For starters, that is not a quality fitting. I only use Earls, that looks like Russel, or Aeroquip. The collar goes on the braided hose until the hose bottoms out inside of it. Then take some penetrating oil and lubricate the threads and inside of the hose, then put your remaining piece on. Start it by hand, holding the hose, not the collar.
:Edit: Happy finger pricking.