My partner and I went out and did about 13 miles on a beginner trail. I let her lead so she could call out all the upcoming problems As it turns out at one point she went flying over a hump and squished a snake. I was going much slower so I had plenty of time to stop. I felt sorry for the poor thing

I think spending more time on the easier trails is really helpful for me. Keep doing it enough and it helps build up confidence and my complete lack of skills.