How did CollegeHumor become Dropout?

How did a juvenile blog made before youtube become the biggest face of independent streaming services, improv comedy, and D&D? That's exactly the answer I’m looking for as I rank every dropout original and collegehumor original ever made.

0:00 (What was CollegeHumor?)
5:38 (The Rankings)
7:37 (Full Benefits)
9:30 (TV RPG)
12:07 (POV)
14:07 (The Six)
15:58 (Prank Wars)
18:33 (All Nighter)
20:50 (Hardly Working)
25:06 (Dire Consequences)
26:22 (Adam Ruins Everything)
29:38 (Dinosaur Office)
31:16 (Furry Force)
33:53 (If Google Was a Guy)
35:38 (Hot Date)
37:30 (The CollegeHumor Show)
39:30 (History Intermission)
43:19 (See Plum Run)
47:24 (Cartoon Hell)
50:33 (Lonely & Horny)
51:50 (Breaking News)
53:51 (Dimension 20)
57:45 (Um, Actually)
01:02:27 (WTF 101)
01:05:15 (Total Forgiveness)
01:09:58 (The Rank Room)
01:12:18 (Troopers)
01:14:56 (Paranoia)
01:17:56 (King Pin Katie)
01:22:01 (Gods of Food)
01:25:27 (Game Changer)
01:29:16 (Ultramechatron Team Go)
01:32:54 (Where the Eff is Sarah Cincinatti)
01:36:14 (Erotic Clubhouse)
01:37:53 (Dirty Laundry)
01:40:16 (Make Some Noise)
01:44:08 (Play it By Ear)
01:51:55 (Very Important People)
01:54:01 (Smarty Pants)
01:56:49 (Thousandaires)
01:59:25 (Gastronauts)
02:02:10 (Conclusion)