1. Do you want to enter immediately? In this case you would get it at a better price, ie, lower price if you are going long. But with that comes a higher probability of a stop loss if the breakout is not decisive. If you see, it has failed to breakout 5 times from this trend line which means the resistance offered is pretty strong at this point.
2. Are you ready for a confirmation? I am a small trader myself and I would wait for one of the two: A confirmation candle of the next session (goody long body with good volume) to enter the trade. In this case, you are naturally entering into the trade at a higher price, but you are also entering only if the momentum is guaranteed.