
How to Make Your Intentions Clear in Dating (Stop Missing Chances) (Ep. 75)
From Just Ask Her - Dating Advice for Single Men by Hosted by Gracie Pleschourt — Dating Coach + Confidence Expert for Men
May 6, 2026 · 55 min
About this episode
This episode discusses how to make your intentions clear in dating to avoid missing opportunities.
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…
People in this episode
Host: Gracie Pleschourt
Guest: Tracy
Topics covered
- dating advice
- intentions in dating
- confidence
- common mistakes
- mindset shifts
Keywords
- dating
- intentions
- confidence
- mistakes
- opportunities
Sponsors
Self-Made Man Dating Journal
Mentioned in this episode
Organizations: Amazon
Products: Self-Made Man Dating Journal
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