I haven't experienced a true worst gambling moment so far because I have a lot of self control and I know that no one got rich with gambling so I don't have high expectations from it and this is the reason I have not yet suffered a worst moment in gambling.
It all depends from where you want to go with it and what do you want to achieve with this.
Wow, I envy you a lot, just because you haven't had the worst gambling moment, like any of it. I think you could share a couple of significant losses in a way and maybe share something that you know to prevent further losses. It seems that you are a pro in it. I had many sad moments in gambling, and it all involves losing, I think that's just the category that it is in. All in all, you won't feel bad if you know that you have managed your funds correctly.