****** Scenario 6: Creative Estate Planning Meets the Step-Up in Basis ...

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Accounting

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Scenario 6: Creative Estate Planning Meets the Step-Up in Basis
An elderly taxpayer with a $100,000 NOL carryforward owns the following assets:
Stocks: Basis $50,000, FMV $2 million
Rental Property: Basis $200,000, FMV $1.5 million
Closely-held business: Basis $10,000, FMV $800,000
The taxpayer is in poor health. Heirs are in high tax brackets.
Other details (to make things interesting):
Some of the rental property depreciation has been recaptured in previous years.
Questions:
Analyze the tax consequences of holding these assets until death (step-up in basis) vs. gifting them during the taxpayer's lifetime.
How does the NOL carryforward factor into the decision, especially if it's about to expire?
Discuss strategies like gifting specific assets selectively, considering the different types of potential gain embedded within them.

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