Level 31 – Back to Square One
- An older man with his back turned and a red box with the number 1 inside of it
Level 32 – Though it Out
- A red box with Tough It written below
Level 33 – Bored to Death
- A chalkboard with two Death on it
Level 34 – A No Brainer
- A figure with no brain and a finger pointed next to it and a figure with a brain inside
Level 35 – Age Before Beauty
- An older woman with a number 1 above it and a woman with blonde hair and a number 2 above her head
Level 36 – Over a Barrel
- A hand above a black line and a barrel under the black line
Level 37 – Down to Earth
- A green arrow and two worlds
Level 38 – Go For Broke
- A green street light with the word Broke next to it and a red street light with the word Paid next to it
Level 39 – Down to the Wire
- Two blue arrows pointed a piece of barbwire
Level 40 – Buckle Down
- A finger pointed at a green hat and a blue arrow pointing down below the hat
