No one can be told what the Matrix is. You have to see it for yourself.
Here's the thing: nobody needs to be "dollar-pilled". I don't remember people going around "smart-phone-pilling" normies. People use dollars and smart phones to avoid massive inconvenience.
Some ideas spread because people see how they solve a problem for them. But when it is not incredibly obvious how the idea/technology solves a problem for someone, true believers have to do the spreading. For instance, I can understand pretty easily that email is more convenient than the postal service. It is not so obvious, however, how a belief in Jesus Christ makes my life better (whether it really will or not--you have to convince folks there's a problem before you can pitch them your solution).
Most of the time when people talk about orange-pilling, it seems like what they mean is telling people about a lot of problems they didn't know they had: how fiat money is ruining our society, how bitcoin is censorship resistant and why they need truly scarce money. While all these things are true, something important is missing.
In that famous scene from the Matrix, right before Morpheus offers Neo the red and blue pills, he says, "No one can be told what the Matrix is, you have to see it for yourself." I think we've lost this in the whole orange-pilling conversation.
The most success I've had with orange-pilling has always come when I've helped someone download a wallet and sent them some sats, had them send some back, and shown them how easy it is to move bitcoin around.
We can try to increase bitcoin adoption by proselytizing, we can treat it like a religion. Lots of religions have achieved global success by convincing people that they had a problem they didn't know they had, and then offering their solution--but it seems like doing things the hard way.
There are plenty of problems people face every day that bitcoin really does fix: selling anything online without chargebacks, tipping and micropayments for online content, the friction of payments that cross international borders--just to name a few. I think Bitcoin adoption will be most likely when we show people how bitcoin fixes the problems they already know they have.
So, this is just a reminder: what Morpheus said is true: no one can be told what bitcoin is. They have to use it for themselves. Don't forget to include sending and receiving some sats when you are doing Satoshi's work orange-pilling.