The transgender issue is one that I recently did a bit of a deep dive into. I listened to quite a bit of Matt Walsh and Ben Shapiro and I definitely feel as though there are times in which they raise valid arguments. For example, I think there is some difficulty that people have these days in defining "man" or "woman." But at the same time, I've never heard Walsh or Shapiro give a compelling argument for why the transgender experience is impossible.
I think they're both very good at cherry-picking the weakest arguments in favor of trans rights and leaving out the failures in their own arguments. It isn't the top experts of their fields that they choose to debate these issues with, it's usually the most flamboyant proponents of LGBTQ culture. It almost always appears as an attempt draw an audience by saying "See! Look how outrageous these people are!" rather than a good-faith attempt to discuss them with the people more qualified to an opinion than they are. There's plenty of good science to support the notion that gender and sexuality exist on a spectrum.
My thinking is that there's likely some societal over-representation of people who identify as trans, in the same way that during the first wave of feminism there was an over-representation of people who identified as lesbian, but that doesn't mean gays and trans people don't exist at all. I don't think the movement is entirely without flaw in its approach. But I definitely take issue with the notion that it's every single one of these people who are just lying and deluded. Why isn't it possible for someone to have a different experience of gender than you do?