⁠If You're Tired of Wasting Time on the Wrong People — THESE 9 Dating Questions Will Save You Years of Heartbreak!

Listen to this episode from On Purpose with Jay Shetty on Spotify. Today, Jay reframes how relationships are built—not through surface-level attraction or blind chemistry, but through clarity, communication, and intentionality. He presents nine transformative questions that often go unasked in modern dating, not because they’re unimportant, but because they’re uncomfortable. Jay explains that avoiding these conversations leads to assumptions, unmet expectations, and unnecessary heartache. He underscores that a healthy relationship isn't defined by constant harmony, but by the courage to ask, listen, and grow together.  Blending personal stories, practical wisdom, and psychological insight, Jay highlights how asking the right questions early can reveal compatibility, values, and emotional readiness. He breaks down how these conversations create a shared language, prevent miscommunication, and ultimately strengthen the foundation of any relationship. Rather than using questions as ultimatums or pressure points, he encourages approaching them with curiosity and empathy. In this episode, you'll learn: How to Ask What a Healthy Relationship Means to Your Partner How to Talk About Fears Around Commitment Without Pressure How to Discuss Conflict Styles Before an Argument Happens How to Know If Someone Is Truly Ready for a Relationship How to Align on Boundaries and Independence in Love Love doesn’t have to be a guessing game. The more willing we are to ask real questions and embrace honest conversations, the more aligned, peaceful, and fulfilling our relationships can become.  With Love and Gratitude, Jay Shetty Join over 750,000 people to receive my most transformative wisdom directly in your inbox every single week with my free newsletter. Subscribe here. What We Discuss: 00:00 Intro 02:03 The Conversations We Avoid in Modern Dating 03:36 #1: What Defines a Healthy Relationship? 08:17 #2: What are You Afraid of When It Comes to Commitment? 12:30 #3: How Do You Handle Conflicts? 19:44 #4: What are Your Long-Term Intentions? 22:02 #5: What Does Emotional Availability Mean to You? 25:10 #6: Do You Prefer to Recharge Alone? 27:49 #7: What Does Being Ready Mean to You? 31:30 #8: What Does Independence Look Like to You? 32:52 #9: What Are You Still Healing From?See omnystudio.com/listener for privacy information.