Those gamblers become poor not just with finances but also with mentality. They've been shackled by the thought that they will still recover and be fine after all that they've done. It's best for them to just stop and realize that they have done something wrong to themselves and selling almost all and everything made them release a poor decision that had reflected to how they think.
But when looking at the condition that is already severe in terms of addiction and continues to sell what they have, it is actually quite difficult to sober up gamblers like this before they really realise on their own when they have lost everything they have.
There are many examples of this happening where those who are addicted and cannot control their gambling activities actually do more and sometimes with unreasonable bets just because they want to restore the situation that is not in their favour.
But in the end this is clearly a mistake that is getting fatal and they know it but they don't want to admit directly that what they did was a mistake because this will make them regret it from the beginning. Those who are already at this point will not stop before what they want to do happens by gambling continuously until their money and assets are exhausted and only then do they regret what they have done.