Actress, director, producer and businesswoman Tracee Ellis Ross joins IMO to answer a listener question from a man who has been unlucky in love but wants a partner and family. Tracee discusses how she learned to embrace being single for much of her adult life, why she feels ready to date again, and shares her dating checklist. Plus, Craig offers his thoughts on what men are looking for in their dating lives. Have a question you want answered? Write to us at imopod.com. See Privacy Policy at https://art19.com/privacy and California Privacy Notice at https://art19.com/privacy#do-not-sell-my-info.

Michelle sits down solo with author, businesswoman, and all around multihyphenate, Elaine Welteroth, to answer a listener's question about a dating red-flag. Elaine tells the story of past romance with her own “Br. Big,” and how it nearly set her off course from the family goals she cared most about. Michelle talks about the importance of dating before marriage and highlights a concept that should be paid more attention: being the “chooser,” not the chosen.  Have a question you want answered? Write to us at imopod.com. See Privacy Policy at https://art19.com/privacy and California Privacy Notice at https://art19.com/privacy#do-not-sell-my-info.

World-renowned life coach, podcaster, and former Hindu monk Jay Shetty joins Michelle and Craig to dive into a listener's question about professional ambition and dating. The trio discuss money in relationships, finding balance between work and romance, and Michelle shares her advice for choosing a life partner. Is the pursuit of perfection—in work or dating—worth it? Have a question you want answered? Write to us at imopod.com. You can watch Jay in person as he takes his podcast On Purpose on the road. Tour tickets available HERE. See Privacy Policy at https://art19.com/privacy and California Privacy Notice at https://art19.com/privacy#do-not-sell-my-info.