Jessica Lessin is founder and editor-in-chief of The Information.

“It's very, very hard to predict the winners. A lot of investors try to do this. And I think sometimes where the press gets in trouble is trying to make a call.… It's not always our job to say this thing is doomed or not. I think many journalists, unfortunately, are more interested in that than in understanding, What is this company trying to do?

Thanks to Mailchimp for sponsoring this week's episode.

Abuse of Force

For years, a tactical police unit in Mount Vernon, New York, reigned with impunity—protecting drug dealers, planting evidence, brutalizing citizens. Then one of its own started covertly documenting the abuse.