Webb is 100% correct.
Obama’s 2012 campaign openly stated that “we’re abandoning the white working class”.
“Behind the veneer of diversity, there is an interlocking elite that has melded business, media and politics in a way we could never could before imagine. And many of these people also hold a false belief that they understand a society with which they have very little contact. And nothing has so clearly shown how wrong they are than the recent election of Donald Trump.”
Obama's comments about bitter people clinging to their guns and Hillary's "deplorables" were their way of telling working class whites, "We don't need your vote and we don't want your support."
The Democrats started to give the finger to the white working class in the 60's with their embrace of extreme radicalism, i.e. the party of Harry Truman was transformed into the party of Abbie Hoffman. They decided that they could win elections without the help of the white working and middle classes by becoming the party of blacks, hipster kids on college campuses, the self-styled radical "intelligentsia", etc. They appealed to these constituents by demonizing the white working classes as "bigots" and the cause of everyone else's problems. Then they're shocked and outraged that the people they demonized voted for Nixon, Reagan, or Trump instead of voting for Democrats.
Jim Webb isn't a conservative or even a "moderate." He's just a Harry Truman/JFK Democrat who refused to accept the DNC's memo stating that working and middle class whites are the enemy.