A more precise definition of half-life is that each nucleus has a 50 percent chance of surviving for a time equal to one half-life. If an individual nucleus survives through that time, it still has a 50 percent chance of surviving through another half-life. Even if it happens to survive hundreds of half-lives, it still has a 50 percent chance of surviving through one more. Therefore, the decay of a nucleus is like random coin flipping. The chance of heads is 50 percent, no matter what has happened before.
The probability concept aligns with the traditional definition of half-life. Provided the number of nuclei is reasonably large, half of the original nuclei should decay during one half-life period.