Shadow IT – tech used in an organization that is not administered by that organization’s IT department – accounts for the majority of the cloud tech at most companies. Understandably, the risk this implies might keep a security pro up at night; Gartner estimated in 2016 that by 2020, a third of successful attacks experienced by enterprises will be on their shadow IT resources.

Depending on who you ask, shadow IT, also known as stealth IT, falls somewhere on the spectrum between “persistent headache” and “total mystery.” If you ask someone on an actual IT team, they might tell you that shadow IT poses an existential threat to security and compliance. But their coworkers – the folks responsible for bringing rogue tech into the company – typically don’t even know what shadow IT is.

I remember it like it was yesterday, but it was 20 years ago. As I approached my boss’s desk, I saw her do something amazing: she made a smaller window appear on top of her screen, displaying the icons of her open applications. She quickly toggled and selected another. In an instant, she’d gone from Outlook to Excel. No mousing around, no hunting to open the app. I squawked. What the heck was that? That, my friends, was my alt-tab Eureka! moment.

As engineering teams grow, obvious difficulties arise. It’s simple math. You can’t keep up with everyone, and everything, in the same way as you did when the team was small. To maintain the high level of impact you’ve always had, your ways of working need to change.

It’s 3 a.m. and you’re up again tossing and turning, a stampede of wild thoughts running through your head about your latest work issue. Maybe it’s a project gone south, a recurring problem rearing its head again, or a difficult relationship with a coworker. Get stories like this in your inbox Either way, it’s up to you to calm your mind, talk yourself through your worries, and get a good night’s sleep.