I personally have had no trouble understanding an upgrade or pilot that has been made. That being said I also don't spend alot of time playing.
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If anything having to filter all these upgrades and pilots and figure out what works best is actually harder on the people who play competitively.
I was just going to come on here and say this. Correct. When I played casual, I was was overwhelmed at times with the upgrades and all and let my friend ObiWonka pick everything out for me. Once I started playing competitively, however, I quickly caught up to understanding the upgrades and pilots (most of them, anyway). The hard part then was trying to figure out the best combos to use for tournament play.
Of course, I'm a Z swarm player, so I don't even use upgrades and pilots skills all that much, but I will build competitive and casual-competitive builds for fun, and to see how my Zs would be able to handle it.