Health Insurance: Top 5 Reasons Every Self-Employed Professional, Entrepreneur, Gig Worker, Contractor And Their Families Should Be Covered

If you’re self-employed, an entrepreneur, gig worker, or contractor, not having health insurance can expose you and your family to substantial risks.

Health Insurance: Top 5 Reasons Every Self-Employed Professional, Entrepreneur, Gig Worker, Contractor And Their Families Should Be Covered

If you’re self-employed, an entrepreneur, gig worker, or contractor, not having health insurance can expose you and your family to substantial risks. While signing up for health insurance can feel like another task on the endless list of “to-dos”, this is one very important decision and action you should not skip. Here are the top five reasons why it's crucial for every self-employed professional, entrepreneur, gig worker, and contractor to prioritize health insurance, delving into the dangers of going without coverage and highlighting the concerning percentage of this population lacking this essential protection.

The risks of not having health insurance: Consider a freelance graphic designer who suddenly faces a medical emergency, requiring hospitalization and ongoing treatment. Without health insurance, the financial burden could be overwhelming, potentially leading to debt or a significant setback in their professional pursuits.

Put health insurance coverage to the top of your to-do list!

1. Financial Safeguard Against the Unforeseen:

The unpredictability inherent in self-employment, entrepreneurship, gig work, and contracting is matched only by the unpredictability of your health related needs. Most often lack the safety net of employer-sponsored health insurance. If you aren’t working for a company that provides health insurance, this ends up being another responsibility that falls on your plate.

But without the safety net and peace of mind offered by health insurance, individuals in these roles face the peril of exorbitant medical bills in the event of illness or injury. Health insurance acts as a financial safeguard, protecting against the potentially devastating economic consequences of unexpected health crises.

2. Peace of Mind To Follow Your Professional Dreams:

Whether building a business, working at a restaurant, or taking on contract work, the stress of potential health crises can hamper professional pursuits. Getting one’s own health insurance provides peace of mind, allowing individuals to focus on their work without the constant worry of how health setbacks might impact their finances. This mental ease is critical for maintaining focus, creativity, and overall job satisfaction.

3. Access to Vital Preventive Care:

The saying "prevention is better than cure" holds true universally, and health insurance plans typically cover preventive services such as vaccinations, screenings, and wellness check-ups. Regular access to preventive care not only promotes good health but can also identify potential issues early on, preventing more serious and costly medical conditions. This is especially crucial for those in self-employment, entrepreneurship, gig work, and contracting, where maintaining good health is integral to professional success.

4. Network of Quality Healthcare Providers:

Health insurance plans come equipped with a network of healthcare providers, ensuring individuals in diverse work arrangements have access to quality medical care. The dangers of not having this access are apparent – delayed or inadequate care can exacerbate health issues and compromise overall well-being.

5. Legal Compliance and Tax Benefits for Financial Wellness:

Beyond the personal benefits, legal requirements for health insurance coverage may apply to self-employed individuals, entrepreneurs, gig workers, and contractors. Non-compliance could result in penalties, emphasizing the legal imperative of having coverage. Moreover, many governments provide tax incentives for those in these professional categories who purchase health insurance, contributing to both financial wellness and responsible compliance.

Yet many still don’t have health insurance coverage:

Despite the evident dangers, a concerning percentage of self-employed professionals, entrepreneurs, gig workers, and contractors remain without health coverage. This gap leaves them exposed to the financial risks associated with unexpected health events and underscores the urgency for individuals in these diverse professional categories to prioritize securing health insurance.

Certainly, let's explore the challenges some of these individuals face in signing up for health insurance.

Challenges in Securing Health Insurance for the Self-Employed, Entrepreneurs, Gig Workers, and Contractors:

Despite the evident advantages, a significant portion of the self-employed, entrepreneurs, gig workers, and contractors often encounters obstacles when it comes to signing up for health insurance. One primary challenge is the perceived financial strain of acquiring coverage independently. Many in these professional categories are navigating variable income streams, and the additional expense of health insurance premiums may seem daunting. The lack of employer-sponsored plans also means that these individuals must bear the full cost of coverage, further complicating the decision-making process.

Moreover, the complexity of the healthcare system and the abundance of insurance options can be overwhelming. Navigating through different plans, understanding coverage details, and assessing which options align with their unique needs can be time-consuming and confusing. This complexity often discourages individuals from taking the necessary steps to enroll.

Additionally, some members of this population may operate under the assumption that they are invincible or that health issues are unlikely to arise, leading them to underestimate the importance of health insurance. The perception that they can manage healthcare costs out of pocket in the short term might outweigh the long-term risks associated with being uninsured.

Addressing these challenges requires a multi-faceted approach, including increased awareness about available options, simplified enrollment processes, and educational initiatives highlighting the long-term benefits of health insurance. By overcoming these hurdles, individuals in the self-employed, entrepreneurial, gig, and contracting sectors can better protect their health and financial well-being.


In the expansive landscape of self-employment, entrepreneurship, gig work, and contracting, the case for health insurance is crystal clear. The top five reasons outlined above underscore the necessity for coverage, emphasizing the dangers of going without and the imperative for individuals in these roles to prioritize their health and financial well-being. With a significant percentage of this population still lacking coverage, the call to action becomes even more urgent – securing health insurance is not just a choice; it's a fundamental necessity for a thriving and resilient professional journey.

Subscribe to our Newsletter

Quality health and wellness news and advice.

Thank you!
Your submission has been received!
Oops! Something went wrong while submitting the form.