SF is incredibly liberal, I could absolutely see Nancy losing and finally being forced to retire. Just gotta get people out to vote during the Primary.
Pelosi was elected when she was 41-42. Saikat Chakrabarti is 39, so only a couple years younger than when Pelosi was put into Congress. This is the perfect time for her to be forced to retire.
It really isn't. Local politics in SF has long been a struggle between property developers and tech bros versus community-based groups. Pelosi, like Feinstein and Newsom, are from the corporate faction. And San Francisco has, over the past few decades, been changing into a theme park for trustafarians and high-tech drones, as artists, musicians and other interesting people have been priced out.