Are Gap Employees Prepared for Potential Tax Changes Ahead?

Healthcare Provider Update: Healthcare Provider for Gap Inc. Gap Inc., the global apparel retail company, typically provides employee health benefits through various insurance carriers. As of recent data, they predominantly utilize UnitedHealthcare for their healthcare plans. This partnership offers their employees comprehensive coverage options, including medical, dental, and vision plans. Healthcare Cost Increases for Gap in 2026 As we approach 2026, healthcare costs are expected to rise significantly, impacting Gap's overall employee benefits expenditures. Recent projections indicate that premiums for health insurance plans may increase by an average of 20%, with certain states experiencing jumps of 60% or more, primarily due to heightened medical expenses and the potential loss of federal premium subsidies. Consequently, many employees enrolled in Affordable Care Act (ACA) plans might see out-of-pocket costs surge by over 75%, compelling employers like Gap to reassess and potentially adjust their health benefits strategies to mitigate these financial pressures for their workforce. Click here to learn more

With the passage of the One Big Beautiful Bill Act (OBBBA, signed July 4, 2025), Gap employees must navigate these changes strategically,' says Brent Wolf of The Retirement Group, a division of Wealth Enhancement Group. 'It is therefore important to consider Roth conversions, tax-loss harvesting, and estate planning in order to maintain financial health in the changing tax environment.'

The author of this paper agrees that Gap employees who are likely to be affected by the possible change in tax laws should make it a point to meet their financial advisors to see how they can be best prepared for the future,' suggests Kevin Landis from The Retirement Group, a division of Wealth Enhancement Group. 'Some of the strategies that may be useful in the current environment and which may become particularly valuable as the tax laws change include Roth conversions and tax-loss harvesting.'

In this article we will discuss:

1. The effects that recent tax legislation may have on Gap employees under the One Big Beautiful Bill Act (OBBBA).

2. Strategic financial moves such as Roth conversions, tax-loss harvesting, and gifting to minimize tax exposures in wait of possible tax reforms.

3. The role of personal financial planning in the context of potential legislative modifications and their implications for retirement planning.

The One Big Beautiful Bill Act (OBBBA), signed into law on July 4, 2025, made many key tax provisions permanent. The OBBBA locked in lower tax brackets, raised the standard deduction ($15,750 for single filers, $31,500 for joint filers), increased the SALT deduction cap to $40,000 for incomes under $500,000, and permanently raised the federal estate and gift tax exemption to $15 million per person, indexed for inflation.

The OBBBA also introduced new provisions, including a temporary additional deduction of $6,000 for taxpayers age 65 and older (effective 2025 through 2028) and a deduction for eligible tip income up to $25,000 per year. These changes create meaningful planning opportunities for employees approaching or in retirement.

Gap employees who are thinking about tax strategies may want to consider the following strategies in light of possible higher taxes:

Conversions to Roth:

Moving your 401(k) or IRA to a Roth 401(k) or Roth IRA may be advantageous if you anticipate higher taxes. This move allows for tax-free growth and distributions, controlling taxes in case of higher future taxes. Unlike other Roth conversions, the “backdoor” Roth entails contributing nondeductible amounts to a traditional IRA and then converting to a Roth IRA.

Tax Losses:

If you expect to pay more in capital gains taxes, you can sell losing investments and replace them with like investments to offset gains and thus reduce your taxes. The balance can be used to reduce taxable income up to $3,000 each year, any remaining loss being carried forward.

Gifting and Estate Planning:

The estate and gift tax exemption has been permanently extended under OBBBA -- no sunset or reduction is scheduled. With the annual gift tax exemption at $19,000 per recipient (as of 2026), there are effective ways to reduce the value of the estate and gift it without incurring any tax. It is crucial to document everything, particularly if the gift is larger than the stated limit.

Qualified Longevity Annuities (QLACs):

QLACs are perfect for deferring income up to the age of 85 that may help to address potential future higher tax brackets. Qualified retirement plans include those that fund the QLAC, which defers taxation until distributions are made and are not reportable as required minimum distributions, with a limitation of $200,000.

In this context, it is crucial for the Gap employees to get ready for the possible changes in the tax laws. Some of the current strategies include Roth conversions, tax-loss harvesting, and strategic gifting, which are very useful based on the current laws. This is because the situation is different for every single Gap employee, and therefore the advice of a tax or financial expert is crucial in the current tax environment.

The Secure Act 2.0, which took effect in December 2022, also affects those near retirement age. This act increased the age of RMDs from retirement accounts, allowing for more tax deferred growth and possibly assistance in managing taxes in higher brackets. The OBBBA's permanent provisions make Roth conversion strategies, estate gifting, and tax-loss harvesting more valuable than ever for long-term retirement planning.

The opportunities that can be explored based on the understanding of Roth conversions, tax-loss harvesting, estate planning, and the benefits of Qualified Longevity Annuity Contracts (QLACs) are encountered in an attempt to maximize your retirement funds in light of potential tax increases. It is advisable to stay informed and proactive to protect your financial position, as tax and healthcare policy continues to evolve.

IRA traditional account owners should consider certain pros and cons of converting their accounts to Roth IRA. The major ones include paying taxes on the amount being converted at the time of conversion, the rules on withdrawals from a Roth IRA, and the age and annual contribution limits on contributing to a Roth IRA. For instance, if you are required to take a RMD in the year that you convert, you must take it before converting to a Roth IRA. The following is an investment risk statement:

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Sources:

1. Investopedia: 'One Big Beautiful Bill Act (OBBBA): Tax Changes Explained.' Investopedia,  www.investopedia.com . Accessed 4 Feb. 2025.

2. Thrivent: 'One Big Beautiful Bill Act (OBBBA): Tax Moves to Consider if You Are Nearing or in Retirement.' Thrivent, 20 Feb. 2024,  www.thrivent.com . Accessed 4 Feb. 2025.

3. Pacific Life Annuities: 'One Big Beautiful Bill Act (OBBBA) Extensions -- Key Tax Moves for Retirees.' Pacific Life Annuities,  www.annuities.pacificlife.com . Accessed 4 Feb. 2025.

4. J.P. Morgan Asset Management: Conrath, Michael, and Steve Rubino. '2024 Guide to Retirement.' J.P. Morgan Asset Management, 6 Mar. 2024, am.jpmorgan.com.

5. IRS: 'One, Big, Beautiful Bill Provisions.' Internal Revenue Service, irs.gov/newsroom/one-big-beautiful-bill-provisions.