If you've made it Jan 1 to July 1 months without an accident, the chances of you making it to Dec 31 are now better than they were on Jan 1 -- because now they are just the chances of you making it six months, not a year.
The chances of flipping 6 heads in a row are 1/64. But if I've already flipped 3 in a row... the chances of flipping three _more_ heads in a row is 1/8, the same as always for flipping 3 heads in a row. The ones that already happened don't effect your future chances.
You might still die in one of the next 20 instances. But you've added a lot more not-dead time in between them!
Saying "I can do one more with minimal added risk" every single time after not dying is true and yet pointless, because it's not a given that "minimal added risk" = "not dying." It's survivorship bias to not think frequency doesn't affect the cumulative odds of your future planning solely because you've already done a lot of trials.