I hike with a local club which helps me with area familiarisation.
This time last year, I requested to join a hard hike, that is off trail, rock scramble and long 20 km days. The lead hiker declined my request because I was inexperienced but today I had enough experience to join. BOOM!
This is thanks to hiking with my mentor and doing the Overland track in Tasmania.
Personal note: create Achievement badges for outdoor recreation.