Chief Complaints, your anonymous advice ft. Jimmy! "feeling hurt by my stingy boss" & "I accidentally said a hurtful joke"

Chief Complaints, your anonymous advice ft. Jimmy! "feeling hurt by my stingy boss" & "I accidentally said a hurtful joke"

May 19, 2026 · 19 min

About this episode

Connie and her husband Jimmy discuss listener dilemmas about workplace frustrations and recovering from hurtful jokes.

Welcome back to Chief Complaints, your listener submitted anonymous advice, this time featuring my husband, Jimmy! Today he helps me unpack 2 listener submitted dilemmas: 1. "My owner doc reduced my CE stipend stating financial hardships... and keeps buying dumb shit for the office - but investing in my CE after 8 years together, too much?!" 2. "Can you please go over how to recover from a potentially bad joke/unintentional jab that didn't offend the other party before but maybe did now?" IG: @drconniewang, @justaquickpinch

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