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The returns of S&P 500 over decades have been huge and are based on owning some of the best businesses and also some business with deep state and goverment connections. You can't use this argument to argue against people who manage to be very successful because they did not perform to the level of S&P 500.
Also, past performance is no guarantee of future results. Maybe it will be more impressive than the market over 40 years.
I dunno how successful Trump has been, but the skill set to grew successful business is one that can't be so easily dismissed by the alternative of just putting your money towards an index. You actually need people who do the work to benefit from owning a small slice of the top 500 businesses.
Handing out his money to the Kushners if by these you mean the family that includes Jared Kushner whose father was a con man, wouldn't have made Trump much money, because he would have just given them his money. And dealing with them otherwise from a weaker spot and giving them money expecting a return, if that is what you mean, might have ended with them conning Trump or giving him a bad deal.
And as per the quote, they have been already successful apparently while Trump build more generational wealth from a lower base if indeed he is as successful as Slowboy portrays.
You can't just be the son of Kushner dynasty by being Trump. Just like Trump's own rise isn't the same as more self made men who started from a lower spot. It is good for people outside the biggest dynasties to also work to build bigger generational wealth. Just like you can't just dismiss success by pointing at putting the money at S&P 500.
Although they did join together eventually. Plus, you haven't provided any evidence that the Kushners could use the same money by Trump, from the same point (modest real estate business claimed by Slowboy), to be more successful.
I doubt you have really investigated the issue in the depth it requires and made the calculations.
And of course Charles Kushner tried to screw over his brother in law. https://eu.northjersey.com/story/news/new-jersey/2020/12/23/prosecuted-chris-christie-charles-kushner-pardoned-donald-trump/4034767001/
However, since the Kushner family and Trump family joined together and he pardoned Charles maybe this episode does reveal something negative about Trump too.
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