Ishimaru's a little nervous around the visibly Enlightened being a self-proclaimed ordinary man, but he'd hardly mind the company of someone like Ami. He really enjoys being with his Pokemon and meeting others, but he just hasn't had the opportunity to really show it without having something go amiss. Perhaps they could seize the opportunity to lighten him up a little! Cuddle puddles.

It's not a problem! It relates to the whole situation with Ishimaru's grandfather Toranosuke above - in canon, he rose up through the political ranks to became the Prime Minister of Japan without any education past high school, without any formal sponsors, and with unprecedented speed to boot. But it was his naïveté that led him to cause the disastrous scandal that ruined his family name, leading Ishimaru to believe that Toranosuke did what he did relying on natural talent, or "genius", rather than any form of hard work. His relationship to his grandfather is complicated, but Ishimaru resents the lazy and unmotivated in large part because of him.

To Ishimaru, genius is a double-edged sword, with any great gains made through genius being fragile at best. When he becomes Prime Minister/Councilmember, he's pledged to create a society where hard workers are justly rewarded. It's also heavily implied that Ishimaru himself has been casually called a genius on more than one occasion due to his high academic standing, and he reacts to the term with substantial anger and apprehension.

That was longer than I expected, but I hope that makes sense!