There's no manual for how to care for your friend when they get sick(er). Yes, there are a lot of words written and work done about the chronically ill and disabled experience, but no two sick people are the same. The ways we prefer care are unique.
"There's nothing I can do," he says and it's not like I don't already know that. It's not like I haven't spent hours reading the same words on the same sites over and over again, repeatedly coming to the same conclusion.
Some things I learned in my year at an early-stage startup (employee number 10!), including how you probably know more than you give yourself credit for, it's OK to not know everything, and you don't have to spend all your time working to get work done.