First contestant is Tim, a 30-year-old biology teacher. Tim's principal and his biology class is in the audience to root him on. His wife's not there, because she's just had a baby. However, it's Tim's birthday and his mom shows up with cupcakes for him, Jeff and all the 5th Graders. Who says it's not rewarding to be a professional lifeline?

Spoiler
Tim doesn't know and he notices that Mackenzie seemed to take her time with her answer, so Tim doesn't want to risk using any of his cheats, so he leaves them all on the table and walks with $100K.Canberra is the capital of what country?
Jeff asks for Tim's guess and he throws out a WAG: Uzbekistan.
Jeff reveals Mackenzie's answer: Australia--the country.
Jeff asks Tim's principal what she thinks of that answer. "It's not Australia!"
Are you sure about that, principal?

Spoiler
After going with that answer, Jeff asks him how many letters are in the word that I've underlined.What is the fewest amount of letters required to make a word in the English language?

He needs to be saved at the $50K level, 3rd Grade US Geography:
He had thought the answer must be somewhere on the east coast, going with Maine. (IIRC, he did say "Maine" and did not even hazard a guess at its capital.)Which of the fifty US state capitals lies at the northernmost line of latitude?
He walks with $50K, after refusing to use his Copy for $100K on 5th Grade World History:
Mackenzie was at the podium again, and again she had the right answer.In May of 1953, what mountain climber from New Zealand became the first person to reach the top of Mount Everest?
"Allen?"
Well, surely you told the producers who you best friend was back then, instead of making them hire private detectives to discover that? Safecrackers wouldn't want private detectives looking into their business, would they?

A full transcript of the episode's questions is available on the 5th Grader board.