# How to Make Your Intentions Clear in Dating (Stop Missing Chances) (Ep. 75)

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Text version: https://stenobird.com/podcast/just-ask-her-dating-advice-for-single-men-7118757/how-to-make-your-intentions-clear-in-dating-stop-missing-chances-ep-75.md
Podcast: [Just Ask Her - Dating Advice for Single Men](https://stenobird.com/podcast/just-ask-her-dating-advice-for-single-men-7118757)
Published: 2026-05-06T11:00:00+00:00
Episode link: https://podcasters.spotify.com/pod/show/gracie-pleschourt5/episodes/How-to-Make-Your-Intentions-Clear-in-Dating-Stop-Missing-Chances-Ep--75-e3iuh8h
Audio file: https://traffic.megaphone.fm/APO4842948929.mp3
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Duration seconds: 3298

## Resource

If you’ve ever wondered why she chose someone else over you , this episode breaks down the real reason—and how to fix it. In this episode of Just Ask Her , Gracie and Tracy unpack common dating mistakes men make—like waiting too long, overthinking timing, and never clearly expressing interest. Through real listener submissions, they show exactly what goes wrong—and how to shift your mindset and take action with confidence. Whether you're struggling to ask someone out, confused about signals, or stuck overanalyzing every move, this episode will help you simplify your approach and stop missing opportunities. Self-Made Man Dating Journal - https://www.amazon.com/dp/B0F9B7M5B3?th=1 Use Coupon SMMAN20OFF when purchasing Journal for 20% off. Submission Form: https://forms.gle/e7LTvCkT1fhkFQEF8 Time Stamps / Chapters: 00:00 Why timing in dating matters 00:31 Podcast intro + what the show is about 03:15 Social media, content, and personal vs. business life 06:05 Listener question: missed dating opportunity 08:59 The real mistake: not making intentions clear 10:19 The “why does he have her?” mindset trap 12:32 Turning comparison into leverage 14:02 Fear of rejection vs. taking action 16:31 Should you confess interest after missing your chance? 21:32 The “chooser vs. chosen” mindset 22:30 Pickleball dating scenario breakdown 26:03 Overthinking vs. taking action 29:12 Are you actually ready to date? 32:18 Keep it simple: just be honest 35:22 Dating journal tool + CTA 36:32 Awkward approach story (freezing up) 41:53 Why your brain freezes in social situations 44:07 How to recover from awkward moments 52:58 Why taking the shot still matters #DatingAdvice #Confidence #ModernDating Keywords: dating advice for men how to ask a girl out make intentions clear dating dating confidence ti…

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