The calendar does not use real time, it uses whatever time you need. Each run takes up a week. Say that you record your GengisCon run on January week 1 on your calendar. According to the FAQ, you can spend up to 3 weeks between runs doing other things - purchasing stuff, training skills or attributes, etc. Therefore, by the February Week 1, your next run should happen.
Have you downloaded the free Season 5 package from DriveThruRPG? The FAQ in there is out of date, but the calender in there is the official calendar to use.