The San Francisco Examiner used to call the Tenderloin “hell at your doorstep,” but despite the bad rap and funky condition of the sidewalks, it’s one of San Francisco’s greatest neighborhoods. It’s also a longtime holdout against major development or redevelopment, even as the tech sector spreads through its southern-lying little brother neighborhood, Mid-Market.

Still, today’s news that Reddit is leasing space on Taylor Street is the latest sign that  the 30 blocks east of Van Ness are not immune to market realities. Will everything change? Do we want it to? Or will the Tenderloin simply stay the Tenderloin? Here are ten deals primed to help decide what kind of Tenderloin San Francisco will see in the future.