-Get 200-300 BTC "somehow"
-Wait for the price to reach $1,000 or so, Which shouldn't be as far-sighted like $5,000 and such
-Withdraw and exchange for USD, wait for another chance to re-enter with BTC.
the say is easy but the work in trade is very dificult
because price bitcoin is very liquid up and down
if buy much bitcoin wait to up, but the real bitcoin is down is not profit but lost
Trading could possibly give you decent profits but as you said you may lose at first and also on the long run since there are really now perfect trades and those mistakes would able you to learn more which could somehow mold you to a better trader. Bitcoin and altcoin trading have difference on price volatility.
Trading bitcoin is much safer then trading altcoins as there is no major pump and dump in bitcoins so if you can hold them for a long term then you can make good profits from it.