What if your best relationship is still ahead of you? In this episode of Dateless in Delray, host Susan Heller Shoer sits down with Ken Blackman—former Silicon Valley engineer turned sought-after relationship coach—to unpack how we evolve from casual dating to true connection. Ken shares his journey from feeling insecure and disconnected to helping couples deepen intimacy and grow lasting love. They discuss the difference between dating skills and relationship skills, navigating mismatched commitment levels, and why friendship might just be the foundation of forever. If you’ve ever dated someone who checked almost all the boxes—this episode is for you.