I'd really like to see him detail any of the ways that we were supposedly getting better under Obama. Because I lived through those years too, and y'know what I saw?
I saw a horrible malaise economy that limped along towards recovery (and was supposed to be accepted as "the new normal"), with billions in payouts to the "too big to fail" overseen by a Democrat Congress and President (yes, many Republicans voted for it too, but Dems sure were acting like the party of big business). I saw the continuation of globalist policies that hollowed out the Heartland, shuttered factories, and led to far too many deaths of despair. I saw millions of people lose the health insurance they were perfectly happy with, and no, they could not keep their doctor if they liked them. I saw foreign policy blunder after blunder, from the Arab Spring leading to the European refugee crisis a few years later, to the "Russian Reset," to Benghazi, to the Iraq pullout that directly led to ISIS, to the Iran nuclear deal that didn't actually stop them from continuing their work and gave them huge pallets of cash. Even Bobby's beloved space program had massive cutbacks, with planned lunar missions being pushed out or scrapped altogether.
Literally the only things I can see that Bobby could claim as a success are "we elected a black president" and "gay marriage, suck it Christfags." Eight years of Obama, and that's really all we got: the equivalent of a participation trophy and something that Obama himself had nothing to do with, aside from appointing more liberal justices.
Very few people got a better deal at the end of the Obama years, and pretty much all of them are super rich. That's real progressive, Robert.