Complex sentence: Cummings purchased Winnipeg's "Salisbury House" restaurant chain with manager Lorne Saifer and a few other local celebrities, and toured with the re-united The Guess Who from 2000 through the summer of 2003.
Split into simpler sentences: Cummings purchased Winnipeg's "Salisbury House" restaurant chain with manager Lorne Saifer and a few other local celebrities. He also toured with the re-united The Guess Who from 2000 through the summer of 2003.