1. (Phrase)
GLASS (top half is white and bottom half is black)
Answer: Is the glass half empty or half full
2. (Phrase)
EL$IE
Answer: Cash cow
3. (Phrase)
KCOLC
Answer: Turn back the clock
4. (Phrase)
E
W
W E
Answer: United we stand divided we fall
5. (Phrase)
_ _ _ _ ERG
Answer: just the tip of the iceberg
6. (Misc)
NEWS (split into many pieces)
Answer: Breaking news
7. (Phrase)
WAGON WAGON WAGON
(in a circle)
Answer: Circle the wagons
8. (Phrase)
OIL (O is a clock and it's on fire)
Answer: Burn the midnight oil
9. (Phrase)
CALL (cramped together)
Answer: Close call
10. (Phrase)
Time in a circle and something about twilight, sunrise and dawn
Answer: The darkest hour is just before the dawn
11. (Phrase)
BULL (with Ls as hands and horns)
Answer: Grab the bull by its horns
12. (Phrase)
K
R
A
B
YEW THUJA PINNE POPLAE
Answer: Bark up the wrong tree
13. (Phrase)
2468 (but split into many pieces)
Answer: Break even
14. (Phrase)
SLATE BASALT SCHIST MARBLE (at all corners)
Answer: Cornerstone
15. (Phrase)
E
P
A
H
S (in a box)
and SHIP
Answer: Shape up or ship out
16. (Phrase)
LIP (but all buttons)
Answer: Button one's lip
17. (Phrase)
IT (with Is as dots . and Ts as crosses X)
Answer: Dot one's I's and cross one's T's
18. (Phrase)
looks like PIE
Answer: A piece of the pie
19. (Misc)
EILNPU
Answer: Line up in alphabetical order
20. (Phrase)
DOG
(with a location mark below O)
Answer: Underdog
21. (Phrase)
LEG (but stretched vertically)
Answer: Pull someone's leg