I think Saikat is just willing to spend more of his personal huge fortune on ads than most people usually are.

https://missionlocal.org/2026/04/saikat-chakrabarti-sf-campa...

I also get bombarded by anti-Saikat ads, most from "Abundant Future", which appears to be a PAC funded by Garry Tan and the Ripple guy. the ads loudly proclaim that AOC tweeted once that one of Saikat's tweets is divisive, and that Saikat is a millionaire. This coming from two guys who control a huge pile of money in San Francisco.