Best candidate

As he watched the towering stacks of paperwork on his desk, Orochimaru wondered why the hell he had wanted to be Hokage, even with all the power the title gave you IT WAS NOT WORTH IT, he used to be a scientist, he had liked performing experiments, discovering new things, learning new jutsus... It had been years since he had been able to do anything like that, and the closest he came to research was searching for the right files for whatever he had to deal with now (and if he ever had the time for it he was going to find out how there could possibly be so much paperwork... His theory was that it was able to reproduce somehow). Now he understood why sensei had been so happy to hand over the hat, and why he had then given him the job when the Yondaime had died sealing the Kyuubi. He also knew that being passed over for the position wasn't because his sensei didn't trust him, as he had thought at the time, no, he had just wanted to spare him from repeating his mistake, Tsunade and Jiraya had been smarter than him, by refusing to even consider taking up the position.

At times like these, when he was submerged by the omnipresent paperwork and those damn elders led by Danzo kept being annoying, he wished that he had never tried to become Hokage, he wished that when he was first passed over for the position he had done something stupid that would make sure he never ended up like this, even being a missing nin had to be better than being Hokage.

As Maito Gai reported to him far too loudly, and he watched out of his window only to see that the Uzumaki boy had covered the Hokage monument in graffiti, for then to run away managing to evade even the ANBU, he once more regretted not being caught about those Mokuton experiments, then his sensei would have been forced to punish him, and he wouldn't be where he was now.

He had tried asking his sensei why he had been elected as Godaime Hokage once, the answer? Well it was something along the lines of "Why not, you and Minato were the two best candidates for becoming the Yondaime, now that he's dead and we need a new Hokage you are the most qualified"

He got away

Itachi didn't want to hurt his little brother, but it was necessary, he needed to be motivated to become stronger, and so he applied the henge, to change his appearance to that of the man claiming to be Madara, before going to him. "Tsukuyomi" he showed Sasuke how he had killed the whole clan (still showing himself as 'Madara'), then told him that he only left him alive because it was a well known fact that the Mangekyo Sharingan drove the people using it blind, and so he would need replacement eyes one day.

His little brother dealt with, and the ANBU rapidly approaching he created a Kage Bunshin henged as 'Madara' which fled the village, making sure to be seen but not caught, while he stabbs himself a few times with a kunai to make the whole thing look more realistic.

The next day it was announced to the village that the Uchiha clan had been killed except for the two sons of the clan head. Uchiha Itachi had fought the killer, but despite being a prodigy he was only 13, and had been defeated, and the ANBU had arrived too late, so the killer had gotten away.

Shortcut

The Moon's Eye Plan had had yet another setback, as Yagura had been killed without the sanbi being sealed again, thus causing it to disperde. At this rate Akatsuki was never going to accomplish their goals, probably because S-ranked missing nin, by nature, weren't people who worked well with others, the perfect example being Kakuzu, with his habit of killing his partners.

At this rate he would probably be Madara's age by the time they were ready to use the Eternal Tsukuyomi, if they ever were. He remembered his first question about it when Madara had told him about his plan "Does Sharingan genjutsu even work if reflected? Don't you need to look someone directly in the eyes to use it?".

He might not be able to save the whole world, but he was tired of waiting, and wanted to see the people he had lost again, everyone else could manage on their own, and Nagato had his own plans to bring peace, after all. This might be a shortcut, and maybe a rather egoistic one, but he was going to use his Plan B.

And so he went into the bathroom of the base (the nearest place he could think of with a mirror), looked into his own eyes and activated his Mangekyo Sharingan "Tsukuyomi".

"Hey, Itachi! Did you put Tobi in a genjutsu?" "No, why?" "He lies passed out in the bathroom and won't wake up, looks like he is in a genjutsu" "Well, it wasn't me" "So what, did he genjutsu himself? Noone else here is that good at it" "It's the best explanation I can think of"

Grandpa

Danzo had finally managed to escape to his study to work, he loved his wife, but at times she really made his life difficult. When he first met her Keiko had been young, beatiful and quite shy, as opposed to her mother, one of the bossiest people he had ever met (he had been terrified of his mother in law, and had to admit he had felt relieved when she finally passed away, no matter how sad his dear Keiko had been), now she was still beatiful, at least in his eyes, what he hadn't considered was that the reason for her meek nature was the presence of her mother, once away from her, and in charge of a family of her own she had become a force to recon with. "Young man, what are you doing! Danzo! How many times must I tell your agents to use the door, not the windows!" "I'm sorry Keiko-sama" "And take off your sandals!" It was hard for his pride to know that his Root operatives were more afraid of disobeying his wife than him "...you look much better Shin ... and how is your little brother doing? ...are you sure you don't want some tea?" He really couldn't understand how, after five children of her own and a veritable tribe of grandchildren she still felt the need to mother his Root agents. But enough musings, he really had to solve this situation with that damn fool Fugaku planning a coup.

Just then one of his grandchildren who had recently started at the Academy came running inside "Grandpa! Look what I can do! Katon: Gokyaku no jutsu" he barely managed to save his paperwork in time "Well done Ryuusui, but perhaps it would be better if you practiced your fire release outside, so that you don't risk burning down the house".

He really had to solve this situation, before Homura or Koharu decided to do something drastic, and the whole clan got killed off, his wife, children and grandchildren included.