Assume plutocracy/oligarchy = what we have now & bad, democracy good - how to get there from here?

The only system I can think of that might possibly be better than capitalism is democratic socialism (as distinct from one-party Stalinism, and as distinct from social democracy). And, AFAIK, democratic socialism is the one system proposed in modern times that has never yet been tried.* (Unless you count the Spanish Revolution, which was really more anarcho-syndicalist.)

*Well, Libertarianism also has never yet been tried unless you count failed states like Somalia.

Andrew O’Hehir addresses a related topic in a recent article, with a pessimistic outlook:

Yeah, I was going to say this too. Big money has been getting increasing influence on politics in the last decade, especially with the SCOTUS case. I would even be in favor of some kind of total restriction on private donations. I can see a fairer government where all candidates for office are forced to use only a publicly funded pool of dollars for their campaign. It wouldn’t matter if you’re rich or poor, you could only spend the exact same amount of money as your opponent. I can see that easily working out if we eliminated the stupid assumption that money equals speech.

I would also remove all non-humans from donating to campaigns as well, meaning no donations from an organization, none from a business, club, or group. All money must be given, if it is to be given at all, from one person to another person.

On that note, see this recent article in The Nation: “What Was Democracy?” Very long but well worth a read.