He finally had enough Chakra to use the transformation technique perfectly and become the image of Rokku Nara, a Jounin that had been prepared by his father and ordered to vouch for someone of his appearance appearing around the village, The perfect transformation technique changes the user visually as well as physically, but because it would be made up of chakra he had to make sure no Uchiha or Hyuga clansman sees him when their Bloodline is active.
To facilitate that he had invented a technique that lets him continuously sense the presence with any sentient lifeform using their Shadow. He had used his Chakra control to make a heavily controlled Shadow Clone, which would not have been possible otherwise with his minuscule level of Chakra, the clone had by now put a minor description to everyone in the leaf, He could use his Shadow sense to cover 6th of the village, so his clone only had to walk around the village for the entire month to classify everyone living there.
Leaving a Shadow Clone to appease his mother Shikamaru left to the Library, using his Jounin Identity he was going to be able to access almost all the information in the village not exclusive to clan ninjas and he was going to make use of it to the max.
Hyuga Hinata's kidnapping by the hidden clouds head ninja was a shock, but luckily he was nearby for his shadow sense to realise that the Byakugan Princess was with an unknown signature, so he manipulated the event in a way that Hizashi Hyuga had reason to activate his Byakugan with a well-placed spike of killing intent, it was short enough and targeted for the Cloud ninja to not notice and also for Hizashi to not see that It was from someone that had never killed before, After the Hyuga branch member incapacitated the ninja and saved Hinata, the ninja was taken by ANBU to the Yamanaka's, last he heard Cloud had to pay 10% of their mission pay for a year pressured by the Fire Daimyo.