Essential Insurance for the Self-Employed

Shawn Plummer, CRPC

Chartered Retirement Planning Counselor

Every Insurance Needed for the Self-Employed

As a self-employed individual, you enjoy unparalleled freedom and flexibility, but with this independence comes the responsibility of managing your own insurance needs. This comprehensive guide breaks down the essential insurance options you should consider to safeguard your health, income, and business.

Health Insurance: Your Lifeline to Healthcare

Why It Matters: Health insurance is crucial for self-employed individuals to cover medical expenses and ensure access to necessary healthcare services.


  • Marketplace Plans: Available through the Affordable Care Act (ACA), these plans cater to different budgets and coverage needs. Depending on your income, you might qualify for subsidies to lower your premiums.
  • Health Savings Accounts (HSAs): Pairing a high-deductible health plan (HDHP) with an HSA allows you to save pre-tax dollars for medical expenses, offering tax advantages and flexibility.
  • Association Health Plans: Some professional associations offer health plans to their members, often at lower rates than individual plans.

Disability Insurance: Income Protection

Why It Matters: Disability insurance provides income replacement if you’re unable to work due to illness or injury, ensuring financial stability during recovery.


  • Short-Term Disability Insurance: Covers a portion of your income for a limited period, typically up to six months.
  • Long-term disability Insurance: Provides income replacement for extended periods, potentially until retirement age, if you suffer from a long-term disability.

Liability Insurance: Safeguard Your Business

Why It Matters: Protects against claims of negligence, injury, or property damage related to your business activities.


  • General Liability Insurance: General liability covers bodily injury, property damage, and personal injury claims against your business.
  • Professional Liability Insurance: Also known as Errors and Omissions (E&O) insurance, it protects against claims of professional negligence or failure to perform your professional duties.

Business Property Insurance: Protect Your Assets

Why It Matters: Protects your business assets, such as equipment, inventory, and furniture, against damage or loss due to theft, fire, or other covered events.


  • Commercial Property Insurance: Covers the physical assets of your business against risks like fire, theft, and natural disasters.
  • Home-Based Business Insurance: If you operate your business from home, this coverage can be added to your homeowner’s policy to protect business-related equipment and activities.

Life Insurance: Financial Security for Your Loved Ones

Why It Matters: Life insurance ensures financial security for your family and dependents in the event of your death, helping them cover living expenses, debts, and other financial obligations.


  • Term Life Insurance: Provides coverage for a specified period, such as 10, 20, or 30 years, and offers a death benefit if you pass away during the term.
  • Permanent Life Insurance: Includes whole life and universal life policies, which offer lifelong coverage and a cash value component that grows over time.

Retirement Plans: Planning for the Future

Why It Matters: Helps you save for retirement, providing financial security in your later years.


  • Solo 401(k): Allows high contribution limits and includes both employee and employer contributions, offering significant tax advantages.
  • SEP IRA: Simplified Employee Pension plans are easy to set up and allow for substantial contributions, which are tax-deductible.
  • SIMPLE IRA: This savings Incentive Match Plan for Employees is ideal for small businesses with fewer than 100 employees. It offers straightforward setup and administration.

How We Can Help

At The Annuity Expert, we understand the unique challenges self-employed individuals face in securing the right insurance coverage. We’ve been an insurance agency, annuity broker, and retirement planner for 15 years, helping people like you find the best solutions at the lowest costs.

Your primary concern is protecting your business and personal finances from unforeseen events that could jeopardize your livelihood. The symptoms of this problem—worrying about medical bills, potential lawsuits, or the financial security of your loved ones—can be emotionally draining. We stand for providing comprehensive, affordable insurance solutions that address these concerns and give you peace of mind.

Self Employed

What We Recommend

First Step: Initial Consultation

  • What Happens: We’ll conduct a thorough assessment of your insurance needs and discuss your business operations, health, and financial goals.
  • Main Benefit: Understand the specific insurance coverages you need to protect yourself and your business.

Next Step: Customized Insurance Plan

What Happens: We’ll create a tailored insurance plan that includes health, disability, liability, property, and life insurance options designed to meet your unique requirements.

Main Benefit: Secure comprehensive coverage that addresses all potential risks, ensuring you’re fully protected.

Final Step: Ongoing Support and Adjustments

  • What Happens: We provide continuous support, monitoring your insurance needs and adjusting your coverage as your business grows and evolves.
  • Main Benefit: Enjoy peace of mind knowing that your insurance coverage remains optimal and up-to-date, allowing you to focus on running your business.

Features and Benefits

  • Personalized Advice: We provide tailored recommendations based on your specific needs, ensuring you get the most relevant and effective coverage.
  • Expert Knowledge: With 15 years of experience, our expertise ensures you receive the best advice and options available.
  • Cost-Effective Solutions: We aim to find the best coverage at the lowest possible costs, maximizing your savings.
  • Comprehensive Coverage: We offer comprehensive coverage for all aspects of your insurance needs, from health and disability to liability and life insurance.

Common Objections and Rebuttals

  • Objection: “Insurance is too expensive.”
    • Rebuttal: We work to find affordable solutions that fit your budget, offering significant value and peace of mind in return.
  • Objection: “I don’t have time to deal with insurance.”
    • Rebuttal: We handle the complexities for you, providing clear and simple advice that saves you time and effort.

Failing to secure the right insurance can result in devastating financial losses and emotional stress. By working with us, you’ll experience the relief of being fully protected and the confidence to pursue your business goals without fear. Contact us today for free advice or a free quote and take the first step towards a secure and successful future.

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Frequently Asked Questions

What insurance does the self-employed use?

For self-employed entrepreneurs, a Business owner’s Policy (BOP) is the ideal starting point for any comprehensive insurance plan. It includes three essential coverage types (general liability insurance, commercial property insurance, and business interruption insurance) and is more cost-effective than purchasing each type of coverage separately.

Do I need insurance if I am self-employed?

Employers’ liability insurance may be unnecessary if you work as an independent contractor. However, other types of coverage might prove invaluable; thus, it is essential to consider taking out public liability, product liability, or professional indemnity insurance policies.

Shawn Plummer, CRPC

Chartered Retirement Planning Counselor

Shawn Plummer is a Chartered Retirement Planning Counselor, 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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