I know it's been a while, but I am have the same situation as the OP, namely that I am not clear about the meaning of the phrase "The insurance plan must be established ... under your business." I found this phrase in IRS Pub 535 for 2019, page 20. The wording "under your business" is used in several other places and in several other publications, but I couldn't find an explanation or definition.
My situation is this: I am retired. I started driving for Uber last year (2019) My health insurance (which I've had for a few years, since I retired) is from the Federal Employee Health Benefits. I am not a federal retiree, but have access to this plan because I was married to a federal employee for a long time. I meet the qualifications to enroll in this plan under Spouse Equity. This is an employer sponsored plan, I suppose, but I pay both halves of the premium, the retiree's share and the government's share. The policy is in my name. Since the policy is in my name, does this meet the definition of it being established "under [my] business?"
Any info is greatly appreciated.
