Dennis Hoagland is Henry’s boss at Glimmer & Company. He’s a control freak who claims to care about his employees’ well-being but, in reality, only cares about them insofar as they’re able to successfully complete their assignments. For instance, he frequently calls to check up on Henry in the period after Lelia leaves him to be on her own, but Henry can tell that Hoagland doesn’t legitimately care about Henry’s emotional state—he just wants to make sure he’ll be able to complete his next assignment. To that end, Hoagland frequently sends Jack to check on Henry’s progress as he works to gather information about John Kwang. When Henry has trouble transmitting sensitive information about Kwang, Hoagland senses his hesitation and sends Jack to put some pressure on him. On the whole, both Henry and Lelia see Hoagland as an unpredictable, somewhat dangerous person, which is why Henry doesn’t simply quit his job in the middle of the Kwang assignment: there is, after all, no saying what Hoagland might do to him if he were to do this.