# S18 Ep300: How Do You Know When to Stop Trying With Someone? Page: https://stenobird.com/podcast/heart-of-dating-230167/s18-ep300-how-do-you-know-when-to-stop-trying-with-someone Text version: https://stenobird.com/podcast/heart-of-dating-230167/s18-ep300-how-do-you-know-when-to-stop-trying-with-someone.md Podcast: [Heart of Dating](https://stenobird.com/podcast/heart-of-dating-230167) Published: 2026-07-22T08:00:00+00:00 Episode link: https://pdst.fm/e/pscrb.fm/rss/p/traffic.megaphone.fm/TSF8450979916.mp3 Audio file: https://pdst.fm/e/pscrb.fm/rss/p/traffic.megaphone.fm/TSF8450979916.mp3 Processing state: not_requested JSON: https://stenobird.com/v1/public/podcasts/heart-of-dating-230167/episodes/s18-ep300-how-do-you-know-when-to-stop-trying-with-someone Duration seconds: 1453 ## Resource Today we break down the main reasons we stay in unhealthy relationships, from dating for potential to the sunk cost fallacy, and give practical questions to help you know when it’s time to move on! Need 1:1 support for your specific dating situation? Book a coaching call today! https://www.heartofdating.com/coaching  Find out your Dating Personality Type for free by taking our QUIZ here! https://www.heartofdating.com/quiz Join Basics of Dating! The 6-Week Program for the Christian single feeling stuck, anxious, or healing from heartbreak. https://www.heartofdating.com/basics-of-dating   Love Heart of Dating Podcast? Want to support us AND be a part of the fam? Join us on Patreon! https://www.patreon.com/heartofdating Subscribe to our YouTube channel here! https://www.youtube.com/channel/UCJ1PswEXEyeSddMmOSiRKGw Crushing on a cutie? Download this FREE Resource on how to show interest: https://www.heartofdating.com/resource/how-to-show-interest  Want to further your dating knowledge? Check out our ultimate dating library! https://www.heartofdating.com/resource/ultimate-dating-library  Kait wrote a book! Snag Thank You For Rejecting Me on Amazon: https://amzn.to/3E59cLQ Want to meet some epic Christian Singles? Join our huge HOD Family on FB! https://www.facebook.com/groups/heartofdatingpodcast  Come hang with us on the gram: http://instagram.com/heartofdating http://instagram.com/kaitness https://www.instagram.com/jjtomlin/?hl=en Interested in advertising on this show? Learn more here! https://docs.google.com/forms/d/16V_c91F1iIYNZOVvrEinrB9h2dsZq-kZFqYYEDQ4A60/viewform?edit_requested=true  . . . . .  A quick thank you to one of our friends! Compassion International: Do you have a burning desire to be a parent but feel stuck in sin… ## Actions - request_transcript: `POST https://stenobird.com/v1/public/podcasts/heart-of-dating-230167/episodes/s18-ep300-how-do-you-know-when-to-stop-trying-with-someone/transcription-requests` — Idempotently request low-priority transcript generation for this episode. - read_markdown: `GET https://stenobird.com/podcast/heart-of-dating-230167/s18-ep300-how-do-you-know-when-to-stop-trying-with-someone.md` — Read the agent-friendly Markdown representation of this episode resource. A page view does not enqueue transcription. Agents should invoke `request_transcript` explicitly when they need this episode processed. ## Transcript Full transcripts are not published on public pages unless there is a clear rights basis.