Intentional Singleness | Riley Kehoe

Intentional Singleness | Riley Kehoe

From Next Up with Grant Skeldon by THINQ Media

April 29, 2026 · 52 min

About this episode

Grant Skeldon and Riley Kehoe discuss the importance of intentional singleness and personal growth in the context of Christian dating culture.

In this conversation, Grant Skeldon sits down with author and speaker Riley Kehoe to discuss a topic that often feels like a four-letter word in Christian dating culture: waiting. For many in the next generation, the advice to, "just work on yourself," can feel like a platitude. But Riley challenges this perspective, sharing how a radical year of singleness let her become a God-sustained vessel of love and not put her life on hold like so many expected. Riley and Grant dive into why we often over-spiritualize dating and how to discern if you are in a season of pulling back like a bow and arrow to be flung forward into what God has next. Whether you're currently dating or intentionally single, this episode offers practical wisdom on how to steward your heart and your self-esteem before diving into a relationship. In this episode, you'll learn: ✅ The Bow and Arrow Analogy: Why taking time off isn't a setback, but a necessary preparation for your future. ✅ Dating Your Self-Esteem: Why we tend to attract the level of health (or brokenness) we believe we deserve. ✅ The Inside Life: Insights from The Emotionally Healthy Leader on addressing the iceberg of our internal world before…

People in this episode

Host: Grant Skeldon

Guest: Riley Kehoe

Topics covered

  • singleness
  • Christian dating
  • self-esteem
  • personal growth
  • spirituality
  • healing

Keywords

  • intentional singleness
  • Christian dating
  • self-esteem
  • personal growth
  • spirituality
  • healing

Mentioned in this episode

Organizations: THINQ Media

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