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Description

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 bringing it into a relationship.

✅ Practical Intentionality: How to use a season of singleness to pursue healing, find mentors, and host the presence of God.

Riley's website: https://www.rileywithcourage.com/

Riley's Instagram: https://www.instagram.com/rileywithcourage/

Riley's Tiktok: https://www.tiktok.com/@rileywithcourage/

MORE RESOURCES:

➡︎ Watch Grant's THINQ talks here: https://thinqmedia.com/speakers/grant-skeldon

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➡︎ Join us at THINQ Summit 2026 in the heart of Nashville, Tennessee: https://events.thinqmedia.com/summit26

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More from the THINQ Podcast Network:

➡︎ Rhythms for Life with Rebekah and Gabe Lyons: https://www.youtube.com/@rebekah_lyons/

➡︎ The InFormed Parent with Suzanne Phillips: https://www.youtube.com/@InFormedParent/

➡︎ UnderCurrent with Gabe Lyons: https://www.youtube.com/@gabe_lyons/

➡︎ NeuroFaith with Curt Thompson: https://podcasts.apple.com/us/podcast/neurofaith-with-curt-thompson-md/id1613240148/