If you count from 1 to 100 how many 8's will you pass?

Answer 1

If you mean just eight as a number, then the answer is one. But if you mean how many eights as a digit in a number, then the answer is eleven.

Answer 2

If you wrote out every number from 1 to 100, the number 8 would appear 20 times: #1-8, #2-18, #3-28, #4-38, #5-48, #6-58, #7-68, #8-78, #9-80, #10-81, #11-82, #12-83, #13-84, #14-85, #15-86, #16-87, #17 & #18-88, #19-89, and finally, #20-98.