There are a ton - and I mean many many many many - of Dem progressives who spent the years of the G W Bush presidency praising the fuck out of Jim Webb.
Search Blue Viriginia (top liberal blog from his home state) or even Daily Kos and y0u will see the usual suspects including Shareblue alumni singing Jim Webb's praises.
Remember, just before the Obama administration they were all anti-war "reality-based" smart guys.
Trump aligning with the Webb agenda is extremely smart.
Matt Yglesisas, Oliver Willis, and their ilk have a big paper trail to that effect assuming it hasn't been all memory holed.