Having used some of those secure document sharing services, I don't feel very confident in them. They seem more like a checkbox getting ticked off for the sake

Having used some of those secure document sharing services, I don't feel very confident in them. They seem more like a checkbox getting ticked off for the sake of offloading some liability. pgp is a real dinosaur and a nightmare to set up, but for sharing legal docs digitally, I can't think of a better tool.