i think his family might be well off, and seeing how the conversation with his step mom and dad went he can easily replace those items even though his relationship with them is strained
Bro never experience the hopelessness of losing objects. Most likely he ever knows that objects can be replaced easily. So, despite they're gone, it isn't bother him. About the feeling of security tho, I guess his personality is too carefree to be depressed.
Why is bro so chill after getting robbed lmaoo