Complex sentence: In the spring of 2010, DeMaio led a drive to put several initiatives on the November 2010 ballot making it easier for the city to outsource jobs, but the petition drive fell short of the required number of signatures and did not qualify for the ballot.
Split into simpler sentences: In the spring of 2010, DeMaio supported the addition of a citizen initiative to the November ballot that would have made it easier for the city to outsource jobs. However, the petition drive fell short of the required number of signatures and did not qualify for the ballot.