In the Padurea Forest

In the Padurea forest there are 100 rest stops. There are 1000 trails, each connecting a pair of rest stops. Each trail has some particular level of difficulty with no two trails having the same difficulty. An intrepid hiker, Sendeirismo has decided to spend a vacation by taking a hike consisting of 20 trails of ever increasing difficulty. 
Can he be sure that it can be done?

He is free to choose the starting rest stop and the 20 trails from a sequence where the start of one trail is the end of a previous one.


Place one hiker in each of the rest stops. Now, go through the trails in the forest one by one, in increasing difficulty, and every time you pick a trail, let the two hikers in its ends change places. This way the 100 hikers would traverse 2000 trails in total, and therefore one of them would traverse at least 20 trails.