Comment by 0xCMP

It's also important to remember how easy it feels to setup and use when it's all done and working.

When you're starting out you're learning everything and trying to adjust your current usage with the limits of the private alternatives. And then we live in a society there is the learning curve for those who want to interact with you and are somehow willing to cooperate and use a more secure/private thing than the tool/service they're used to.

Let people get better and encourage them to keep going is definitely the right advice. The tone, intent, and timing of telling people how to keep going further is as important as the advice or recommendations you're giving them.