Complex sentence: Despite his family's ties to the Democratic Party, Bennett is an independent voter though he has a history of supporting Democrats volunteering with Barack Obama's reelection campaign by phonebanking in Hyde Park, Chicago.
Split into simpler sentences: Despite his family's ties to the Democratic Party, Bennett is an independent voter, though he has a history of supporting Democrats. Bennett volunteered with Barack Obama's reelection campaign by phonebanking in Hyde Park, Chicago.