To say that this is a trust issue in Olicity and that Felicity was wrong not to trust Oliver is to throw out 3 + seasons of Arrow canon. One of the major problems Oliver has always had with his team, especially Diggle and Felicity, is that he keeps them from the truth and in so doing, screws things up all by himself instead of getting their insight into the situation.
Oliver may have needed to rely only on himself during his five years away but when he got back to Starling City, he has repeatedly be shown to screw things up when he ignores his Team and makes decisions entirely on his own. Not telling Thea that Malcolm was her bio-dad got Thea not only living with Malcolm for 6 months but also got Sara killed by her.
Oliver decided he had to fight Ra's all on his own. That didn't end well, if Maseo/Sarab hadn't been there, Oliver would have died in the snow. Does he learn his lesson? No, he returns and alienates his Team by declaring that they are going to join forces with Malcolm Merlyn, the man who killed his father and caused the death of 503 people in the city including Oliver's best friend, who drugged Oliver's sister to kill his former lover and set everything into motion. And of course, once again, Oliver can't do it alone. He needs the help of all of his Team but first, he convinces that they are going to die in the Nanda Parbat prison of a deadly virus. Imagine how they must have felt, not only those further from him like Ray and Laurel, but Diggle and Felicity. And still they helped him save the city once again by catching the carriers and the virus while he fought Ra's. Every time Oliver tries to do something alone, it doesn't work.
Lyla forgave Oliver kidnapping her long before Diggle did. Why? Because Diggle was closer to Oliver, he thought of him as his brother who he could save so Oliver's betrayal was much harder on him. Felicity is even closer to Oliver, she forgave Oliver everything at the end of the season because she loved him and thought he had finally learned that he had to communicate with the people close to him and not make decisions entirely on his own. But now she's in a relationship with him and as he breaks her trust, he may break the relationship entirely by lying to her.
This isn't an Olicity problem, it's an Oliver "keeps doing the same thing hoping for a different result" problem.
I'll take Door 4, that she is The One (he was ready to propose to her in the season opener) but he's afraid that if he tells her about the kid, she'll leave and that's what knocked him off his game in T1. Like Sara, he feels that what he's done in the past has made him unworthy of being loved.
The irony is that the T2 situation was created by Barry misdirecting Oliver. Barry gave Oliver the impression that Felicity was angry because she found out he had a son. That's not true, she was angry because he kept lying to her. So in trying to give Oliver a heads up, Barry ended creating the very situation that Oliver had tried to avoid (i.e. Felicity being so angry she left him).
The other question, though, is why Oliver hadn't already told Felicity about the pregnancy. He wanted to propose, he wants children with her, why hasn't he yet said "When I was younger, I got a girl pregnant but the baby died. I didn't know how much I wanted it until I heard that it had died." That would have been a logical, adult conversation to have.
I don't think they were foreseeable benefits, rather it was knowledge of what failed i.e. leaving Carter to bring back Kendra's memories. Knowing that, Oliver looked around for an alternative to help Kendra and he went to Cisco because Cisco was written to be the MVP after Oliver and Barry in this two parter.
Oliver may have needed to rely only on himself during his five years away but when he got back to Starling City, he has repeatedly be shown to screw things up when he ignores his Team and makes decisions entirely on his own. Not telling Thea that Malcolm was her bio-dad got Thea not only living with Malcolm for 6 months but also got Sara killed by her.
Oliver decided he had to fight Ra's all on his own. That didn't end well, if Maseo/Sarab hadn't been there, Oliver would have died in the snow. Does he learn his lesson? No, he returns and alienates his Team by declaring that they are going to join forces with Malcolm Merlyn, the man who killed his father and caused the death of 503 people in the city including Oliver's best friend, who drugged Oliver's sister to kill his former lover and set everything into motion. And of course, once again, Oliver can't do it alone. He needs the help of all of his Team but first, he convinces that they are going to die in the Nanda Parbat prison of a deadly virus. Imagine how they must have felt, not only those further from him like Ray and Laurel, but Diggle and Felicity. And still they helped him save the city once again by catching the carriers and the virus while he fought Ra's. Every time Oliver tries to do something alone, it doesn't work.
Lyla forgave Oliver kidnapping her long before Diggle did. Why? Because Diggle was closer to Oliver, he thought of him as his brother who he could save so Oliver's betrayal was much harder on him. Felicity is even closer to Oliver, she forgave Oliver everything at the end of the season because she loved him and thought he had finally learned that he had to communicate with the people close to him and not make decisions entirely on his own. But now she's in a relationship with him and as he breaks her trust, he may break the relationship entirely by lying to her.
This isn't an Olicity problem, it's an Oliver "keeps doing the same thing hoping for a different result" problem.
I'll take Door 4, that she is The One (he was ready to propose to her in the season opener) but he's afraid that if he tells her about the kid, she'll leave and that's what knocked him off his game in T1. Like Sara, he feels that what he's done in the past has made him unworthy of being loved.
The irony is that the T2 situation was created by Barry misdirecting Oliver. Barry gave Oliver the impression that Felicity was angry because she found out he had a son. That's not true, she was angry because he kept lying to her. So in trying to give Oliver a heads up, Barry ended creating the very situation that Oliver had tried to avoid (i.e. Felicity being so angry she left him).
The other question, though, is why Oliver hadn't already told Felicity about the pregnancy. He wanted to propose, he wants children with her, why hasn't he yet said "When I was younger, I got a girl pregnant but the baby died. I didn't know how much I wanted it until I heard that it had died." That would have been a logical, adult conversation to have.
I don't think they were foreseeable benefits, rather it was knowledge of what failed i.e. leaving Carter to bring back Kendra's memories. Knowing that, Oliver looked around for an alternative to help Kendra and he went to Cisco because Cisco was written to be the MVP after Oliver and Barry in this two parter.
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