Investment

Secure Your Future: Starting a Business After Retirement

Concept art of an article about Starting a Business After Retirement: pink piggy bank on office desk (AI Art)

The Changing Concept of Retirement

The concept of retirement is a relatively modern idea. In your great-grandparents’ time, only those who had accumulated great wealth could afford to stop working as they aged. Everyone else worked until they were physically unable to continue.

Germany was the first country to establish a Social Security-style system in 1889. Similar to modern Social Security, contributions came from both employees and employers. The government backed these payments to ensure financial support.

The Problem with Social Security and Medicare

Unfortunately, Social Security systems have a fundamental design flaw. They’re “pay-as-you-go” systems—sometimes referred to in less polite company as Ponzi schemes. Benefits aren’t banked for the individuals who earned them. Instead, like a Ponzi scheme, early recipients get first access to the funds.

Ponzi schemes work as long as the number of contributors (those paying in) and beneficiaries (those receiving payouts) remain in balance. In most countries, that’s no longer the case. In the US, the ratio of workers to retirees has been steadily declining:

  • 1960: 5.1 workers per retiree
  • 2005: 3.3 workers per retiree
  • 2020: Approximately 2.6 workers per retiree
  • 2035 Projection: Expected to be 2:1 when all surviving baby boomers are at least 70 years old

It’s no wonder that the trustees for the Social Security Trust Funds project insolvency by 2034. The Congressional Budget Office (CBO), a non-partisan federal agency, is even more pessimistic, estimating insolvency by 2029.

Medicare is in even worse shape, with the trust fund expected to be depleted by 2026. Once Social Security and Medicare become insolvent, benefit payments will be drastically reduced—though not eliminated entirely.

Why You Should Consider Starting a Business After Retirement

Even these projections might be too optimistic. Emerging technologies are eliminating jobs at an unprecedented rate. Researchers at Oxford University estimate that 47% of US jobs could disappear in the next two decades.

With this in mind, it’s wise to assume that Social Security will provide only a modest stipend at best. This is why starting a business after retirement is one of the best ways to secure alternative income streams.

A business can help preserve your nest egg while also benefiting your health. Staying active may reduce your reliance on what will likely be diminished Medicare benefits. In fact, doing nothing after retirement can negatively impact both mental and physical well-being.

Choosing the Right Business

When starting a business after retirement, focus on work that:

  • You enjoy doing.
  • You are skilled at.
  • Has the potential to supplement—or even replace—your income.

I’ve operated several businesses in my career and found that online businesses, such as selling products or services, are among the easiest and most flexible to start. Setting up a well-structured website with an integrated shopping cart is straightforward. When combined with strategic traffic generation, it can become a powerful source of income.

Examples of Business Ideas

The best online businesses leverage your existing skills and professional network. For example:

  • Accountants can sell books or reports on tax-saving strategies.
  • Chefs can offer free recipes, with a premium paid option for newsletters or gourmet cooking lessons.

While many dream of turning a small business into a large enterprise, there are advantages to staying small—even if your business is highly successful. Keeping a low profile helps avoid the burdens of excessive regulations and frivolous litigation.

Keeping Your Business Low-Risk

Avoid Hiring Employees

To minimize hassle, avoid hiring employees whenever possible. Businesses with employees must comply with numerous federal, state, and local laws, including payroll deductions and wrongful termination risks. Instead, use independent contractors when you need extra help.

Independent contractors:

  • Work without long-term obligations.
  • Pay their own taxes and benefits.
  • Can be easily replaced if necessary.

If hiring employees is unavoidable, consider using an employment agency like Manpower. They take on the responsibility of complying with labor laws.

Protect Your Personal Assets

One of the best ways to protect your personal assets from business liabilities is to form a separate legal entity—think of it as “You, Ltd.”

To maintain this protection:

  • Never personally guarantee debts of the business.
  • Keep personal and business assets completely separate.
  • Ensure your business has enough capital to cover its obligations.
  • Avoid using your business for any fraudulent activities.

Corporations have traditionally been used for this purpose. But limited liability companies (LLCs) offer better protection than sole proprietorships.

Final Thoughts

With people living longer and demographic shifts occurring, Social Security alone is no longer a reliable retirement plan. Starting a business after retirement can help fill the financial gap, keep you engaged, and secure your future. With good planning, you can build a flexible, rewarding business that supports both your finances and well-being.

Need Help?

Since 1984, we’ve helped thousands of clients build a better wealth protection plan. It starts with a free, no-obligation consultation with one of our Associates.

On another note, many clients first get to know us by accessing some of our well-researched courses and reports on important topics that affect you.

Like How to Go Offshore in 2025, for example. It tells the story of John and Kathy, a couple we helped from the heartland of America. You’ll learn how we helped them go offshore and protect their nestegg from ambulance chasers, government fiat and the decline of the US Dollar… and access a whole new world of opportunities not available in the US. Simply click the button below to register for this free program.

About The Author

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We have 40+ years experience helping Americans move, live and invest internationally…

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We have 40+ years experience helping Americans move, live and invest internationally…

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