I am doing some planning for later part of this year when my wife becomes unemployed (voluntary). I hope a HR specialist in benefits can help answer some questions that I have. Situation: My wife will voluntarily resign from her job (effective end of August). She is planning on going on Cobra for 1 to 2 months because she has reached her deductible max and out of pocket max. She is planning on major medical procedure in September/October timeframe, so for us, it will be cost effective to wait until the procedure is over before moving her to my insurance plan. Our Plan: Once the medical procedure is completed, we want to then get off of Cobra and add her to my insurance plan. We know she qualifies to get on Cobra and can end the Cobra coverage after a couple months. Questions: 1) What qualifies as a life event where I can then add her to my health insurance? I know end of employment qualifies (August 31st)? Does end of Cobra coverage 2 months after end of employment qualify (October 31st)? 2) If I can add her to my insurance at the end of Cobra coverage, is the effective coverage date back to September 1st when she is unemployed or can it start November 1st when the Cobra runs out? From what I understand, if the coverage effective start date is September 1st, Cobra becomes secondary to my insurance (which will be worthless to me because my insurance would be on the hook to cover the medical procedure). Any help is GREATLY appreciated.