What happens when we carry old attachments into new relationships? Jen Kirsch and Tony Tedesco join to unpack the concept of “monkey barring” in dating, the fear of being alone, and how emotional attachments shape our choices. The conversation explores the role of self-awareness, when it’s healthy to step back from dating, and why letting go of the past is key to growth. They also share practical advice on solo travel, discovering connection in unexpected places, and embracing experiences that build resilience.

Guest: Jen Kirsch, Tony Tedesco

Originally aired on2025-09-05