Both Crowder and Shapiro also have unrealistic goals. Neither is just content doing what they're good at -- getting lots of conservative eyeballs on their content, and making lots of money while doing so.
Crowder wants to be the leader of a political movement which changes the social tone of the country. That's not going to happen. He doesn't have a broad enough appeal, and at the end of the day, he's just a conservative comedian. All of his talk about "fight like hell" and "we're doing this for you, the audience" is annoying. Nobody wants any of that shit. The audience just wants him to talk about political/social current events, be conservative, and be funny. There doesn't need to be a greater purpose to everything.
Shapiro has similar delusions of a higher purpose, except he's looking to create an empire of conservative-created products and media. His belief is that he just needs to create movies, children's shows, TV shows, and (oddly) razors, and conservatives will abandon the products/services they've always known, and jump headfirst into his shit. Except it doesn't work that way. Modern conservatives just don't have the zeal to boycott everything with woke messaging. Ideological boycotting is more of a left-wing reflex, and even they don't always have the strength of their convictions (see Chik-Fil-A). The problem is that making movies is hard, making good kids TV is hard, and prying people away from brands and mainstream entertainment they love is especially hard. You can't just say, "Hollywood is woke, I'm going to be my own Hollywood and make competing movies", because you probably don't have the same level of expertise or creativity to get this done.
They also need to be careful, because conservative media icons can fall out of favor very quickly. Seen Tomi Lahren lately? What about Milo Yiannapolous? Everyone should just go back to what was working, and stop trying to reinvent themselves or take over the world.