I don't think Tims perception of Ed has changed at all - he always thought that he was boring and playing Jade. He was straight up with her about it. In the house he gave great advice to her - essentially telling her, if ed doesn't pursue you, walk away. He gave Ben great advice when he saw him suffering. He is a self confessed oddball but he also has wisdom and when the chips are down he is there as support for his friends. The sugar sisters have to be the ones with the worst advice, seeing what they want to see, they have no accurate perceptions, telling ppl what they want to hear regardless if its true. IMO Tim gives it straight to his friends, his honesty in serious moments is invaluable and commendable.
Always? Why didn't he say anything until after Ed left in the last weeks? And why did he actively try to push them closer after paying her out being desperate? Is this the caring guy who only wanted to give her advice?
Tim paid Jade out for a couple months for her desperation towards Ed. I do not remember him saying Ed was playing her in that time. But Tim made many cracks about her being a desperado / full of baggage / obsessed / jadaconda etc. He even set her up to look like a fool in a big planned stint that he knew would get aired: wedding / bad smell joke.
Despite paying her out as desperate and disliking Ed for a long time he tried to push Ed closer to her. He said he did it to make Ed lose appeal to females viewers (taken). If Tim always thought that Ed was bad and cared about Jade he wouldn't have done this. Actually looks to me like Tim has only payed jade out for being an idiot - desperado / stalker then the idiot for caring for Ed and thinking he cared.
Tim thinks he was the one who pushed Ed into Jades arms remember. This was after the months when he knew Ed showed no romantic interest. At the very end after Ed leaves he is telling her that she should walk away. I agree with the other idea that it's more like he sets things up to suit him at the time. After Ed got closer to Jade and Tim got what he wanted for his own agenda - Ed to lose viewer appeal, he could pull them apart. Or just act caring to Jade, but he obviously never showed any care before then. And while doing so he makes out Ed is bad because he should supposedly be in love with her after a couple weeks (pfft yeah right), and himself as amazing giving this caring advice.