6 Ways to Prepare for the Social Security Shortfall Before 2033

Shawn Plummer, CRPC

Retirement Planner, Financial Advisor, Annuity Broker, and Insurance Agent

How to Prepare Your Retirement Income Before Benefits Drop

The latest 2026 Social Security and Medicare Trustees Report issues a critical warning for pre-retirees: the Old-Age and Survivors Insurance (OASI) Trust Fund is now projected to face depletion by 2032. If Congress does not intervene before then, the system will only retain enough dedicated revenue to cover 78% of scheduled retirement benefits.

Compounding this problem, Medicare Part A’s Hospital Insurance (HI) Trust Fund has seen its timeline accelerate dramatically, with depletion now expected in 2033. At that point, incoming tax revenues will only cover 89% of hospital insurance costs, threatening to trigger steep cuts to provider payments and healthcare access.

If you rely on Social Security and Medicare, waiting is not an option. Here are six ways to secure your retirement income and ensure you don’t suffer a drastic cut in benefits.

Read the full report: Social Security and Medicare Trustees Report

1. Fixed Index Annuity With an Increasing Income GLWB

A fixed index annuity (FIA) with a guaranteed lifetime withdrawal benefit (GLWB) provides contractually guaranteed lifetime income that increases over time. This rising income can offset the projected decrease in Social Security benefits in 2033.

Additionally, as Medicare Supplement premiums continue to rise, these increasing annuity payments will help cover those growing costs, ensuring that retirees can maintain comprehensive healthcare coverage even as standard Medicare benefits decline.

✅ Pros:

❌ Cons:

  • Typically requires a lump sum investment
  • Limited liquidity in early years due to surrender charges

Who needs it?

  • Retirees or pre-retirees who depend on Social Security income
  • Those wanting a guaranteed, increasing lifetime paycheck
  • Individuals concerned about rising Medicare Supplement premiums

Who doesn’t?

  • Individuals with ample pension or passive income
  • Those who prefer full access to their funds over guarantees

Act now to lock in today’s annuity rates before they change. Get a free quote from The Annuity Expert.

2. Delaying Social Security Benefits Until Age 70

By delaying Social Security until age 70, you increase your monthly benefit by 8% per year after full retirement age. This helps maximize your lifetime payments.

✅ Pros:

  • Higher monthly checks for life
  • Helps compensate for potential future cuts

❌ Cons:

  • You must have other income sources while delaying
  • Break-even point can take years to reach

Who needs it?

  • Workers who can delay benefits and rely on other retirement income

Who doesn’t?

  • Those in poor health who may not live long enough to benefit

3. Working Longer or Starting a Part-Time Job

Extending your working years delays withdrawals, lets Social Security benefits grow, and adds income for savings.

✅ Pros:

❌ Cons:

  • Not ideal for those with health issues or job limitations

Who needs it?

  • Retirees who enjoy working and want financial security

Who doesn’t?

  • Those unable or unwilling to work longer

4. Investing in Dividend-Paying Stocks

Dividend stocks generate passive income to supplement reduced Social Security checks.

✅ Pros:

❌ Cons:

  • Market risk and potential dividend cuts
  • No guaranteed income floor

Who needs it?

  • Investors willing to accept risk for higher returns

Who doesn’t?

  • Risk-averse retirees preferring guaranteed income

5. Getting a Reverse Mortgage

A reverse mortgage lets homeowners convert home equity into tax-free income without selling their house.

✅ Pros:

  • Provides income while staying in your home
  • No loan repayment required until you leave the home

❌ Cons:

  • Reduces home equity for heirs
  • Fees and interest costs

Who needs it?

  • Homeowners needing extra cash flow

Who doesn’t?

  • Renters or those wanting to leave full equity to heirs

6. Purchasing Long-Term Care Insurance

Since Medicare doesn’t fully cover long-term care, having Long-Term Care Insurance (LTC) can reduce financial strain as medical costs rise.

✅ Pros:

  • Protects against high nursing home and home care costs
  • Prevents Social Security checks from being drained by care expenses

❌ Cons:

  • Premiums can be expensive
  • If not used, benefits are lost

Who needs it?

  • Retirees with limited assets needing care protection

Who doesn’t?

  • Those with enough savings to self-fund care

Plan ahead for rising care costs. Get a free long-term care quote.

Take Action Before It’s Too Late

The Social Security shortfall is coming in 2033—don’t wait to prepare. Whether you choose an increasing income annuity, delayed benefits, investments, or alternative income strategies, the key is to act now.

Contact The Annuity Expert’s financial advisors and insurance agents today for free quotes and expert help securing your retirement income.

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Shawn Plummer, CRPC

Retirement Planner, Financial Advisor, Annuity Broker, and Insurance Agent

I am a licensed Retirement Planner (CRPC), insurance agent, financial advisor, annuity broker, and former financial trainer with more than 18 years of hands-on experience in annuities and insurance. My National Producer Number (NPN) is 15524738. I spent 12 years training financial advisors nationwide on annuity, insurance, and retirement planning strategies, in addition to 18 years of direct field experience selling annuities and insurance products, helping clients protect their savings and secure reliable retirement income.

I have been quoted in Time Magazine, Bloomberg, Entrepreneur, Yahoo! Finance, MSN, SmartAsset, LegalZoom, U.S. News & World Report, Women’s Health Magazine, Forbes, and many other leading publications.

I am also the founder of The Annuity Expert, an independent online insurance agency and annuity broker serving consumers across the United States. Through this platform, my team and I help Americans remove the guesswork from retirement planning and compare insurance solutions to find the strongest value at the most competitive rates. I want to see you get the best products at the lowest prices.

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