CREATE TABLE table_24099476_8 (date VARCHAR, win_lose VARCHAR, round VARCHAR)

When was the win/lose lose and the round a play-off?
SELECT date FROM table_24099476_8 WHERE win_lose = "Lose" AND round = "Play-off"
SELECT "date" FROM "table_24099476_8" WHERE "Lose" = "win_lose" AND "Play-off" = "round"