Episode 40: From Heartbreak to Healing – Real Advice for Men Ready to Date Again

Welcome back to Just Ask Her, the no-BS podcast for real dating advice straight from a woman’s point of view! In this milestone 40th episode, dating expert Gracie Pleschourt and certified life coach Tracy Pleschourt tackle your toughest questions about moving on, healing, and dating with confidence after heartbreak.

In this episode:

• Submission 1 (Chris, 32, UK Firefighter):
  Chris finds himself repeatedly attracting women who are fresh out of relationships and struggling emotionally. Gracie and Tracy break down the “rescuer” dynamic, discuss the difference between chemistry and true connection, and offer practical steps for setting dating standards, recognizing patterns, and staying in the “chooser” role.

• Submission 2 (Anonymous, 27, Med Student):
  After a nine-year relationship, Anonymous is back in the dating world and wonders if a recent date didn’t work out due to timing or lack of interest. The hosts share how to separate facts from stories, process rejection, and keep moving forward without waiting for a “maybe.”

• Submission 3 (Matthew, 28, Law Student):
  Matthew is healing from a recent breakup and wants advice on both moving on and planning a new date. Gracie and Tracy discuss the importance of not waiting until you “feel ready,” making decisions ahead of time, and taking small, confident steps forward.

Special Segment:
The Self-Made Man Dating Journal is now available on Amazon! Gracie and Tracy introduce their new journal designed to help single men track their dating experiences, reflect, and grow with intention. Limited first run—grab yours before they’re gone! (Link in show notes)

Key Takeaways:

• Don’t let past experiences define your worth or what you deserve.
• Set clear dating standards and stay in the chooser role.
• Rejection is a normal part of dating—use it as a learning opportunity.
• Healing is an active process; don’t wait for closure to move forward.
• Take small, actionable steps to rebuild confidence and momentum.

Resources & Links:

• Self-Made Man Dating Journal on Amazon https://www.amazon.com/dp/B0F9B7M5B3?th=1
• Follow Gracie on Instagram and TikTok: @datingwithgracie

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No matter where you are or what your situation is—just ask her.