My son who has a learning disability/high functioning autism/ASD, has difficulty holding down a job and has periods of unemployment mixed in with working in minimum wage jobs. It has been such a pain that he gets health insurance through work, then loses it and goes on Medicaid that has a long approval process, then back to another job and 90 days later, gets on employer insurance plan again or sometimes not if he cannot get full time work, rinse and repeat.
With this change, I am thinking that the next time he loses employment, he needs to apply to ACA and declare income above 138% of FPL. His tax return has been above 138% for the past few years, so it should not be an issue. He has a ton of capital gains in his brokerage account - money that I have been gifting each year that is invested, so in the event that he does not make 138% of FPL, we can easily sell some positions to make up the difference. In a way, it's also tax harvesting without the need to pay capital gains tax, something that we have not done for him. He has enough capital gains that he can do it for many years.
Does anyone see an issue with this approach?