Tax

Side Fund Increases Benefits When Cutting Social Security Taxes

After our discussion about ways to save on your Social Security taxes, you might be wondering how these savings impact your Social Security benefits. After all, paying less into Social Security results in receiving lower benefits later in life. 

However, there is a strategy to come out ahead—by creating a side fund and investing the savings from reduced Social Security taxes.

Example Scenario

Let’s say your current taxable Social Security income is $168,600. Using strategies such as forming an S corporation or partnership could reduce your taxable income to 40 percent of that amount, or $67,440. This reduction saves you $12,543.84 in Social Security taxes annually.

If you invest these savings into a side fund with a 3 percent after-tax return over 35 years, your side fund could generate a monthly benefit of $3,785.47 for 20 years. Combined with your reduced Social Security benefit of $3,030.93, this totals $6,816.40 per month—$1,865.60 more than you would receive if you paid Social Security taxes on $168,660.

Additional Considerations

While reducing your Social Security income can lower your future benefits, it does not affect other important benefits such as:

  • Spousal retirement benefits
  • Medicare eligibility at age 65
  • Potential disability benefits
  • Dependent benefits for children or other dependents

Key Points to Remember

To qualify for Social Security retirement benefits, you need 40 quarters of coverage.

Social Security calculates your retirement benefits based on your highest-earning 35 years.

Conclusion

Strategically reducing your taxable Social Security income and investing the tax savings can leave you better off financially. You should consider this approach as part of your overall retirement planning strategy.

If you want to discuss your Social Security taxes, please call me on my direct line at 408-778-9651.

Tax Planning to Winter in Florida and Summer in Massachusetts

You can plan your tax-deductible business life to avoid cold winters and hot summers.

Spend a moment examining the following four short paragraphs containing the Andrews case’s basic facts. 

For six months of the year, from May through October, Edward Andrews lived in Lynnfield, Massachusetts, where he owned and operated Andrews Gunite Co., Inc., a successful pool construction business. 

During the other six months, Mr. Andrews lived in Lighthouse Point, Florida, where he owned and operated a sole proprietorship engaged in successful horse racing and breeding operations. In addition, he, his brother, and his son owned a successful Florida-based pool construction corporation from which Mr. Andrews took no salary but where he did assist in its operations. 

Instead of renting hotel rooms in Florida, Mr. Andrews purchased a home, claimed 100 percent business use of the Florida home, and depreciated the house and furniture as business expenses on his Schedule C for his horse racing and breeding business. 

Mr. Andrews then allocated his other travel expenses and the costs of owning and operating this house in Florida on his individual income tax return as

  • personal deductions on his Schedule A for a portion of the mortgage interest and taxes,
  • business deductions on his Schedule C for the horse racing and breeding business, and
  • employee business expenses on IRS Form 2106 for the pool construction business. 

(Tax reform under the Tax Cuts and Jobs Act eliminates employee business expense deductions for tax years 2018 through 2025—so Mr. Andrews would change his strategy to obtaining expense reimbursements from the pool business.)

As Mr. Andrews did, you can tax plan your life to spend your winters in one state and your summers in another. 

In this scenario, your tax-deductible home takes the place of hotels. The other home is likely your principal residence located near your tax home.

Your travel expenses between the homes are deductible because you do business in both places. You also deduct your meals and other living costs while at the deductible travel destination. 

You can have separate businesses in each state or a branch business in the second state.

If you want to discuss a business and personal living arrangement such as Andrews had, please call me on my direct line at 408-778-9651.

Convert C to S Corp: Save Thousands and Avoid BIG Tax Problem

As you consider converting your C corporation into an S corporation, understand and plan for the built-in gains (BIG) tax. 

The tax code imposes the BIG tax on S corporations that recognize gains on assets that the C corporation held at the time of S corporation conversion. Some gains can surprise you because on the date of conversion, the law makes you convert your accounting to the accrual method. 

Example. Your C corporation operates on a cash basis and has receivables at the time of conversion. Your new S corporation operates on a cash basis. But as it collects the receivables, it faces the BIG tax.

Here’s a breakdown of the BIG tax: The first tax is 21 percent—the C corporation rate. The S corporation passes the remaining 71 percent of profits to you, where they are subject to individual income tax rates, which can be as high as 40.8 percent.

To help you navigate and potentially avoid the BIG tax, here are five strategic approaches:

  1. Avoid selling the S corporation during the five-year BIG tax penalty period.
  2. Identify personal goodwill, which is not a corporate asset, and get a proper appraisal to prove this to the IRS.
  3. Reduce building appreciation with an accurate appraisal.
  4. Give yourself a bonus.
  5. Establish any unpaid compensation from previous years as a liability, and have the S corporation pay it within two and a half months after conversion. This creates a built-in loss to offset other built-in gains.

If you want to discuss the BIG tax, please call me on my direct line at 408-778-9651.

Scroll to top