The man just wanted to know Ainsley's thoughts or opinions about him.
Although the first ancestor had already decided to follow Ainsley as her new spirit, he still had some scruples in his heart, afraid that his descendant actually preferred that mafia boss compared to himself.
The man himself was a proud person, so he was also extremely competitive and quite disliked the Godfather who was one of the most famous ability users in his era.
The first ancestor was also famous, but he was indeed not as well-known as the Godfather, which was why he was obsessed with improving the Asmodeus bloodline that he got from a chance encounter.
Even after his death and becoming a spirit for thousands of years, the man was still obsessed with this, and that's how he remained a spirit and could not reincarnate.