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Next month
FYI, you can be uninsured for up to 60 days, then elect COBRA retroactively if something happens
You're paying in full. But, if you have low/no health expenses, then don't make the retroactive election and pay nothing
Typically you are covered til end of month. Always good to quit say 12/1 versus 11/39
Be careful with this rule of thumb if you already have your new job it is often beneficial to START employment effective on the first of a month especially if the month is January. Many bonus plans require you to have been employed by April 1 (for example) to qualify for a year end bonus in the first year and many pension plans only count years of service starting with the first full calendar year so you can lose a whole year if your official start date is Jan 2 instead of Jan 1.