Soon after, Jake developed feelings for his new waitress, Shelley, who was Jess’ ex. After finding Jake making out on a pool table with Shelley, Jo called it quits with Jake for good and ran into the arms of Richard, who willingly accepted her. For most of season four, Jo was playing second fiddle to Richard, assisting him at his company, "Mackenzie Hart Designs". Many times she was caught in the middle of public feuds between Jane and Richard, and Jake would fall into them as well, but this did not bring them back together.