The app updates automatically once per week, typically on Friday evening with any new fully approved trails or rides. To see when the latest update happened, click the three stacked line symbol in the upper left corner and then click Areas. From there, you can see any downloaded area and when it was last updated.
If you don't see a trail or ride you added, make sure that it was fully approved, which you should receive a notification for in the dialog bubble next to your user icon in the upper right corner of any page. Otherwise, please submit your trail or ride for admin review.