After a late start to the 2007 season, caused by a stress fracture of the spine, he finished 169th on the PGA Tour money list.

In April 2009, Sim's bid to return to the elite tour got off to a good start when he secured his second career victory at the Stonebrae Classic, finishing six strokes clear of the field.

Sim won the Christmas in October Classic to earn an automatic "battlefield promotion" to the PGA Tour.

With the win he also set the Nationwide Tour single season money title, earning well over half a million dollars.

Sim performed moderately on the PGA Tour in 2010, with the highlight of his season being a T2 at the Farmers Insurance Open.