The nine counties of the San Francisco Bay Area enjoy the greatest advantages of the innovation economy. The Bay Area accounted for nearly $1 trillion in economic productivity in 2018; the only metropolitan area with a higher per-capita gross domestic product was oil-rich and comparatively tiny Midland, Texas. Unemployment in most Bay Area counties is less than 2.5 percent. "The city is filthy rich in what other regions crave," wrote the Washington Post last year: "Growth, start-ups, high-paying jobs, educated young people, soaring property values, commercial and residential construction, a vibrant street life, and so much disposable revenue." But the Bay Area's tech economy also gives rise to its worst afflictions. Costs of living are higher than anywhere in the country, pricing low- and middle-income residents out of housing near the strongest job markets. Gig services provided by ride-sharing and delivery companies worth billions of dollars strain public infrastructure and depend on legions of low-wage workers clocking extreme hours. And to maintain their pace of innovation, Bay Area tech companies compete fiercely for talent, paying top wages to attract the best recruits--whether they hail from the other side of the country or the other side of the globe. The prospects for many local residents are bleak, and the stakes are high. "We're living in a Jetsons economy and a Downton Abbey society," says Luther Jackson of NOVA, a regional training and employment agency based in Sunnyvale, a 10-minute drive from a corporate campus where thousands of Facebook, Microsoft, Google, and Amazon employees work. Though the Bay Area's tech economy is unlike any other in the United States, city and county governments in the region face the same challenge of creating pathways to well-paid careers for their residents. And like many other large cities, San Francisco has turned to apprenticeship as one of its tools. A broad array of stakeholders and organizations have supported tech apprenticeships over the past several years, drawing on a long history of successful sector strategies and apprenticeship expansion efforts in other fields. But the Bay Area's tech economy is difficult terrain for apprenticeship development, with unique administrative, organizational, and programmatic challenges. These challenges, and the strategies adopted in response by the San Francisco city government and other regional partners, deserve the attention of other municipal leaders looking to support IT career pathways in their own cities.