms. Working with an independent insurance agent can make the process feel less overwhelming and help ensure that important details are not overlooked.
Supplemental Coverage Can Fill Important Gaps
A primary medical plan is an essential part of a benefits strategy, but it may not address every healthcare-related cost. Many self-employed professionals choose additional coverage to help with expenses that medical insurance does not fully cover.
Supplemental benefits may include:
- Dental insurance
- Vision insurance
- Accident coverage
- Critical illness coverage
These policies can add another layer of financial protection and help reduce the impact of expenses that could otherwise be paid entirely out of pocket. Dental and vision coverage, for example, may be especially valuable for people who want more complete benefits beyond their core medical plan.
How to Choose a Health Plan That Fits
There is not one health insurance solution that works for every freelancer or self-employed professional. A person who rarely visits a doctor may be comfortable with lower premiums and greater responsibility for out-of-pocket costs. Another person may place more value on coverage that reduces expenses throughout the year.
The key is to evaluate healthcare expectations alongside financial priorities. Consider how often care may be needed, what level of monthly cost is manageable, and how much financial risk feels reasonable if a significant medical need occurs.
Taking time to compare Marketplace plans, private health insurance, and potential assistance programs can lead to a more confident decision. It also helps independent workers avoid selecting a plan based only on the premium without considering deductibles and other possible costs.
Get Local Guidance for Health Insurance in Central Virginia
The freedom of self-employment should not require sacrificing access to quality health coverage. As independent work continues to expand, freelancers need practical options that can support their health and their financial security.
Lorna Kelley Insurance provides friendly, face-to-face guidance for people seeking self-employed health insurance in Richmond and throughout Central Virginia. Whether you are considering Marketplace coverage, reviewing private health insurance options, or looking at dental, vision, accident, or critical illness benefits, we can help you compare your choices and better understand your coverage.
Contact Lorna Kelley Insurance to discuss health insurance options that fit your individual situation and help you move forward with greater confidence.


