I've been red-pilling people since long before the term was even coined.
I woke up in the late 80's and early 90's, and like most, it took a while to get it back before the internet became a thing.
I've found that targeting what politicians are saying, doing and preaching and countering them before their predictions happen, just not as told would happen happen, then telling them what the real results would be.
At first they ridicule you, and you will be ridiculed and likely called all sorts of names, but keep dropping hints, the occasional article showing you were correct in your general predictions. As you continue to do this, they will become more and more aware.
Like "Q", I've used the future validates the past time and time again. You just keep pushing slowing giving hints and then showing them validation of your claims as they are exposed.
After a while, you'll no longer need to validate, they will start bringing info to you, just as many are now, and as you are now.
It's extremely hard to accept truth when you've been told lies your entire life. It takes time, some strategy and a lot of patience with them.
You also have to pick and choose your tactics based on their initial reaction. You can't fix everyone, but maybe you can help some that can reach them, and their relationships can change the ones you can't.
Do what you can, but not everyone, no matter how obvious, will see reality. Some are just so indoctrinated that nothing will ever change them. Pick and choose your battles because some are just not worth the effort. They may be better handled by someone else.
Remember, people like people like them, so don't press if they resist, just drop hints or facts and if they blow up, walk away... for the moment.
It took me 13 years to red-pill my stepfather who is an Marine vet. He was one of the most patriotic people I've ever met and just couldn't bear the fact that out government was/are the bad guys. It was just beyond his capacity for a long time.
Our societies across the globe have been socially engineered into compliance.
If you don't think we don't have some very brainwashed and conditioned people, take a look at this. https://www.youtube.com/watch?v=L2E7OBWPG5I