Part 1: Dating After 30, Singleness, and Other Questions Answered episode artwork

EPISODE · Aug 25, 2025 · 1H 5M

Part 1: Dating After 30, Singleness, and Other Questions Answered

from With The Perrys · host The Perrys

No one is really talking about what it’s like to be single in your 30s, or after you’re divorced or widowed, but it’s time to have a mature conversation about it. The Perrys are joined by two friends – Ebenezer and Megan – to talk about their separate experiences.  Ebenezer Endiryas is a single pastor who longs to be married one day, and Megan Ashley is a mom of three who was married for 14 years prior to her divorce. Both call themselves hopeless romantics, though they each now have a healthier understanding of kingdom-minded marriage and the sanctification it brings. Jackie, Preston, Megan, and Ebenezer discuss affection and intimacy, why it’s important to have realistic expectations when you marry a sinner, and what dating looks like today when more people are meeting online than in community together.  This is just the first half of a two-part conversation. Be sure to tune in to the September 1 episode for even more on this discussion.  Scripture references: 2 Samuel 11 Connect with Ebenezer:  Ebenezer's Instagram Shaping The Culture's Instagram Shaping The Culture Podcast Connect with Megan: Instagram YouTube In Totality Podcast   Subscribe to the Perrys' newsletter: https://withtheperrys.myflodesk.com/zhfus4jx1s Join Preston's discipleship community for men: https://www.patreon.com/PrestonPerry/membership To support the work of the Perrys, donate via PayPal: https://paypal.me/withtheperrys Shop BOLD Apparel: boldapparel.shop Learn more about your ad choices. Visit megaphone.fm/adchoices

No one is really talking about what it’s like to be single in your 30s, or after you’re divorced or widowed, but it’s time to have a mature conversation about it. The Perrys are joined by two friends – Ebenezer and Megan – to talk about their separate experiences.  Ebenezer Endiryas is a single pastor who longs to be married one day, and Megan Ashley is a mom of three who was married for 14 years prior to her divorce. Both call themselves hopeless romantics, though they each now have a healthier understanding of kingdom-minded marriage and the sanctification it brings. Jackie, Preston, Megan, and Ebenezer discuss affection and intimacy, why it’s important to have realistic expectations when you marry a sinner, and what dating looks like today when more people are meeting online than in community together.  This is just the first half of a two-part conversation. Be sure to tune in to the September 1 episode for even more on this discussion.  Scripture references: 2 Samuel 11 Connect with Ebenezer:  Ebenezer's Instagram Shaping The Culture's Instagram Shaping The Culture Podcast Connect with Megan: Instagram YouTube In Totality Podcast   Subscribe to the Perrys' newsletter: https://withtheperrys.myflodesk.com/zhfus4jx1s Join Preston's discipleship community for men: https://www.patreon.com/PrestonPerry/membership To support the work of the Perrys, donate via PayPal: https://paypal.me/withtheperrys Shop BOLD Apparel: boldapparel.shop Learn more about your ad choices. Visit megaphone.fm/adchoices

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Part 1: Dating After 30, Singleness, and Other Questions Answered

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This episode was published on August 25, 2025.

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No one is really talking about what it’s like to be single in your 30s, or after you’re divorced or widowed, but it’s time to have a mature conversation about it. The Perrys are joined by two friends – Ebenezer and Megan – to talk about their...

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