All Episodes

August 6, 2025 31 mins

Hosts:
Gracie Pleschourt (Dating Expert) & Tracy Pleschourt (Certified Life Coach)

Episode Summary:
In this episode, Gracie and Tracy tackle real listener questions about dating challenges, mindset shifts, and taking control of your love life. They offer no-nonsense advice from a woman’s perspective, helping single men date with confidence and intention.

Listener Submissions & Key Takeaways:

  1. Dakota’s Dilemma:
    A 31-year-old entrepreneur struggling to find quality matches while living with family and rebuilding financially.
    Advice:

    • Don’t wait passively for love—be open and intentional about meeting new people.

    • Own your journey and talk about your growth with confidence.

    • Geography matters on dating apps, but don’t let location limit your options—explore new ways to meet women.

    • Your ambition and integrity are attractive; focus on sharing who you’re becoming.

  2. Kyle’s Missed Connection:
    A 32-year-old crane operator wonders if he missed out on a romantic opportunity after a church encounter fizzled.
    Advice:

    • You did nothing wrong—sometimes timing just isn’t right.

    • Don’t dwell on “what could have been.” Stay open to new opportunities in places you enjoy.

    • Contentment is great, but combine it with curiosity and intention to avoid stagnation.

    • Emotional readiness is key to relationship success.

  3. George’s Unrequited Interest:
    A 34-year-old man questions whether to keep talking to a woman who isn’t ready to date.
    Advice:

    • When someone says they’re not interested or ready, believe them.

    • Set boundaries and move on to free your energy for the right relationship.

    • Don’t confuse hope with reality—choose clarity and self-respect.

Special Segment:

  • Product Launch: The Self-Made Man Dating Journal is now available on Amazon! Designed for single men to track dates, reflect, and build self-awareness for better dating outcomes. Limited first run—grab yours before they’re gone!

Calls to Action:

  • Rate and review the podcast on Spotify or Apple Podcasts to help others find the show.

  • Share this episode with friends who could use real, actionable dating advice.

  • Follow Gracie on Instagram and TikTok: @‌datingwithgracie

New Episodes:
Tune in every Wednesday morning for fresh, honest dating advice—no matter where you are or what your situation is, just ask her!

Self-Made Man Dating Journal Self-Made Man: Dating Journal for Men | Track Confidence, Patterns & Reflections | Build Self-Mastery, Emotional Intelligence & Intentional Dating Habits | Personal Growth Journal

Get Gracie’s Free Guides at: 👉https://datingwithgracie.com/

Check out the Dating With Gracie Community at: 👉⁠https://www.skool.com/dating/about⁠

Want to be featured on the podcast? Submit your story & question: 👉  "Just Ask Her" Podcast Submission

Follow for more honest, no-fluff dating advice: 📲 ⁠Instagram⁠ | ⁠TikTok⁠ | ⁠YouTube⁠


Mark as Played

Advertise With Us

Popular Podcasts

Stuff You Should Know
Dateline NBC

Dateline NBC

Current and classic episodes, featuring compelling true-crime mysteries, powerful documentaries and in-depth investigations. Follow now to get the latest episodes of Dateline NBC completely free, or subscribe to Dateline Premium for ad-free listening and exclusive bonus content: DatelinePremium.com

On Purpose with Jay Shetty

On Purpose with Jay Shetty

I’m Jay Shetty host of On Purpose the worlds #1 Mental Health podcast and I’m so grateful you found us. I started this podcast 5 years ago to invite you into conversations and workshops that are designed to help make you happier, healthier and more healed. I believe that when you (yes you) feel seen, heard and understood you’re able to deal with relationship struggles, work challenges and life’s ups and downs with more ease and grace. I interview experts, celebrities, thought leaders and athletes so that we can grow our mindset, build better habits and uncover a side of them we’ve never seen before. New episodes every Monday and Friday. Your support means the world to me and I don’t take it for granted — click the follow button and leave a review to help us spread the love with On Purpose. I can’t wait for you to listen to your first or 500th episode!

Music, radio and podcasts, all free. Listen online or download the iHeart App.

Connect

© 2025 iHeartMedia, Inc.