Complex sentence: In September 2000, he became the first elected city attorney in Oakland's history, after a little-debated aspect of Jerry Brown's strong-mayor initiative, Measure X, changed the city attorney post from an appointed to an elected one.
Split into simpler sentences: In September 2000, he became the first elected city attorney in Oakland's history. A little-debated aspect of Jerry Brown's strong-mayor initiative, Measure X, changed the city attorney post from an appointed to an elected one.