I haven't seen someone who takes a big risk in gambling who tells the story of their risk in a good way that it pays off for others to learn from. What you hear mostly from them is bitter complaints about the big losses they have made in gambling.
Yeah, one reason could be though that people usually share negative emotions more than positive emotions. Like we might not rate a restaurant if everything went good there but we will almost certainly leave a negative feedback if the food wasn't good or the service was poor. Same could be true for gambling, that people who win barely ever share their success stories unless they hit some jackpot and media is all around them.
Those of us who don't risk much in gambling tell the good side of gambling to be fun. When we tell others about our losses and small wins, people won't feel pity for us instead they will like to gamble like us, with little money, so that they will have many years to enjoy gambling without fear of financial bankruptcy compared to those who risk their money to make a fortune from gambling
Well, people gambling small amounts are just doing it for fun and they know they are not going to win a million dollars with that. Taking risks or not depend on how much money you are gambling with and what it means to you. If you have deposited a large sum you have to be cautious anyway and if you are gambling with $5 then better take some risk and take your shot at winning big.