Getting optimistic... An assassination & a clock & the woman who sang at President George Bush' value $200 answer Raymond round Jeopardy! Show_number 5044 category NAME THE YEAR air_date 2007-06-06 question 'Pakistan gained its independence' value $1000 answer Jack Youngblood round Jeopardy! Show_number 3421 category 5-LETTER WORDS air_date 2011-10-27 question 'It's the organization whose \junior\ branch was headed by Pres. Jefferson' value $800 answer Manet round Double Jeopardy!