If your player is good enough he will reach a point where he will eventually 'break through'. My best advice is focus not on the results, but on the process of getting good enough. It sounds like you want to be playing CH3s or CH2s at the biggest, on favorable surfaces, even in your home country if possible, taking as many off weeks as possible for practice tournaments to train up.
Beyond that, it's just a matter of time and whether you have a player talented enough to eventually break through the wall. I went back and looked at my most recent player to navigate this level, Girish Girsh(at the moment 5th in the world but he paid his dues like everyone else).
Last junior title -- 18y 16w
Futures titles(3) -- First at 19y 12w, last at 19y 36w
Spent less than a year getting through futures which I think is quite typical from what I've seen. But as noted, once you reach the Top 200 ...
Challenger titles(10) -- First at 20y 21w, last at 21y 46w.
Took several months after leaving futures to get his first challenger title of any kind, then basically another year and a half to 'graduate' the level, over two years all together and we are talking about a guy who has been proven to be world-class, a player I've predicted to reach #1 eventually and I'm more and more confident about that all the time(weak era and all that, but still).
For a less talented player, maybe they can't do it at all; maybe it takes even longer, but even for a prodigy it takes a while and feels like beating your head against a wall for a time. So my best advice is, don't push it. Don't try to rush it. Focus on improvement, not results. If you're not ranked high enough to be seeded at the bigger challengers, don't even play 'em.
Last edited by Brian Swartz : 02-15-2016 at 06:27 AM.