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

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

More episodes of Just Ask Her - Dating Advice for Single Men

Explore listener stats, chart rankings, contacts and more on the Just Ask Her - Dating Advice for Single Men podcast page.