Cenk Uygur has often risen to the occasion of playing Ben Shapiro's liberal counterpart. He's an ideological hack too :)
As you can probably tell, I don't respect either all that much - Both use rhetoric to their advantage and preach to the choir while mostly expressing contempt for those who they disagree with.
David Pakman is in my opinion the best liberal thinker/pundit. He puts out too much constant content, and some of it is low quality, but his deep dives are good and he's a thorough thinker. He doesn't have many blind spots, which really turn me off most partisan pundits.
Interesting conservative thinkers that are more insightful than Ben Shapiro... probably Ben Sasse, Peter Thiel, or even the devil himself Steve Bannon :) No, I'm not a Trump supporter - but Steve is worth listening to if you want to understand the rise of populism just like Bin Laden was worth listening to you in 2001 if you wanted to understand the rise of Islamic terrorism.