In a metropolis the place even startups go to die, Saikat Chakrabarti is attempting to revive one thing far tougher: the soul of the Democratic Party. The 39-year-old Indian-American political organiser, greatest referred to as the architect behind Alexandria Ocasio-Cortez’s beautiful 2018 win, has now skilled his sights on a political Goliath — Nancy Pelosi, the longest-serving member of Congress from California.And sure, she’s working once more.“I’ve decided to run against Nancy Pelosi,” Chakrabarti posted earlier this yr, considerably matter-of-factly, on X. “I know some of you might be surprised… but she is — for her 21st term.”Pelosi, who has represented California’s eleventh District (primarily, San Francisco) since Ronald Reagan was president, stays a towering determine in Democratic politics. But for Chakrabarti, her endurance is precisely the issue.“She basically made the case for how the Democrats don’t really need to change,” he instructed native reporters, referencing Pelosi’s post-2024 remarks after Donald Trump reclaimed the White House.That assertion, for Chakrabarti, was a pink line. If the Democrats weren’t prepared to course-correct after a second Trump time period, then possibly it was time another person pressured the difficulty.
Saikat Chakrabarti
Born to Bengali immigrant mother and father in Fort Worth, Texas, Chakrabarti went from Harvard laptop science grad to co-founding a tech startup, to an early engineering function at Stripe, the monetary big. Then got here 2016.Disturbed by the political chaos of the Trump-Clinton showdown, he joined the Bernie Sanders presidential marketing campaign, constructing grassroots digital instruments and witnessing the hole between Democratic messaging and working-class issues. What adopted was the co-founding of Justice Democrats, a left-wing rebel group aimed toward changing centrist Democrats with progressive ones.Their largest success? Alexandria Ocasio-Cortez, a 28-year-old bartender from the Bronx who took down 10-term Congressman Joe Crowley in 2018 — with Chakrabarti as marketing campaign supervisor and later, her chief of workers.But the Capitol didn’t go well with him for lengthy.He exited in 2019 amid friction with Democratic management, after a collection of now-deleted tweets criticising moderates. One in contrast them to segregationists, prompting then-Speaker Pelosi to concern a uncommon inside warning to members: cease combating on Twitter.The institution did not overlook.
Now again in San Francisco, Chakrabarti has arrange store with a coverage assume tank targeted on local weather and financial transformation, and is attempting to do what many progressives dream of — tackle the system from inside.His marketing campaign is anchored by the Mission for America plan — a sweeping public funding programme that blends local weather motion, job creation, and common social protections. If the Green New Deal was the primary draft, that is Chakrabarti’s second chapter: technocratic, detailed, and unapologetically radical.“I’ve talked to so many people in San Francisco who respect Pelosi,” he mentioned. “But they can’t believe she’s running again.”Critically, he’s not taking cash from company PACs, fossil gas lobbyists, or AIPAC, relying as an alternative on small donors and direct engagement. As of March 2025, he’d raised just below $300,000 — a David’s purse subsequent to Pelosi’s $1.7 million Goliath.But Chakrabarti appears unfazed. His marketing campaign fashion mirrors his politics — extra Zoom calls than glad-handing, extra coverage briefings than Instagram reels.
(AP Photo/Harry Hamburg, File)
To be clear, defeating Nancy Pelosi in San Francisco is a protracted shot. She’s a family identify. Her district is deeply blue and deeply loyal. Even progressives who complain concerning the Democratic institution have a tendency to take action whereas sipping espresso in Pacific Heights cafés that fundraise for her.But Chakrabarti’s bid is much less about unseating Pelosi and extra about challenging the Democratic establishment.He sees the occasion as dangerously out of contact — too sluggish on local weather, too reliant on billionaire donors, and too snug with shedding. His candidacy is a shot throughout the bow, signalling that progressive vitality received’t sit quietly on the sidelines — even in the occasion’s bluest bastions.And let’s not overlook: Pelosi isn’t simply any incumbent. She’s the embodiment of a Democratic period that, relying on who you ask, both held the road in opposition to Trump or didn’t cease him — twice.
Like many progressive stars, Chakrabarti has courted controversy. In 2019, he was criticised for carrying a T-shirt with Subhas Chandra Bose, the Indian freedom fighter. Right-wing media pounced. Chakrabarti defended it as a nod to anti-colonial resistance, however the optics caught — and had been later compounded by his social media critiques of centrist Democrats.It didn’t assist that some of these tweets got here whereas he was formally employed by a sitting Congresswoman. Still, his supporters argue that the Democratic Party wants extra uncomfortable truth-tellers, not fewer.
If Pelosi retires earlier than March 2026 — a chance some native insiders whisper about — Chakrabarti might face a really totally different race, probably in opposition to native heavyweights like State Sen. Scott Wiener or Pelosi’s daughter Christine.If she stays in? He’ll be up in opposition to a political machine three a long time deep, with the donor checklist to match.But Chakrabarti’s wager is long-term. Win or lose, he’s putting a wager that San Francisco — and by extension, the Democratic Party — is prepared for generational, ideological, and tactical change.Whether the voters agree is one thing even Silicon Valley’s greatest algorithms can’t predict.
Q: Is Chakrabarti a critical menace to Pelosi?Not in the meanwhile. Pelosi stays dominant in fundraising, identify recognition, and native loyalty. But Chakrabarti’s marketing campaign might affect the political discourse.Q: What’s “Mission for America”?A complete coverage plan targeted on clear vitality, job creation, public healthcare, and financial transformation — meant as a contemporary successor to the Green New Deal.Q: Has he held elected workplace earlier than?No. Chakrabarti has been a marketing campaign strategist, activist, and coverage thinker — not an elected politician.Q: Why is Pelosi nonetheless working?Officially, to proceed serving her district. Unofficially, many consider she’s attempting to regulate her succession, probably paving the best way for her daughter or an institution ally.Q: Could Chakrabarti turn into the following AOC?Unlikely, except lightning strikes twice. But he doesn’t have to be. He simply wants sufficient spark to remind the Democratic Party that some progressives aren’t ready for permission.