Essential Insurance For Freelancers

Shawn Plummer

CEO, The Annuity Expert

Freelance Insurance: Essential Coverage for Success

1. Business Insurance


  • Professional Liability Insurance: Covers legal fees if a client sues for mistakes or negligence.
  • General Liability Insurance: Protects against third-party injury or property damage claims.

Example: A graphic designer accidentally uses copyrighted material, leading to a lawsuit. Professional liability insurance can cover legal costs and damages.

Visit The Annuity Expert business insurance marketplace and shop for a quote that fits your needs

2. Health Insurance



Example: A freelance writer needing surgery can rely on their health insurance to cover a significant portion of the costs.

3. Disability Insurance


  • Provides income if you’re unable to work due to illness or injury.


Example: A web developer suffers a car accident and can’t work for six months. Short-term disability insurance helps replace lost income.

4. Retirement Insurance (Annuities)



  • Guaranteed income during retirement.
  • Can be tailored to individual needs and financial goals.

Example: A freelance photographer invests in an annuity, ensuring a steady income stream after retirement.

Insurance Comparison for Freelancers

Insurance TypePurposeKey BenefitExample Scenario
Business InsuranceProtects against professional risksCovers legal fees and damagesCopyright infringement lawsuit
Health InsuranceCovers medical expensesAccess to healthcare and preventive careSurgery and hospital visits
Disability InsuranceIncome replacementFinancial support during inability to workIncome during recovery from an accident
Retirement (Annuities)Future income securityGuaranteed retirement incomeSteady income post-retirement


For freelancers, having the right mix of insurance is crucial for success and peace of mind. Business insurance safeguards your professional interests, while health and disability insurance protect your personal well-being. Investing in annuities ensures a secure financial future. This guide equips freelancers with essential information to choose the right insurance coverage.

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Frequently Asked Questions

Can you write off health insurance as a freelancer?

You can deduct health insurance premiums if you’re self-employed and meet the eligibility criteria. To qualify, the insurance must be either medical insurance, qualifying long-term care coverage, or Medicare premiums.

What is the risk of being a freelancer?

As a freelancer, you won’t receive the same benefits as a typical employee, like health insurance, paid time off, or a 401k account. This means that your income could be inconsistent and unpredictable. Also, finding clients when starting as a freelancer can be challenging. Lastly, you will be responsible for covering all your business expenses.

Are you self-employed if you are a freelancer?

As a freelancer, you should file your taxes as a business owner since the IRS considers you self-employed. Although you can claim more deductions while working as a self-employed, you will also have to pay more taxes in the form of self-employment tax.

Shawn Plummer

CEO, The Annuity Expert

Shawn Plummer is a licensed financial professional, insurance agent, and annuity broker with over 14 years of first-hand experience with annuities and insurance. Since beginning his journey in 2009, he has been pivotal in selling and educating about annuities and insurance products. Still, he has also played an instrumental role in training financial advisors for a prestigious Fortune Global 500 insurance company, Allianz. His insights and expertise have made him a sought-after voice in the industry, leading to features in renowned publications such as Time Magazine, Bloomberg, Entrepreneur, Yahoo! Finance, MSN, SmartAsset, The Simple Dollar, U.S. News and World Report, Women’s Health Magazine, and many more. Shawn’s driving ambition? To simplify retirement planning, he ensures his clients understand their choices and secure the best insurance coverage at unbeatable rates.

The Annuity Expert is an independent online insurance agency servicing consumers across the United States. The goal is to help you take the guesswork out of retirement planning and find the best insurance coverage at the cheapest rates

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