When a relationship doesn't work, it's time to end it. Much easier said than done. And even if we know the breakup is for the best, it can linger on weeks, months, or even years. Breakup coach and host of the podcast "breakup BOOST", Trina Leckie talks with Dan about why breakups take so long to get over, what to do if your ex is close with your family, and why we go back to people we don't deserve. Plus, Dan calls fan favorite Mike to discuss breaking up during Paramore and Business Insider.