Who is this story about?
There are two potential main characters and neither appear to be specified as such.
After specifying the main character;
What is the inciting incident? What makes them need to do something?
What is their goal? What do they need to achieve that will drive them through the story?
The character descriptions are too long "...pragmatic and manipulative businessman?" thats three descriptions that don't compound each other rather add very little in their own right. What is the one characteristic that will drive this character to do what he does in the story?
Same goes for the high school student.
Hope this helps.