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Securing Health Insurance as an Online Freelancer

Securing Health Insurance as an Online Freelancer


Hey Folks! 🤠 Whether you’re fresh to the online freelancing gig or a seasoned professional, securing health insurance can seem like shooting fish in a barrel—tricky and messy. But fear not, we’ve got your back!

Gig Economy and Health Insurance

While the freelancing life, or the gig economy as it’s commonly called, provides a multitude of perks—flexibility, independence, and the joy of working in our jammies—it unfortunately doesn’t serve health insurance on the side. And last time we checked, none of us are immune to the ol’ bodily malfunctions—it’s like getting a flat tire on the highway of life.

In the land of the free, healthcare ain’t free. 🇺🇸 This leaves the onus of securing a safety net squarely on the robust shoulders of freelancers such as yourself.

The Marketplace Insurance Route

You’re familiar with the famed ‘Obamacare’, right? Officially known as the Affordable Care Act (ACA), it’s a pretty rad route to potentially snag some health coverage. Check out the HealthCare Website, our official government marketplace for scoring an economic plan that covers you comprehensively.

It’s like an all you can eat buffet except instead of food, you’re served a variety of options suited to your health needs and income!

Private Health Insurance

Alternatively, you can check out private insurance companies. Think of them as the designer brands of healthcare—slick, tailored, and a li’l on the pricey side.

Feel free to explore eHealthInsurance, GoHealthInsurance, or UnitedHealthcare.

A Health Insurance Broker?

If Scorsese made a film about health insurance, the brokers would be the smooth-talking protagonists. Simple put, they’re experts who can guide you through the labyrinth of health insurance policies.

They can be a gem, especially when you’re up to your gills with freelance gigs.

Professional Unions and Associations

Heard about Freelancers Union or National Association for the Self-Employed (NASE)? They’re like the Avengers of the freelance world, banded together to provide a shield (see what we did there?) of benefits, including health insurance options.

Budgeting for Health Insurance

Budgeting for health insurance can seem like a bear, but it’s crucial to keep those medical lemons at bay. Try Mint or You Need a Budget for some financial magic.


Remember, your health isn’t a luxury—it’s a necessity. So, while you navigate uncharted freelancing waters, make sure you’re packing some good ol’ healthcare. After all, it’s better to be safe than sorry, ain’t it?

Employee-Sponsored Health Insurance

Riding solo doesn’t mean you have to bid adieu to the good old days of employee-sponsored health insurance. If your partner is bundled up with a cozy job providing good ol’ health insurance, you may be one lucky duck to be included in their policy.

Cobra Coverage

Been pink-slipped and worried about your health insurance? COBRA coverage comes to your rescue!

COBRA (Consolidated Omnibus Budget Reconciliation Act) allows you to stay on your employer’s insurance roll for up to 18 months after you’ve been laid off, albeit at your own expense. Just note, the premiums tend to be quite lofty.


If you’re having trouble making ends meet, Medicaid could be an option. It’s a state and federal program that assists with medical costs for certain folks with limited income and resources.

The takeaway

In a nutshell, navigating the health insurance market as a freelancer can be tricky business, but with the right information and resources, it’s far from impossible. So take a deep breath, arm yourself with knowledge, and dive in. Health is your wealth, so invest in it wisely.

Keeping Current Insurance or Using a Family Member’s Insurance

While freelancing, you may have the option to stay on your current insurance plan or join a family member’s health insurance. If you’re under 26, you might be able to remain on your parents’ insurance. Alternatively, if your spouse or domestic partner has employer-sponsored health insurance, you may be able to join their plan.

Professional Associations and Freelancer Unions

Depending on your profession, joining a professional association or union might also give you access to group health insurance plans. These groups typically offer membership benefits including access to health, dental, and vision insurance. Freelancers Union, for example, provides comprehensive plans to suit different freelance lifestyles.

Healthcare Marketplace

Don’t forget about the Healthcare Marketplace under the Affordable Care Act (ACA). The Marketplace opens every year for a set period of time, but special enrollment periods might be available if you’ve experienced certain life events, such as losing health coverage, getting married, or having a baby. The Healthcare Marketplace offers a variety of plans to meet different needs and budgets.

Short-Term Insurance Plans

Short-term health insurance can be a viable option if you are in good health and just need coverage for unexpected emergencies. These plans are often less expensive but provide less comprehensive coverage. They don’t cover pre-existing conditions and aren’t required to cover essential health benefits. Therefore, it’s important to thoroughly understand what is and isn’t covered before deciding on a short-term plan.


Freelancers with low income might qualify for Medicaid, a state and federal program that provides free or low-cost health coverage to some low-income people and families. The eligibility criteria vary by state, and in some states, you may qualify based on income alone. The coverage provided can be quite comprehensive, and out-of-pocket costs are generally lower than with private insurance.

Healthcare Sharing Programs

Healthcare sharing programs are alternatives to traditional insurance. In these programs, members contribute a monthly share amount that’s used to cover medical costs for other members when they need it. While these programs often cost less than traditional insurance, it’s worth noting that they are not insurance and do not have the same regulations and protections as insurance.

Direct Primary Care

Some freelancers might prefer direct primary care, a model where physicians charge patients a monthly, quarterly, or annual fee directly for a range of primary care services. This usually includes visits, tests, and preventive care. Direct primary care typically doesn’t include insurance cover for hospital stays, specialist visits, or medications.


If you’ve recently left a job with health benefits, you may be able to continue your coverage through the Consolidated Omnibus Budget Reconciliation Act (COBRA). However, under COBRA, you often have to pay the entire premium yourself, plus a small administration fee. This can make COBRA more expensive than other options.

Finding the right health insurance as a freelancer can be challenging but is certainly achievable. Research your options, understand your needs and budget, and choose a plan that gives you peace of mind and protects your health.

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