This is the gap in understanding that exists between the neolib theoretician and a conservative who does things in real life. You don't solve problems by throwing money at them. You solve them be going in, volunteering your time, and doing work. I've done 1,000,000,0000X more work for the poor & needy than 1/1000000000ths of Brand's profits could ever accomplish. Volunteerism and personally donated charity will accomplish more than a trillion of Brand's brand of self-important faux-intellectual drivel will ever do.If he donates 1/10000000000th of his profits to anything, he would have effectively accomplished more for that cause than you (or any regular civilian) ever could no matter how righteous you are.
Those who think Brand's got the right idea are just people who don't actually volunteer their time to help the poor themselves and want to feel like they're "doing something" by offloading actual charity onto the government. It's the lazy intellectual's escape hatch from actual service, which substitutes money for love - dictatorships for freedom - and bureaucracy for service. But history has repeatedly proven socialism to be the opposite of helping the poor, and yet every generation has a new strain of hipster doofuses who think they've got it figured out this time around. They never learn.