Obi-Wan Kenobi was aware of Anakin Skywalker‘s marriage to Padmé Amidala all along, according to Star Wars. Obi-Wan Kenobi was regarded as one of the greatest Jedi living by the end of the Clone Wars. The sad reality is that Obi-Wan was never the best Jedi Master for training Anakin Skywalker; Qui-Gon Jinn would have been a better fit. However, Qui-Gon was killed in battle against Darth Maul, and Obi-Wan pledged to train the Chosen One in his stead.
Obi-Wan would never be able to heal the gap left in Anakin’s heart by Qui-Death. Gon’s Anakin had long yearned for a father figure, and Qui-Gon stepped in as a surrogate father, albeit for a tragically short time. When Obi-Wan took Anakin on as a Padawan, he was still grieving his Master’s loss, and the two never had the kind of relationship Anakin desired; instead, they became like brothers. When Anakin was raised to the rank of Jedi Knight, their teamwork became much simpler, and they fought side by side throughout the Clone Wars. Anakin maintained his marrias age to Padmé a secret, despite his closeness to his old Master.
So he reasoned. Mike Chen’s new novel Brotherhood takes place just after the Clone Wars began, with Anakin Skywalker newly appointed Jedi Knight – and it reveals that Obi-Wan knew about his marriage all along. After Anakin’s knighting ceremony, Anakin and Padmé met paths in the Jedi Temple’s corridors, and Padmé was taken aback to find him without his Padawan braid. They thought there was an undetected moment of spontaneous emotion, but they hadn’t spotted Obi-Wan, who had unknowingly witnessed that moment of closeness. The newlyweds were far less delicate and discreet than they had imagined.
Obi-Wan suspected Anakin of engaging in a forbidden Jedi attachment and pondered addressing his colleague. However, he decided against it because he recalled his time as a Padawan and his affections for the Duchess Satine. He would have left the Jedi Order if she had asked him to, but they didn’t, and he never really recovered from the regret he felt for the life he could have lived. Obi-Wan wanted Anakin to enjoy the happy marriage he never had, so he decided to keep quiet.
This adds a fresh layer of sad irony to Obi-Wan Kenobi’s story, because there’s a simple reason he chose to disregard Anakin’s marriage: he was more committed to his former Padawan than to his Jedi oaths. Even as a member of the Jedi Council, Obi-Wan, regarded as one of the wisest Jedi Masters, continued to overlook Anakin’s romance. However, there are hints that the secret began to anger him as the Clone Wars progressed. Obi-Wan throws shade at his brother in Star Wars: The Clone Wars season 7, and he no doubt loves Anakin’s surprised reaction. Obi-Wan should have done a lot more than throw shade at the Star Wars series, because he knew his fellow Jedi was a hypocrite.