Jonah needs to mind his own business and stay out of his dad's love life
SPOILERS here. If you still haven't seen this, go ahead and stream it, it's worth watching once at least.
The majority of parents would tell their kid to mind their own damn business when it comes to their parent's love lives, but because of the loss of Sam's wife / Jonah's mum, i guess Sam was giving Jonah more freedom.
Jonah was way out of line with Victoria, the woman tried her best to get along with him and he did nothing but be rude, then he called her a "hoe" when talking about her to that useless radio Dr, where the hell did this kid learn that type of language? it's disgusting, and then Jonah bitches about Victoria to Sam's friends about the way that she laughs, people can't help the way that they laugh, bottom line Jonah just did not like Victoria. I don't think Sam was attracted to her, but he wanted to see where their relationship would go on the personality aspect, but we as viewers only saw her twice - once at the restaurant and then at Sam's, he took her to the airport, then we don't see her again after that scene. So i guess Sam either wasn't that into her or he was taking into consideration the fact that Jonah disliked her.
Sam meeting Annie was inevitable, Jonah would not stop, he was obsessed with Annie Reed, and when he went the final length - heading out to NY, they had no choice but to meet her when she turned up at the ESB.
A child in Jonah's situation would probably always be desperate for a mother, but would they go to THOSE lengths? I doubt it.