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Question 1: For clients facing the Net Investment Income Tax (NIIT) and additional Medicare surtaxes, which approach best navigates shifting income recognition, asset location choices, and strategic use of tax-exempt securities to reduce total healthcare-related tax burdens?

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Question 2: In retirement planning, what is the primary advantage of using a Roth IRA compared to a traditional IRA?

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Question 3: When constructing a retirement income plan that must balance longevity risk, inflation risk, and market volatility, which approach best integrates stochastic longevity projections with dynamic withdrawal strategies and inflation-linked assets?

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Question 4: How does a Step-Up in Basis benefit heirs inheriting appreciated assets?

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Question 5: How does the Tax Cuts and Jobs Act (TCJA) affect the tax strategies for high-income earners with respect to deductions?

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Question 6: In planning for a client's corporate executive compensation package, which involves stock options, RSUs, and NQSOs, how does advanced tax modeling ensure optimal exercise timing, coordinate AMT exposure, and leverage 83(b) elections for long-term tax efficiency?

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