Yes; another one of the huge problems with this proposal is that it neglects that many assets have time value. Unless the government has to buy the asset the i

Yes; another one of the huge problems with this proposal is that it neglects that many assets have time value. Unless the government has to buy the asset the instant you propose your valuation, you’re just being forced to write a free, ATM option to the government. Illustrative example: The S&P 500 index is currently about 3092. An "at the money" (ATM) option is one where the strike price of the option is equal to the current price. A call option for SPX at 3095 expiring on 12/06/2019 is currently selling for $37.90 on the CBOE. So basically you're giving away >1.2% of your investment by allowing the government to buy it at a price you quote today but a month later. Alternatively, you have to over-state the present value of the investment and pay more tax.