Can You Be Friends with Your Ex?

Jay marks his birthday by reflecting on five lessons an unpredictable year taught him. From making career choices based on the skills you want to build, to trusting yourself through discomfort and protecting the friendships that remind you who you are beyond your work, Jay shares ...  Show more

Jay answers four listener calls about what to do when the path forward feels uncertain. From career rejection and financial risks to knowing when openness becomes self-abandonment and how to keep going after repeated disappointment, Jay explores how to navigate the moments when w ...  Show more

Should you be friends with your ex? After a divorce or breakup, being friends with an ex can seem appealing, especially if you're co-parenting. Making the transition from partners to pals is possible. But without radical self-honesty and clear intentions, it can be challenging — ...  Show more

A lot of us try to convince ourselves we can be friends with our ex in the immediate aftermath of a breakup, but is that necesserily the best idea? In 2022 I did an episode with my ex-boyfriend talking about how a friendship was totally possible, well since then it is obvious to ...  Show more

When the relationship ends and a platonic friendship is on the table....could it work or is it better to remove this person from your life? On this week's brunch talk we're talking about if you can stay friends with an ex, what boundaries need to be in place, and how to determine ...  Show more

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"You can't pour into a cup that&apos ...