The amount of money you start with does not matter,as long as you have a good bankroll management and you know your limits. Obviously a rich person can afford to play higher stakes, take more risks, and win more money but at the same time he has much more to lose on the long term because he's got so much money. A poor gambler can only lose the amount of money he has, which is little and even if he ends up losing everything it won't affect him that much. If a rich person ends up losing everything to gambling, that would be a disaster for them and their life. Therefore, both rich and poor gamblers should be careful to gamble and risk only the money they can afford to lose.
I agree with everything said apart from the part where you are of the opinion that the winning of the poor are small so it will not affect him as much as the winning of the rich. This statement is not correct and should even be the other way round. The poor might be gambling with almost everything he has even though it will appear small and insignificant but the rich might be gambling with just a little part of his money even though that may appear big and can even be what the poor targets to win. I think losses affect the poor more than the rich, hence the poor should be very careful how much of their limited capital is put into gambling.
I would rather be neutral here because it depends on the rich and poor in question, we can not generalise it, and also the amount of money they wager matters here. The poor and rich discussion is always relative to a particular discuss, but some people often omit that fact believing when you are rich, you can't lose the riches if the care is not taken due to risks and mismanagement. It is not about the fact that the poor, for being poor will always wager all their money, No, or the rich because they are rich can wager any amount and not feel it, No. The two have their limits, there are amounts that the poor would wager many times and will not feel anything, and there are amounts that the rich will wager fewer times than the poor and feel it more, so it depends on the amount of money the two are wagering at that time.
More calculative and managerial poor gamblers are better at gambling, and the fact that they are poor doesn't mean that they are desperate to make money from gambling, it might just be a hobby or a means to try their luck for more money once in a while. With this, the poor will always be gambling responsibly and there's no way their gambling habits can attract insults or pains to them. But if the rich are not so careful, they will lose their guard and gamble irresponsibly despite having more money. This so-called "more money" of the rich has limits, and if not carefully spent, it will get to the point that it will hurt them severely.