We talk to Rob Schuham, a friend and author, about how he gave up 90% of his net worth to his ex-wife in his divorce more than 20 years ago. He walks us through the arc of his relationship, explaining how he ignored tensions early on while convincing himself that living together, getting engaged, and then getting married would somehow resolve deeper incompatibilities. After this emotional and financial journey, Rob spent decades firmly against ever getting married again but, now, he is warming up to it provided the relationship is grounded in love, reality, and a prenuptial agreement. At the end of the episode, Maxson and Emily talk about if we want a prenup, and if we are in love with the real, current versions of ourselves - or a projection of who we hope the other person will evolve into.