//Just some thoughts. The people that hurt Shinra were Nakura, Adabashi, Jinnai Yodogiri, and Kujiragi Kasane.
Izaya basically vowed to make Nakura’s entire life hell.
Izaya locked Adabashi in his apartment for three days until he managed to escape with a broken leg of his own sheer will.
Izaya got rid of basically the whole Jinnai Yodogiri corporation. (in volume 11, he pretty much confirmed he had nothing against being stabbed and in fact he considered himself “lucky” for it).
Izaya had plans to get rid of Kasane Kujiragi as well, and that’s when Shizuo showed up, appearing to have befriended her. And also when he coincidentally really began to want to kill him, right before he threw down the crane tower.
And in the Epitome of Eighteen Histories, Izaya’s part, he goes on to tell Shinra’s sister the dangers of Shinra being involved with Shizuo because of the possibility of him getting hurt and caught up in one if his fights, pointing out that you can’t just go back after he’s already hurt too badly. Though he was also obviously jealous of(and for)Shinra(as a part of humanity or as an individual, one) and said to Kazane something to the degree of refusing to “share” Shinra with Shizuo(and also said to Shinra “I’d rather you cut your ties off him as soon as possible.” Maybe he was somehow afraid to lose to Shinra to somebody he felt was even more of a monster that himself?
Also his conversation with Celty in Volume 9 before he punched the telephone pole kind of reminded me of Haruna’s first conversation with Anri. “I could never hate Takashi for falling in love with somebody else, but the one he falls in love with; I won’t forgive them.” Or something like that. Izaya was only ever supportive for their relationship from Shinra’s side of things.(just like how he refused to “share” Shinra with Shizuo. :P)
I also believe that Shinra is Izaya’s “god”((aka his past)).
((The thing about Haruna, I feel really bad for Celty and Anri, but I also feel bad for her, because Takashi used her and her family to get money! She said herself in spite of everything he did to her, she still loved him even when he basically threw her away when he “got bored of” her. He’s a piece of scum that deserves to rot, and both Izaya said for a teacher he was pretty stupid, and I agree. I’m glad they showed Nasujima’s shady past in the light novel) and Shizuo for once felt the same. Thank Narita that Shizuo got to beat him up in the Volume 2 epilogue. X3))
Plus, when he realized he might be betraying Shinra and that he would probably be mad at him, he laughed before punching a telephone pole.
Furthermore, he actually told Mikage that the “guy I thought was my best friend” just hung up on him in the hospital.
Also, before Shinra and Izaya talked on the phone in the hospital, Izaya had plans to leave because he knew they probably saw his pocket knife, therefore he seemed suspicious to them.
But suddenly after Shinra tells him “go die chest-first into an iceshaver”, Izaya suddenly decides to stay at the hospital thinking, “might as well go out with a bang”. Plus, when Shinra hung up on whim, he actually bitterly said “what a piss poor excuse for a friend”, before deciding to “troll” him, for him ignoring him. Shinra and Miyoshi are the only two I believe he showed irritation at being ignored or left out by(with the hotpot thing he decided to have his own, most likely because he spited Shinra not inviting him to the hotpot party).
Kadota(despite all of his advice to stay away from Izaya) also said “If you want his love, you have to be his friend first. Start with your own to love him on the line, go to him as a friend on the line, and you will that he was unexpectedly the type of guy who has the strong bond of friendship.”
Plus, confirmed by Durarara! Light novel Volume 2 epilogue, according to Izaya, Shinra, Simon, Shiki, Yumasaki, Karisawa, Kadota and Togusa are not his pawns.
And despite that he called everyone his friend, when Celty suspected he was to blame for Shinra getting hurt, he texted her “It was not me. I’m not stupid enough to hurt a friend. I have few enough of them as it is.”
In other words, to shorten this into one sentence:
Don’t mess with Izaya’s best friend or friend, or you will pay dearly.
Oh, I just saw the theory that Frances might have known about OC being a “"fake”“ even before the reveal, and when you think about it, it…honestly makes sense? That would explain why Frances keeps telling O!C to prove himself “worthy” to be Lizzy’s husband. I mean, why would he still need to prove himself to Frances when she and Vincent themselves were the ones who betrothed them in the first place?
Idk, I’m not a theorist. I just really love this theory because it would mean Frances knew all this time, but decided to keep it a secret for O!C’s sake, possibly because she knows how O!C feels, having lost her family too. And maybe because it means she’s okay with O!C marrying her daughter.