Millionaire Shawn is a 29-year old entrepreneur and rapper from Palm Springs, who made his money in the tech sector. Kate, 33, met Shawn at a business conference she attended and where Shawn was the keynote speaker. After the speech, Kate approached Shawn about a mentorship, sparking a romance where the two have been dating ever since. Shawn enjoys lavishing Kate with all the finer things that she never had growing up. While Kate hopes to get married to Shawn soon, his career ambitions have him struggling with the idea of getting engaged.