I've had 1 tubeless flat in 3 years of riding.
I sliced the sidewall of a tire on a broken beer bottle that was hidden in grass - I was warming up for a CX race and was able to fix the tire by booting it with a dollar bill and inserting a tube.
I carry a spare tube, 2 levers, dynaplug racer, 2 CO2's/head, and a multi-tool. I think I might have a spare valve core in my bag too, and that same dollar bill. This all fits into a tiny saddle bag.