John Broward owns 1,500 shares of Silver Fox Corporation common stock. John purchased the 1,500 shares on April 17, 2011, for \($21,000.\) On December 8, 2022, John sells 750 shares for \($5,000.\) On January 2, 2023, John buys 250 shares of Silver Fox Corporation common stock for \($1,750\) and 50 shares of Silver Fox Corporation preferred stock for \($1,000.\) The preferred stock is nonvoting, nonconvertible.

a. What is John’s realized and recognized loss on the December 8 sale of stock?

b. What is his basis and the holding periods of the shares purchased in 2011 and in 2023?