#886: “I’m very anxious about an upcoming work trip. Can you help me figure out how to be professional and take care of myself?”

Hi Captain! I am hoping you can give me some scripts and tips regarding an incredibly awkward work trip that is approaching in about a month. I have been with my company for many years, but have obtained a promotion a year ago and am now remotely supervised. My boss also has another employee is … Continue reading #886: “I’m very anxious about an upcoming work trip. Can you help me figure out how to be professional and take care of myself?”

701: “How do I care for my ill and grieving mom when I am stretched so thin myself?”

Dear Captain Awkward, One year ago my father passed away. It was a several year battle against cancer that he eventually lost, and I still miss him deeply. My mother has struggled in the aftermath. She has been overwhelmed with loneliness and sank into a depression. She loved my father deeply and he was her … Continue reading 701: “How do I care for my ill and grieving mom when I am stretched so thin myself?”

#626: Self-care tip: Stop auditioning for the approval of people who dislike you

Hello Captain! I’m writing to you about a lady in my friend group who seems to dislike me very much, and makes social gatherings very uncomfortable. Some back story: I started dating my boyfriend Brad about 4 years ago, and hung out with his friend group consisting of his friend from childhood Jake, Jake’s wife … Continue reading #626: Self-care tip: Stop auditioning for the approval of people who dislike you

#1280: “Am I a terrible daughter for moving out and leaving my mom to care for my grandma?”

Hi Captain, I’m the youngest kid in a South Asian family. I’ve lived with my parents for four years because I have a career in the arts and have only recently started to earn enough money to pay rent and also, like, eat. I’ve also stayed with them this long because my frail grandma lives … Continue reading #1280: “Am I a terrible daughter for moving out and leaving my mom to care for my grandma?”

#1262: “My housemate keeps exposing herself to me/the world/everyone.”

Dear Captain Awkward, My 50+ y/o housemate has a problem, and I don’t know how to help. Sounds stupid but her pants are always falling down. At any given moment inch(es) of her rear crack are exposed. It started years ago, most often when she would bend over, but it has progressively gotten worse–any time … Continue reading #1262: “My housemate keeps exposing herself to me/the world/everyone.”