There are many ways up the mountain. Some people fly a lot for work and have a ton of FFP to burn on vacations. Some are points hoarders and are masters at gaming the system with FFPs obtained through CC signup bonuses, creative spending etc. Others have reached an obi-wan-kenobe level of fare tricking and are adept at getting cheap tickets. Others are plain and simply rich.
Best thing you can do to start is to read a lot and get a feel for the concepts, the lingo, etc. There is a real learning curve but it is rewarding to stick with it.