As he has worked with Tamaki personally, Taishiro sees a lot of potential in Tamaki, praising his abilities to be above most pro heroes. However, he also understands Tamaki's flaws and weaknesses and is shown to be concerned for Tamaki when he is placed under a lot of pressure. Nevertheless, he demonstrates a great deal of confidence in Tamaki despite his hesitation, as shown when he allowed Tamaki to face off against three villains on his own.
Taishiro employed Eijiro Kirishima through Tamaki's recommendation. Taishiro sees a great deal of potential in Eijiro and praises his prowess. After the battle against Rappa and Tengai, Taishiro admits that he underestimated Eijiro and acknowledges his manly heart.
The two pro heroes are acquainted with one another and recognize each other's abilities. However, Fat Gum's overly emotional personality conflicts with Sir Nighteye's calculative nature. Fat Gum does not approve of Nighteye's calculating methods, as seen during their meeting regarding Eri and the Shie Hassaikai.