It's Occam's Razor, what scenario is the most obvious one: Ron paying rapidly increasing health insurance premiums out of his own pocket as he ages, or Ron badgering his film buddies to do him a solid by getting him enough SAG work each year to make sure he is covered by the SAG Health plan.
Just think in about five years, he will be covered by Medicare Advantage.
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"I'm a minor character in my own story", Steve Coogan as Tony Wilson in 24 Hour Party People