Complex sentence: He played in 38 Grand Slam singles events with a 28 to 38 win loss record, first playing in 1961 at Wimbledon and his last being at the first U.S. Open at Flushing Meadows in 1978.
Split into simpler sentences: He played in 38 Grand Slam singles events with a 28 to 38 win loss record. First playing in 1961 at Wimbledon and his last being at the first U.S. Open at Flushing Meadows in 1978.