This task is now over. The randomly generated times were as follows:

9:09pm
11:25pm
3:44am
3:53am
5:24am
5:58am
6:21am
7:17am
7:19am
8:15am
8:35am
8:59am
1:42pm
2:41pm
4:51pm
4:58pm
6:11pm
6:37pm
7:42pm
7:43pm

The group successfully posted within 5 minutes of either side of 5 different times, so the group have won 5 days of VIP.