The Portland Trail Blazers are owed the New Jersey Nets' first-round pick this year, so they'll end up having a pick around No. 7 from that followed by their own, which will likely land around No. 12.
With Raymond Felton, Jamal Crawford (if he declines his player option) and Jonny Flynn all unrestricted free agents, the Blazers need to add a point guard during the draft. Because of the relative weakness of the floor generals in this class, they will do that with the second of their two picks.
The two best options in this position are Kendall Marshall and Damian Lillard—two players that couldn't be any more different from each other. Marshall is the best facilitator in the country, but struggles to create his own shot. Conversely, Lillard is a score-first guard with a great all-around game.
Without a ton of elite offensive options, Lillard seems like he would be the better fit to play alongside LaMarcus Aldridge and company.
As for the earlier pick, that one brings a lot more freedom with it. Going with John Henson and converting either him or Aldridge to center, much like the Atlanta Hawks have done with Al Horford, would seem to be the best fit here.