I loved seeing the update OMY.
I end up having similar thoughts on the health insurance, we're married with no kids and either will fill up the 12% tax bracket and pay full price, or let our income be in the range of $65,000 and pickup a tax credit worth around $3,000 towards health insurance.
One neat thing we've figured out is with some self employment income, those premiums become an above the line tax deduction. We're picking up at least $1,000 in easy gig work to stay active (mainly shopping high dollar Costco orders for Instacart)