COBRA rates are 3-4x higher than individual plan insurance every time I've heard about them.
In a rapid-churn economy like tech, where people often strike out on their own and companies cease to exist etc., the few $K a year it takes to maintain your own individual plan is something everyone should consider. As you age, starting a new private plan becomes frighteningly expensive, and if ACA doesn't stick, it may become impossible again for many people.