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How to Pay Yourself Over $100,000 in Retirement Without Paying a Dime in Income Taxes

How to Pay Yourself Over $100,000 in Retirement Without Paying a Dime in Income Taxes

By
Jake Skelhorn
June 14, 2024

One of the best parts about being retired is the ability to control where you take your income from and manage the taxes you pay on it. During your working years, your paycheck is taxed as ordinary income, and there's little you can do about it. However, in retirement, ideally, you will have multiple investment accounts with different tax characteristics. In this blog post, we'll show you how you can pay yourself over $100,000 annually without paying any income taxes. Surprisingly, this strategy does not include a Roth IRA.

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Understanding the Tax Landscape in Retirement

Income Sources and Tax Characteristics

Upon retirement, you may have various accounts, including:

  • Roth IRAs
  • Traditional IRAs
  • Taxable brokerage accounts
  • Bank accounts
  • Employer-sponsored retirement accounts (403b, 401k, etc.)

Each of these accounts has different tax implications. For instance, distributions from a Roth IRA are tax-free, whereas distributions from a Traditional IRA are taxed as ordinary income. On the other hand, gains from a taxable brokerage account are taxed as long-term or short-term capital gains.

Example Case: Jamie and Sam

Jaime & Sam's Blueprint

To illustrate this strategy, let's consider an example with clients, Jamie and Sam. Here's a breakdown of their financial situation:

  • Jamie: Roth IRA ($40,000), Traditional 401K ($250,000)
  • Sam: 403b ($310,000), Rollover IRA ($100,000)
  • Joint Accounts: Bank accounts, Taxable brokerage account ($300,000 with a cost basis of $150,000)

Their goal is to live on $102,000 annually in retirement, equating to $8,500 per month. They are already retired and receive Social Security benefits of $2,200 per month for Jamie and $2,500 per month for Sam.

Calculating Income Needs and Sources

Income from Social Security and Investments

First, let's calculate their base income:

  • Social Security: $2,200 (Jamie) + $2,500 (Sam) = $4,700 per month or $56,400 annually.
  • Qualified Dividends: $6,000 annually from their taxable brokerage account.
  • Interest: $4,000 annually from bond funds and other interest-bearing investments.

Total Income Floor: $66,400 annually.

To meet their $102,000 annual goal, they need an additional $35,600 from their portfolio.

Strategic Withdrawals from Taxable Brokerage Account

For every dollar withdrawn from the taxable brokerage account:

  • 50% is non-taxable (return of principal).
  • 50% is taxed as long-term capital gains (taxed at 0%, 15%, or 20%).

Assuming they withdraw the entire $35,600 from the taxable brokerage account, half ($17,800) would be considered long-term capital gains.

Tax Planning Software Analysis

Using tax planning software, we can see their tax implications:

  • Taxable Interest: $4,000
  • Qualified Dividends: $6,000
  • Social Security Benefits: $56,400
  • Long-Term Capital Gains: $17,800
Mock 1040 (Individual Income Tax Return)

Tax Results

Their total reported income would be around $84,200, which includes half of the Social Security benefits as part of their provisional income. Given their standard deduction and the nature of long-term capital gains, they would owe $0 in income taxes.


Exploiting Tax Brackets

As a married couple, Jamie and Sam can have an adjusted gross income (AGI) of up to $94,000 without paying taxes on long-term capital gains. This leaves room for additional tax strategies:

  • Tax Gain Harvesting: Selling more investments to increase their cost basis, reducing future taxable gains.
  • Roth Conversion: Converting Traditional IRA funds to Roth IRA up to the threshold without incurring taxes, thus reducing future taxable income.

Maximizing Tax Efficiency in Retirement

Long-Term Strategy

While the taxable brokerage account provides flexibility, it will eventually deplete. Therefore, Jamie and Sam need to consider the long-term tax implications of their retirement withdrawals. This includes:

  • Gradual Roth Conversions: Convert Traditional IRA funds to Roth IRA gradually to spread the tax impact over several years.
  • Minimizing Required Minimum Distributions (RMDs): By converting to Roth, they can reduce RMDs, which are taxed as ordinary income.

Conclusion

Being retired offers the unique advantage of managing your income sources to optimize tax efficiency. Jamie and Sam’s example demonstrates how strategic withdrawals from various accounts can result in significant tax savings. By carefully planning their withdrawals and utilizing tax-efficient strategies, they can enjoy a comfortable retirement income without paying unnecessary taxes.

Key Takeaways:

  • Leverage the different tax treatments of various accounts.
  • Plan withdrawals strategically to stay within favorable tax brackets.
  • Consider tax gain harvesting and Roth conversions to minimize long-term tax liabilities.

By understanding and applying these strategies, you can maximize your retirement income and minimize your tax burden, ensuring a financially secure and enjoyable retirement.

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