This is probably the number 1 issue the franchise has against it. When was the last time a top 30 free agent even considered Indiana? Gordon Hayward? And that was for being hometown and may have been a smoke screen.
The 2nd biggest issue is that the front office and ownership are nice guys and loyal. What I mean about that is take 3 years ago. Oladipo gets hurt and instead of trading the expiring contracts of some decent pieces that would be contributors on playoff teams, such as Thad, they hold him and let him walk to an in conference team. They could have easily gotten a 2nd rounder out of that. And remember they got Brogden for 2 seconds because the Bucks couldn't afford him. So accumulating picks has for some reason never been in the pacers arsenal. Same thing this year with McBuckets. He was worth a 2nd to a playoff team looking for one more shooter. So imo, the front office wants to be friends and nice guys with the players and not get into trading for assets. They place the relationship over the business. Good guys usually finish last.