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How Booking Holdings Employees Can Benefit from Estate Planning During Market Volatility

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Healthcare Provider Update: Healthcare Provider for Booking Holdings Booking Holdings does not operate a single healthcare provider but typically offers its employees access to a variety of healthcare options, including employer-sponsored health plans that may consist of multiple insurers. Their healthcare plans usually allow employees to choose from a network of providers, which may include large insurers like UnitedHealthcare, Anthem, and Aetna, depending on the specific offerings in different locations. Potential Healthcare Cost Increases in 2026 As Booking Holdings prepares for 2026, employees should brace for potentially significant increases in healthcare costs. With anticipated record hikes in Affordable Care Act (ACA) premiums-some states projecting raises of over 60%-financial pressure on employees may surge. The expiration of enhanced federal premium subsidies combined with ongoing medical inflation, particularly in pharmaceuticals and hospital services, could lead to out-of-pocket costs rising dramatically. In this landscape, employees must proactively assess their healthcare options to mitigate these rising expenses. Click here to learn more

'Booking Holdings employees facing market downturns can leverage strategic estate planning opportunities, such as gifting undervalued assets and using tools like GRATs and Roth IRAs, to mitigate taxes and pass on more wealth to heirs—turning market volatility into an advantage.' – Michael Corgiat, a representative of The Retirement Group, a division of Wealth Enhancement.

'Booking Holdings employees should view market downturns as an opportunity to reassess their estate planning strategies, using tools like GRATs and Roth IRA conversions to transfer more wealth while mitigating tax liabilities for future generations.' – Brent Wolf, a representative of The Retirement Group, a division of Wealth Enhancement.

In this article, we will discuss:

  1. How market downturns can present estate planning opportunities.

  2. The strategic use of tools like GRATs and Roth IRA conversions.

  3. The importance of charitable giving in reducing taxable estates during volatile periods.

Estate planning is often seen as a challenging process, particularly during volatile market conditions. Making decisions with long-term impacts can be difficult when share prices are erratic and future market performance is uncertain. However, careful planning during these volatile periods can lead to better future returns and more efficient asset transfer to successors. While many focus on estate planning during market upswings, some of the most strategic decisions can be made when asset values are declining, particularly for Booking Holdings employees preparing for retirement.

Estate Planning and Volatility: A Strategic Advantage

Estate planning is often associated with market growth, focusing on transferring assets when prices are high. Yet, when assets are undervalued due to market downturns, significant opportunities often arise. The market's recovery after a sharp drop, like the one in April, shows how volatility can lead to wise decision-making. Future wealth transfers can be optimized by focusing on asset quantity instead of current value, as more shares can be passed on to heirs before gift-tax exemptions are exceeded, which can be an important strategy for Booking Holdings employees planning their estates.

The concept of moving assets during a market downturn proves to be more beneficial for estate planners than it may initially appear. When asset prices are low, more shares can be transferred before hitting the $19,000 annual federal gift-tax exemption threshold for 2025. This strategy allows heirs to benefit from future growth once the market recovers, providing a valuable option for those at Booking Holdings looking to optimize their estate planning during volatile times.

This approach is also useful for those aiming to stay under the $14 million per person lifetime federal estate tax exemption. For example, if a business was initially valued at $15 million but is now worth $14 million, a donor can place it in a trust. The tax-free transfer of future expansion to heirs keeps the business outside the donor's estate, a strategy that Booking Holdings employees could consider when planning for their family's future.

Changes to Gifting Exemptions Affecting Taxes

Though market downturns can provide estate planning benefits, it’s important to remember that estate planning laws are always changing. With Congress debating potential changes to gifting amounts, it’s essential to act while exemptions remain high. If the estate tax exemptions aren't renewed, the exemption may revert to around $6.8 million, adjusted for inflation. This shift could greatly impact wealth transfer plans, so it’s vital for Booking Holdings employees to take advantage of higher exemption levels while they are still in place.

Exploring Other Estate Planning Strategies

Grantor retained annuity trusts (GRATs) are another option for individuals who have already used their lifetime exemption but still want to reduce wealth transfer taxes. These irrevocable trusts allow individuals to leave assets to their heirs while retaining annuity income for a period. GRATs help mitigate estate taxes on any asset appreciation during the trust's duration, offering an option for Booking Holdings employees looking to pass on their wealth in a tax-efficient way.

The Internal Revenue Service (IRS) sets the annuity payout rate at 120% of the applicable federal mid-term rate, which is currently 5%. For beneficiaries to profit from additional value, the asset's growth must exceed this hurdle rate. If the asset's growth surpasses this rate, the remaining balance in the trust is distributed to the heirs tax free. Booking Holdings employees considering this strategy can potentially avoid estate taxes and preserve their wealth from future tax burdens.

Although current interest rates aren't exceptionally low, Dos Santos notes that using undervalued assets in a GRAT may still lead to favorable outcomes. By leveraging lower asset prices, individuals can establish GRATs with a higher chance of surpassing the hurdle rate when the market rebounds, a strategy that could be beneficial for Booking Holdings employees who want to plan ahead.

A Simpler Approach: Switching to a Roth IRA

Not all estate planning strategies need to be complicated. Sometimes, simpler methods provide significant tax advantages. For instance, a 90-year-old Booking Holdings employee switched from a $5 million traditional IRA to a Roth IRA during a period of market decline. The client reduced the taxable estate by paying the conversion taxes upfront, and now her son will receive the entire Roth IRA tax-free, along with any future gains.

Dos Santos believes this is a smart strategy, especially for seniors concerned about their taxable estates. By reducing the size of the estate, the Roth IRA allows its full value to be passed on tax-free to future generations, making it a great option for Booking Holdings employees planning for their heirs.

The Importance of Thoughtful Estate Planning Decisions

Estate planning should be done with care, especially when using irrevocable trusts like GRATs. Once assets are placed in these trusts, they cannot be withdrawn, so individuals must carefully consider their choices. Nevertheless, strategic estate planning presents unique opportunities to pass on more wealth to heirs without incurring unnecessary taxes, particularly during market volatility. Booking Holdings employees can make the most of these opportunities by strategically planning their estate transfers.

For those looking to efficiently transfer wealth and reduce their taxable estate, current market conditions may present opportunities. Market downturns can provide a tactical advantage, whether through Roth IRA conversions, using the federal estate tax exemption, or establishing GRATs. By focusing on the number of shares rather than current asset values, individuals can position themselves to realize long-term benefits and enable their heirs to inherit the full value of their transferred assets.

In conclusion, volatility is often viewed as a threat to financial stability, but it can actually be an asset when approached strategically. By leveraging low asset values during market downturns, Booking Holdings employees can potentially increase future returns and build a better future for their heirs.

Tax Benefits of Charitable Giving in Estate Planning

When considering estate planning during volatile market periods, charitable giving offers additional tax benefits. By donating depreciating assets such as stocks or real estate directly to a charity, individuals can reduce their taxable estate and avoid paying capital gains tax on appreciated assets. This tactic not only reduces estate taxes but also allows individuals to give back.

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Sources:

1. Fuscaldo, Donna.  'Markets Are Down: Here's How Your Estate Can Benefit.'  Kiplinger , 15 Mar. 2025,  www.kiplinger.com . Accessed 26 May 2025.

2. Chmielewski, Paul.  'Estate Planning During Times of Market Volatility.'  Cerity Partners , 25 Mar. 2025,  www.ceritypartners.com . Accessed 26 May 2025.

3. Kiplinger Staff.  'Eight Ways to Financially Plan Your Way Through Challenging Times.'  Kiplinger , 24 May 2025,  www.kiplinger.com . Accessed 26 May 2025.

4. Kotlikoff, Laurence.  'This Move Can Save You Tons on Taxes in Retirement. It's Best to Go Big.'  Barron's , 25 May 2025,  www.barrons.com . Accessed 26 May 2025.

5. Branton, Steve.  'How Sequence of Returns Risk Could Affect Your Retirement—And What HNW Investors Should Do.'  Investopedia , 25 May 2025,  www.investopedia.com . Accessed 26 May 2025.

What type of retirement plan does Booking Holdings offer to its employees?

Booking Holdings offers a 401(k) retirement savings plan to its employees.

Does Booking Holdings provide matching contributions for its 401(k) plan?

Yes, Booking Holdings provides matching contributions to eligible employees participating in the 401(k) plan.

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

Employees of Booking Holdings are typically eligible to participate in the 401(k) plan after completing a specified period of employment.

Can employees at Booking Holdings choose how their 401(k) contributions are invested?

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

What is the maximum contribution limit for employees participating in Booking Holdings' 401(k) plan?

The maximum contribution limit for employees in Booking Holdings' 401(k) plan is determined by IRS guidelines, which can change annually.

How often can employees at Booking Holdings change their 401(k) contribution amounts?

Employees at Booking Holdings can typically change their 401(k) contribution amounts on a quarterly basis or as specified in the plan details.

Is there a vesting schedule for the employer match in Booking Holdings' 401(k) plan?

Yes, Booking Holdings has a vesting schedule for the employer match, which determines when employees fully own the matched contributions.

Can employees take loans against their 401(k) savings at Booking Holdings?

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

What happens to my 401(k) savings if I leave Booking Holdings?

If you leave Booking Holdings, you have several options regarding your 401(k) savings, including rolling it over into another retirement account or cashing it out, subject to taxes and penalties.

Does Booking Holdings allow for after-tax contributions to the 401(k) plan?

Yes, Booking Holdings allows for after-tax contributions in addition to pre-tax contributions within the 401(k) plan.

With the current political climate we are in it is important to keep up with current news and remain knowledgeable about your benefits.
Booking Holdings announced a restructuring plan that includes significant layoffs. The company is streamlining its operations to reduce costs amid a challenging economic environment.
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For more information you can reach the plan administrator for Booking Holdings at 800 Connecticut Ave Norwalk, CT 6854; or by calling them at +1 203-299-8000.

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