One can read as many books, watch as many videos, go to as many workshops about meditation as one likes, but what will count towards being able to do a meditative really well will be the amount of practice you put in.
It's easy to have too much theory and too little practice during the Information Age. For many of us, our technology fragments our attention into so few pieces that we rarely are able to focus on one thing for an extended period of time. Learn about Digital Minimalism if you want to relate.
The practice is what will give you the insight needed to motivate you and actually develop.
Those who have engaged in physical fitness will relate: as soon as you see progress, you don't need any more theory.
The Difference between Practice and Theory regarding Meditation
So, what we think about meditation is theory. While we're actually meditating is practice.
The Difference between Practice and Theory regarding other pursuits
Boxing: Mike Tyson said famously: "Everybody has a plan until you get punched in the face."
Resources