Break the Cycle: Real Advice for Dating Confidence, Moving On, and Finding Love
Episode 45 – Just Ask Her Podcast
Episode Summary:
In this episode, Gracie and Tracy tackle some of the most common and challenging dating dilemmas sent in by listeners. From navigating on-again, off-again relationships to overcoming self-doubt and building confidence, this episode is packed with real talk and actionable advice for anyone looking to level up their love life.
What You’ll Learn:
How to recognize and break free from unhealthy relationship cycles
Why you can’t “save” someone else—and how to set healthy boundaries
The truth about attraction, self-image, and why confidence matters more than looks
How to handle rejection, negative comments, and the pressure of dating apps
Practical tips for moving on after heartbreak and getting back into the dating scene
When to follow up (and when to move on) in online dating conversations
Why chemistry on the first date isn’t everything—and what to focus on instead
Listener Submissions Featured:
Todd: Struggling with an on-again, off-again relationship and wondering if he should wait or move on
Drew: Battling self-confidence issues and negative feedback while re-entering the dating world
Anonymous: Unsure about next steps after a breakup and facing challenges with dating apps and first dates
Special Segment:
Gracie and Tracy announce the launch of the Self-Made Man Dating Journal—designed to help single men track their dating experiences, reflect, and grow. Limited quantities available on Amazon!
Resources & Links:
Connect with Gracie on Instagram and TikTok: @datingwithgracie
Support the Show:
If you enjoyed this episode, please rate and review us on Spotify or Apple Podcasts, and share with your friends!
New episodes every Wednesday. No matter where you are or what your situation is—just ask her.