Nearly half the US workforce went home in 2020, and the digital transition was easier than anyone expected. Preserving trust turned out to be the hard part. As surveillance software ("tattleware," "nanny-ware," "spyware") flooded into remote workplaces, leaders had to decide what they actually wanted employees to believe about their organization. The technology answers whether you can monitor every keystroke. Leadership asks whether you should, and what you lose when you do.