Selling appreciated assets like stock and real estate can result in high capital gains taxes. However, wealthy individuals can save significantly by gifting these assets to their parents, inheriting them back, and then selling them.
Tax PlanningEstate PlanningCapital Gains TaxReal EstateStockReal EstateOct 13, 2024

Upstream planning is a strategy where wealthy individuals gift appreciated assets like stock and real estate to their parents. These assets are then inherited back by the original owner after the parents' death, allowing for a stepped-up basis and reduced capital gains tax.
The most effective assets for upstream planning are those with a low cost basis relative to their current value, such as publicly-held stock, real estate, and private business interests.
The main risks include the possibility of losing assets if parents decide to share them with a new spouse or other children, as well as the potential for family disagreements and the involvement of the parents' creditors.
The age of the parents is crucial. Upstream planning is typically used when the parents are at least in their seventies or expected to live five more years or less. If the parents die within one year of the transfer, the assets do not receive a step-up in basis.
The current federal estate tax exemption amount is $13.61 million for individuals and $27.22 million for married couples. This high threshold has made upstream planning more popular, but it is set to expire at the end of 2025, potentially affecting future planning.

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