Actually, it's not even close. 10,000 attempts to guess a 4-digit number are certain to succeed. 100 attempts to guess 100 4-digit numbers have a good chance of resulting in no hits. For each 4-digit number, you produce 100 different guesses (with no repeated guesses for that number, because that would be silly). There's a 100/10,000 chance of a hit, and 9,900/10,000 chance of a miss. The chance of missing on all 100 4-digit numbers is (9,900/10,000)^100 = 0.366 = 36.6%. That's substantial!

Guessing 100 numbers, there's a chance to produce 2 or more hits, of course.