Not as much since Affordable Care Act (Obamacare) became law over ten years ago. Anyone can get minimum essential coverage, with a subsidy if income is low enough (as it would be when out of a job), regardless of pre-existing conditions.
If you go without a job for a while and you don't want Medicaid [edit -- not even an option: and you don't want to submit to an invasive examination of your finances], you are paying out of pocket for individual marketplace plans. While they run a lot cheaper than COBRA, they are still hefty (ca. $500/mo for 2 people at minimum coverage).
Maybe it was worse before the ACA but it sure isn't a picnic after.
Can you clarify on the "invasive examination of your finances"?
In my experience, when you apply on healthcare.gov, you simply enter your estimated income for the year you're applying - that's it, and you get the subsidy. Then when you file your taxes for that year, you either get more subsidy as a credit, or pay some back depending on whether you came in above or below the estimate you provided on the application.
