Trying a different technique
Let’s be honest and agree that no one likes to get ghosted. Unless it’s your crush who strikes straight to your heart, and this implies James wanted to know if his lady love would want to go out with him.
O2 is saying that if he’d realized she wasn’t interested in him much earlier, he should have realized she didn’t want to hang out with him anymore. Around 150 texts may be considered a reasonable amount of time before the relationship ran out of steam. He could have contacted 246 different girls and tried sending them the same text message to see if it would help his situation.