What he's trying to say is: Look at all the people who are almost exclusively on the web? All the people who will grow up going to the web first. A web built by those who like free software.
They will want web solutions, but they won't become free software contributors if they don't have the chance. If we don't build the projects/solutions. So he's asking you to experience how they view the web so you can develop the solutions to pain points you only understand by experiencing the web like that.
Just look at our selves. How did we learn to care? Mostly for me it was cause they explained the problem and had an alternative. Most of the times it wasn't as good, but at least now it was a choice. That choice maybe doesn't always exist for a web only world.
They will want web solutions, but they won't become free software contributors if they don't have the chance. If we don't build the projects/solutions. So he's asking you to experience how they view the web so you can develop the solutions to pain points you only understand by experiencing the web like that.