Downside is that you would just be alive, not necessarily well off.
You fall off that building, and you manage to live, but are paralyzed from the neck down. You get shot in the head, the gun doesn’t misfire, but it just lodges in your brain, causing you to experience convulsions.
If you rigged up a system to kill you if your lottery numbers don’t come up, then unless you’ve done some extremely rigorous engineering, it is more likely to fail than you are to win. Maybe it fails badly, and just leaves you maimed and crippled, and without any lottery winnings. It may also fail on a false negative, killing you just as you start feeling the excitement of having won.
Quantum immortality would be a natural extension of many worlds. If many worlds is true, then quantum immortality almost has to be.
There is also the proposal, that we are all results of quantum immortality, because if the universe is unstable, and reverts to a true vacuum, then the universe that we all inhabit is the one where that hasn’t happened yet. The universe may only be stable for a few milliseconds before ripping itself apart, but, by no coincidence at all, we find ourselves only existing in the ones that haven’t.
But, this is, similar to the “are we living in a simulation” discussion, purely a philosophical exercise. We should attempt to live our lives as though they are real, the consequences for are acts are real, and that we only have the one shot, the one timeline. Sometimes when I play the lottery, I think that it’s interesting that I am guaranteeing that in one of 300 million universes, I win, but also that in every other one, I am disappointed (well, I guess there are some where I may be content with lower tier prizes). But it is an amusing thought, not a life changing philosophy, not a way to live my life.