Morgan is joined by professional matchmaker Alessandra Conti for an honest, behind-the-scenes look at modern dating. From screening clients and asking tough compatibility questions to spotting anxious-avoidant dynamics in real time, she explains what actually makes a match last, and what quietly causes relationships to fail.

They unpack why so many people feel like their city is the worst place to date, how burnout and “city fatigue” impact our mindset, and why boundaries, attachment styles, and shared values matter more than surface-level traits. They also talk about the scarcity trap, the abundance mindset, and how to date intentionally without losing yourself in the process.

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