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Navigating the Generation-Skipping Transfer Tax for Gray Television Families

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'Thoughtful multigenerational planning can help Gray Television employees navigate GSTT considerations more effectively, making it an essential part of preparing families for long-term financial transitions.' -- Paul Bergeron, a representative of The Retirement Group, a division of Wealth Enhancement.

'Carefully structuring multigenerational wealth transfers can help Gray Television employees stay aligned with GSTT rules and should be considered when discussing long-term family planning priorities.' -- Tyson Mavar, a representative of The Retirement Group, a division of Wealth Enhancement.

In this article, we will discuss:

Key concepts behind the generation-skipping transfer tax (GSTT).
Common exemptions and exclusions that may lessen transfer tax exposure.
Planning methods that can help families pass wealth across generations.

Important Takeaways on How to Transfer Wealth Across Generations

The generation-skipping transfer tax (GSTT) is relevant for any Gray Television employees transferring wealth to grandchildren or other individuals that skip over your children's generation.

Both GSTT and gift or estate taxes may apply when transferring assets to heirs more than one generation below the transferor.

Exemptions may lower transfer tax liability if planning is structured thoughtfully.

Federal gift and estate taxes—applicable to transfers during life or at death—are familiar to many Gray Television employees. However, when assets move to people more than one generation below the transferor, such as a gift from a grandparent to a grandchild, the federal generation-skipping transfer tax (GSTT) may also apply.

Generation-Skipping Transfer Tax: What Is It?

Transfers to “skip persons,” those more than one generation below the transferor or more than 37½ years younger, are subject to the GSTT. This federal tax applies in addition to any federal gift or estate tax due and equals the highest federal gift and estate tax rate in effect—a flat rate of 40%—which is relevant for Gray Television employees engaging in multigenerational planning.

The GSTT was introduced in 1976 to address concerns that affluent families could shift assets in ways that bypassed estate taxes at each generational level. ¹

Lifetime Exemptions and Gift Tax Exclusions

Transfers made during life or at death to anyone other than a spouse or qualified charity may be subject to federal gift or estate tax. Key exclusions include several that may benefit Gray Television employees:

Annual gift tax exemption: In 2026, individuals may give up to $19,000 per recipient without incurring federal estate or gift tax. Couples may combine exclusions for a total of $38,000 per beneficiary. ² For example, a married couple with two children could give $76,000 total ($38,000 to each child) annually without gift tax.

Qualified transfers: Payments made directly to educational institutions for tuition or to medical providers for medical expenses are not considered taxable gifts. There is no dollar limit on these transfers. ¹

Lifetime unified exclusion: Individuals may transfer up to $13.99 million (or $27.98 million per married couple) during life or at death without federal gift or estate tax. ² Lifetime gifts reduce the remaining exclusion available at death.

Transfers exceeding these exclusions are taxed at the top federal estate and gift tax rate of 40%.

Exclusions & Exemptions from GSTT

The GSTT has rules similar to traditional gift tax laws, which can influence planning for Gray Television families:

- Grandparents may give up to $19,000 directly to a grandchild in 2026 without triggering gift tax or GSTT.
- Each individual has a $13.99 million lifetime GSTT exemption ($27.98 million per couple), though this exemption is not independent from estate or gift tax rules.
Transfers above exemption thresholds are subject to a 40% GSTT.
GSTT applies only at the federal level, although some states may impose their own estate or inheritance taxes.

When Does the GSTT Start to Apply?

The GSTT applies to three types of taxable events, all of which may arise in multigenerational planning for Gray Television families:

Direct skips: Transfers made directly to a skip person or to a trust for their exclusive benefit. The transferor or their estate pays the tax.

Taxable distributions: Distributions from a trust to a skip person. The beneficiary pays the tax.

Taxable terminations: Occur when a trust interest ends and only skip persons remain as beneficiaries. The trustee pays the tax.

GSTT Exemption Allocations

Transfers—outright or to a trust—may qualify for GSTT exemption as long as the exemption is properly allocated. Once allocated, all future growth on those trust assets is generally free from GSTT, a strategy Gray Television families may want to use.

For example, if a person contributed $10 million to an irrevocable trust for grandchildren in 2024 and allocated the GSTT exemption, and the trust later grew to $20 million, future distributions would not incur GSTT. ¹

Methods for Lowering GSTT

1. 529 Plan Contributions

Contributions to 529 college savings plans are treated as completed gifts, even though account owners can change the beneficiary. Grandparents may “superfund” a 529 plan with five years of annual exclusions at once—up to $95,000 per beneficiary in 2025 or $190,000 per beneficiary for a married couple filing jointly ³ —which may interest Gray Television retirees.

2. Dynasty Trusts

Dynasty trusts are irrevocable trusts designed to last across multiple generations. Some states allow long-term or perpetual trusts, while others limit trust duration under the “rule against perpetuities.” These trusts can combine GSTT planning with long-term asset preservation features and, when fully exempt from GSTT, future distributions or terminations can occur without additional GSTT ⁴ —an appealing option for extended family planning.

Concluding Remarks

Although GSTT planning can be complex, exemptions and structured transfers may help Gray Television employees reduce or eliminate federal taxes on wealth passed to grandchildren or other skip persons.

The Retirement Group can assist you with wealth transfer planning and retirement income strategies. Call our team at (800) 900-5867 for guidance.

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Articles you may find interesting:

Sources:

1. Fidelity Investments. “Understanding the Generation-Skipping Transfer Tax.” Fidelity , 3 Oct. 2025, www.fidelity.com/viewpoints/wealth-management/insights/generation-skipping-transfer-tax .

2. Internal Revenue Service. “ IRS releases tax inflation adjustments for tax year 2027 .” IRS.gov , 9 Oct. 2025.

3. Bendig, Erin. “How This 529 ‘Superfund’ Strategy Can Transform Your Estate Plan.” Kiplinger , 12 Sept. 2025, www.kiplinger.com/personal-finance/this-super-529-strategy-can-help-you-jumpstart-college-savings .

4. Investopedia. ' What Is a Dynasty Trust? ' by Will Kenton. 31 March 2025.

What type of retirement plan does Gray Television offer to its employees?

Gray Television offers a 401(k) savings plan to help employees save for retirement.

Does Gray Television match employee contributions to the 401(k) plan?

Yes, Gray Television provides a matching contribution to the 401(k) plan, which enhances employees' retirement savings.

How can employees at Gray Television enroll in the 401(k) plan?

Employees can enroll in the 401(k) plan through the company's HR portal or by contacting the HR department for assistance.

What is the eligibility requirement for Gray Television employees to participate in the 401(k) plan?

Most employees at Gray Television are eligible to participate in the 401(k) plan after completing a specified period of employment, typically 30 days.

Can Gray Television employees choose how their 401(k) contributions are invested?

Yes, employees at Gray Television can choose from a variety of investment options for their 401(k) contributions.

What is the maximum contribution limit for Gray Television employees participating in the 401(k) plan?

The maximum contribution limit for Gray Television employees is subject to IRS regulations, which may change annually.

Does Gray Television offer any financial education resources for employees regarding the 401(k) plan?

Yes, Gray Television provides financial education resources and tools to help employees make informed decisions about their 401(k) savings.

Are there any fees associated with managing the 401(k) plan at Gray Television?

Yes, like most 401(k) plans, there may be administrative fees associated with managing the plan at Gray Television.

Can Gray Television employees take loans against their 401(k) savings?

Yes, Gray Television allows employees to take loans against their 401(k) savings, subject to specific terms and conditions.

What happens to a Gray Television employee's 401(k) savings if they leave the company?

If a Gray Television employee leaves the company, they can roll over their 401(k) savings into another retirement account or take a distribution, depending on their preference.

With the current political climate we are in it is important to keep up with current news and remain knowledgeable about your benefits.

Gray Television Pension Plan Name of the Plan: Gray Television does not appear to have a traditional defined benefit pension plan as of the latest available reports. Eligibility: Gray Television primarily offers a 401(k) plan rather than a traditional pension plan. Pension Formula: Not applicable.. Gray Television 401(k) Plan Name of the Plan: Gray Television 401(k) Plan. Eligibility: Employees are eligible to participate in the 401(k) plan after completing 90 days of service. 401(k) Plan Details: The plan includes employer matching contributions up to a certain percentage.

Restructuring and Layoffs: In August 2023, Gray Television announced a restructuring plan to streamline operations and improve efficiency. This included the elimination of certain positions, particularly in non-core areas. The company cited the need to adapt to changing media consumption patterns and economic pressures as key reasons for these changes. The restructuring is part of a broader strategy to enhance profitability and maintain competitive advantage in the evolving media landscape. It is crucial to address this news due to the current economic environment, which may impact job stability and career planning in the media sector. Changes to Company Benefits and Retirement Plans: In July 2024, Gray Television updated its employee benefits package, which included modifications to its pension and 401(k) plans. The company introduced changes aimed at aligning retirement benefits with industry standards and addressing financial sustainability. These adjustments are part of a broader effort to manage costs and ensure long-term financial health amidst fluctuating market conditions. Employees should stay informed about these changes due to the implications they may have on retirement planning and financial security in the context of ongoing economic uncertainty.

Gray Television (GT) Stock Options and RSUs (2022) Stock Options: Gray Television (GT) offered stock options to select executives and senior management in 2022. The options were granted as part of the company’s long-term incentive plan to attract and retain top talent. Restricted Stock Units (RSU): RSUs were granted to executives as well as key employees based on performance and tenure. These units were designed to align the interests of employees with shareholders. Gray Television (GT) Stock Options and RSUs (2023) Stock Options: In 2023, Gray Television (GT) continued to provide stock options primarily to senior executives and high-performing employees. These options were part of a revised incentive compensation plan. Restricted Stock Units (RSU): RSUs were granted to a broader range of employees, including mid-level management, with vesting schedules tied to performance metrics. Gray Television (GT) Stock Options and RSUs (2024) Stock Options: The company issued new stock options in 2024 under a refreshed equity incentive program. These options were available mainly to upper management and key contributors. Restricted Stock Units (RSU): RSUs in 2024 were expanded to include more employees, aiming to foster long-term commitment and reward performance over time.

Health Benefits Information (2022-2024) 1. Gray Television Official Website: Website: Gray Television Careers Details: Gray Television offers a variety of health benefits including medical, dental, and vision insurance. Their benefits package typically includes options for both employee and family coverage, with various plan tiers available to cater to different needs. 2. Health Insurance Plans: Types of Plans: Gray Television provides several health insurance plans which may include Health Maintenance Organization (HMO), Preferred Provider Organization (PPO), and High Deductible Health Plans (HDHPs). Specific details about plan costs and coverage options are generally available to employees upon hiring and during open enrollment periods. 3. Employee Benefits Review Websites: Glassdoor: Employee reviews often mention health benefits in the context of overall compensation. The benefits are generally considered competitive, with particular emphasis on the quality of medical coverage. Indeed: Similar to Glassdoor, reviews on Indeed highlight that health benefits are a key part of Gray Television’s compensation package. There might be variations in the benefits offered based on job position and location. Payscale: Offers insights into average salaries and benefits, noting that Gray Television provides standard health insurance options. LinkedIn: Discussions on LinkedIn sometimes include employee testimonials about the company’s benefits, including healthcare. These reviews typically praise the availability of comprehensive health plans. Comparably: Provides information on employee satisfaction with health benefits. Gray Television’s benefits are generally rated well compared to industry standards. 4. Recent Healthcare News: Healthcare Initiatives: Recent updates or changes to health benefits are often tied to broader company policy changes or industry trends. Specific details about recent changes might be less frequently updated in public sources but can be available through employee reviews or official company announcements. Employee Health Programs: Gray Television may offer wellness programs or health initiatives, such as mental health support or wellness challenges, though specific details might not always be prominently featured. Healthcare-Related Terms and Acronyms HMO (Health Maintenance Organization): A type of health insurance plan that requires members to get care from a network of doctors and hospitals. PPO (Preferred Provider Organization): A plan that offers more flexibility in choosing healthcare providers and does not require referrals for specialists. HDHP (High Deductible Health Plan): A plan with lower premiums and higher deductibles, often paired with Health Savings Accounts (HSAs). HSA (Health Savings Account): A tax-advantaged account that can be used to pay for qualified medical expenses, often associated with HDHPs.