Guide-linked quiz · Hard Level

AI Tax-Loss Harvesting and Rebalancing Quiz

Tests the wash sale rule, how algorithms choose harvesting lots and replacement securities, and how tax-aware rebalancing works in direct indexing.

Question 1 of 8

Under IRC Section 1091, what window does a harvesting engine have to watch around a loss sale?

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  1. Under IRC Section 1091, what window does a harvesting engine have to watch around a loss sale?
    • 30 days before and 30 days after the sale
    • Only the 30 days after the sale
    • The rest of the calendar year
    • 60 days after the sale only
  2. A client harvests a loss in a taxable account, and a week later the same fund is bought in the client's IRA. What happens to the loss?
    • It is added to the basis of the IRA shares
    • It is permanently disallowed
    • It is allowed because IRAs are separate accounts
    • It is deferred until the IRA is withdrawn
  3. Why does the guide say harvesting usually defers taxes rather than eliminating them?
    • The IRS reverses harvested losses after five years
    • Replacement securities are always taxed at higher rates
    • Buying the replacement lowers the portfolio's cost basis, so more gain is taxed on a later sale
    • Losses can only offset losses
  4. How much net capital loss can offset ordinary income each year, according to the guide?
    • $1,500
    • $10,000
    • Unlimited
    • $3,000
  5. What is 'loss harvesting decay' in a direct-indexing account?
    • Losses that expire if not used within three years
    • Fewer lots sitting below cost as markets rise over time
    • Slower trade execution as the account grows
    • Tracking error that increases every year
  6. When a direct-indexing engine sells one bank stock at a loss, how does it usually choose the replacement?
    • It buys the same stock back after 31 days in all cases
    • It buys the index ETF the account is benchmarked to
    • It picks the stock with the largest recent loss
    • It picks a stock with similar sector and factor exposure to keep tracking error low
  7. Which common account setting can trigger a wash sale without anyone noticing?
    • Automatic dividend reinvestment
    • Paperless statements
    • Two-factor login
    • Monthly rebalancing alerts
  8. What does tax-aware rebalancing do first to bring an underweight position back to target?
    • Sells the biggest winners
    • Buys the underweight position with new deposits or dividends
    • Moves the position into an IRA
    • Waits until year-end to rebalance everything

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