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Explore every episode of the podcast Just Ask Her - Dating Advice for Single Men

Dive into the complete episode list for Just Ask Her - Dating Advice for Single Men. Each episode is cataloged with detailed descriptions, making it easy to find and explore specific topics. Keep track of all episodes from your favorite podcast and never miss a moment of insightful content.

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TitlePub. DateDuration
Ep 2: Am I Being Played? Mixed Signals and Dating Red Flags04 Dec 202401:21:47

This week, Gracie and Tracy discuss their podcast upgrades inspired by listener feedback, share their personal Thanksgiving traditions, and dive into listener submissions. This week’s questions range from balancing military duty with dating, managing mixed signals, giving money/gifts in dating, combating negative self-talk and trauma while seeking love, to navigating romantic feelings for a best friend.

Submit your situation for advice: https://forms.gle/Gehbk9sYevWN4e7bA.

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Ep 1: She Ghosted Then Blocked Me...27 Nov 202400:58:49

In the premiere episode of the Just Ask Her podcast, mother-daughter duo Tracy and Gracie introduce their show, which aims to offer dating advice for men from a female perspective. They discuss the importance of coaching in dating, their background as certified life coaches, and address listener submissions about dating challenges, offering advice on getting ghosted/blocked, when to ask a girl out, and how to navigate dating dynamics with coworkers.


If you'd like a chance to be featured on the pod, fill out a submission below:

Submit here


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Ep 5: Holiday Dating Dos and Don'ts25 Dec 202401:19:30

In this episode of Just Ask Her, Gracie and Tracy Pleschourt dive into holiday dating do's and don'ts, discuss their favorite Christmas traditions, and answer listener questions about dating challenges. They provide valuable advice for navigating the holiday season, meeting a partner's family, and finding joy whether in a relationship or single.


If you'd like a chance to be featured on the pod, fill out a submission below:

⁠⁠⁠Submit here⁠⁠⁠

 

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Ep 4: Single For the Holidays18 Dec 202401:03:38

In this episode, Gracie and Tracy share tips for navigating the holiday season while single, and talk about the benefits of being single this time of year. They also answer listener questions on dating after divorce, overcoming the "nice guy" label, and deciding whether to rekindle a past relationship.


If you'd like a chance to be featured on the pod, fill out a submission below:

⁠⁠Submit here⁠⁠

 

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Ep 3: Once a Cheater, Always a Cheater?11 Dec 202401:08:29

In Episode 3 of Just Ask Her, Gracie and Tracy tackle a listener's heart-wrenching story of betrayal, offering insights on whether to rebuild a 4-year relationship after infidelity. They also discuss how to handle long-distance communication during the talking stage and share advice on approaching a friend with romantic feelings.


If you'd like a chance to be featured on the pod, fill out a submission below:

⁠Submit here⁠

 

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Ep 6: New Year’s Dating Reset: What Single Men Should Leave in 202401 Jan 202500:57:48

In this New Year’s episode of the Just Ask Her Podcast, Gracie and Tracy Pleschourt dive into New Year’s dating resolutions and share what single men need to leave behind in 2024 to find success in 2025. They discuss how to uplevel your dating life by setting realistic goals, avoiding self-sabotage, and focusing on self-reflection.

The hosts answer listener questions about getting out of the friend zone, navigating age gaps in dating, and re-entering the dating world after a long break. This episode will help you start the new year strong and set the stage for meaningful connections in 2025.


If you want help with your dating life in the new year, join Gracie's membership for single men:

https://www.skool.com/dating/about


If you'd like a chance to be featured on the pod, fill out a submission below:

⁠⁠⁠⁠Submit here⁠⁠⁠⁠

 

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Ep 7: High Standards vs Unrealistic Expectations in Dating08 Jan 202501:03:31

In this episode of Just Ask Her, Gracie and Tracy Pleschourt discuss how to balance high standards with realistic expectations in dating and emphasize the importance of setting the right boundaries. The two also cover listener submissions range on topics from securing a second date, to approaching dating with a 'date to marry' mindset, and transitioning from online to in-person dating. Additionally, they review the best dating apps for those seeking long-term relationships with a focus on optimizing your dating profile.


If you want help with your dating life in the new year, join Gracie's membership for single men:

⁠⁠https://www.skool.com/dating/about⁠⁠


If you'd like a chance to be featured on the pod, fill out a submission below:

⁠⁠⁠⁠⁠⁠Submit here⁠⁠⁠⁠⁠⁠

 

Follow For More:

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Ep. 9: Is Loyalty a Dying Trait in Modern Relationships?22 Jan 202501:11:10

In this episode of 'Just Ask Her,' dating expert Gracie and Tracy Pleschourt discuss managing unequal dynamics in relationships, the impact of past relationship experiences on trust, loyalty in modern relationships, and guiding listeners through practical dating advice.


If you want help with your dating life, join the exclusive Dating With Gracie Membership for single men:

⁠⁠⁠⁠https://www.skool.com/dating/about⁠⁠⁠⁠


If you'd like a chance to be featured on the pod, fill out a submission below:

⁠⁠⁠⁠⁠⁠⁠⁠Submit here⁠⁠⁠⁠⁠⁠⁠⁠

 

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Ep 8: Dating Again After a Life-Changing Injury15 Jan 202501:12:25

In this episode of the Just Ask Her podcast, co-hosts and dating experts Gracie and Tracy Pleschourt dive into real, unfiltered dating advice from a woman’s perspective. This episode covers everything from re-entering the dating scene after a life-changing event, juggling romance with a demanding career, and considering dating a coworker or lifelong friend.

How to Start Dating Again After a Life-Changing Injury: Strategies for rebuilding confidence and re-entering the dating world.

Dating with a Busy Schedule: Tips to balance work demands while staying open to meaningful relationships.

Romantic Boundaries with Coworkers and Friends: The do’s and don’ts of pursuing a relationship with someone in your professional or personal circle.

Best Places to Meet New People: Creative ideas for expanding your social circle and meeting potential partners in fun, low-pressure settings.

Listener Questions Answered: Practical, empathetic advice for real-life dating dilemmas shared by our audience.


If you want help with your dating life, join the exclusive Dating With Gracie Membership for single men:

⁠⁠⁠https://www.skool.com/dating/about⁠⁠⁠


If you'd like a chance to be featured on the pod, fill out a submission below:

⁠⁠⁠⁠⁠⁠⁠Submit here⁠⁠⁠⁠⁠⁠⁠

 

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Ep 15: Is There Such a Thing as 'The Right Person, Wrong Time'?05 Mar 202500:59:54

In this episode of 'Just Ask Her,' Gracie and Tracy address how to handle feeling exhausted from past relationships, setting and maintaining boundaries when someone doesn't share your romantic interest, and the complexities of workplace crushes. They also discuss audience polls about 'right person, wrong time' and attitudes towards dating women who earn significantly more.


If you want help with your dating life, join the exclusive Dating With Gracie Membership for single men:

⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠https://www.skool.com/dating/about⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠


If you'd like a chance to be featured on the pod, fill out a submission below:

⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠Submit here⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠

 

Follow For More:

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Ep 14: How to Have a Shot With Younger Women26 Feb 202500:43:49

This week Tracy and Gracie kick off the episode with their opposing opinions on the popular dating show, Love Is Blind. The topics covered include the chances of rekindling after being rejected, dating age gaps, and dating women who have complicated personal lives.


If you want help with your dating life, join the exclusive Dating With Gracie Membership for single men:

⁠⁠⁠⁠⁠⁠⁠⁠⁠https://www.skool.com/dating/about⁠⁠⁠⁠⁠⁠⁠⁠⁠


If you'd like a chance to be featured on the pod, fill out a submission below:

⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠Submit here⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠

 

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Ep 13: Dating Multiple Women at Once19 Feb 202501:04:14

This week Tracy and Gracie read the first ever update from a previous submission! They also touch on themes such as navigating long-distance connections, handling insecurities, and dating multiple people respectfully.


If you want help with your dating life, join the exclusive Dating With Gracie Membership for single men:

⁠⁠⁠⁠⁠⁠⁠⁠https://www.skool.com/dating/about⁠⁠⁠⁠⁠⁠⁠⁠


If you'd like a chance to be featured on the pod, fill out a submission below:

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Ep 12: How to Leverage Being Single on Valentine's Day11 Feb 202500:51:31

In this week's episode Gracie and Tracy provide advice to single men on navigating Valentine's Day. The episode covers everything from leveraging the day to meet single women, planning special, yet not over-the-top dates, and avoiding common Valentine's Day pitfalls.


Valentine's Day Masterclass Sign up (Feb 14th, 2025):

⁠https://datingwithgracie.com/masterclass⁠


If you want help with your dating life, join the exclusive Dating With Gracie Membership for single men:

⁠⁠⁠⁠⁠⁠⁠https://www.skool.com/dating/about⁠⁠⁠⁠⁠⁠⁠


If you'd like a chance to be featured on the pod, fill out a submission below:

⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠Submit here⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠

 

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Ep 11: Work Crushes, Exes, and Valentine’s Day Announcement05 Feb 202500:56:17

In this episode of 'Just Ask Her,' dating experts Gracie and Tracy Pleschourt discuss navigating feelings for a close friend at work and reconnecting with an ex. Gracie announces a special free live Valentine's Day masterclass on attracting your dream girl. They analyze listener submissions, offering advice on expressing feelings to a recently single friend and the complexities of rekindling past relationships. The episode concludes with engaging polls about dating profiles and first date etiquette.


Valentine's Day Masterclass Sign up (Feb 14th, 2025):

https://datingwithgracie.com/masterclass


If you want help with your dating life, join the exclusive Dating With Gracie Membership for single men:

⁠⁠⁠⁠⁠⁠https://www.skool.com/dating/about⁠⁠⁠⁠⁠⁠


If you'd like a chance to be featured on the pod, fill out a submission below:

⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠Submit here⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠

 

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Ep 10: Should Finances Affect Your Dating Timeline?29 Jan 202501:09:11

In this episode of 'Just Ask Her,' Gracie and Tracy Pleschourt address how financial stability impacts dating, offer advice on first interactions and date conversations, and provide insight into processing sudden relationship shifts. They also explore effective ways to approach women and evaluate the importance of standards in dating. Join the discussion for practical guidance on improving your dating life.


If you want help with your dating life, join the exclusive Dating With Gracie Membership for single men:

⁠⁠⁠⁠⁠https://www.skool.com/dating/about⁠⁠⁠⁠⁠


If you'd like a chance to be featured on the pod, fill out a submission below:

⁠⁠⁠⁠⁠⁠⁠⁠⁠Submit here⁠⁠⁠⁠⁠⁠⁠⁠⁠

 

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Ep 22: Nice Guys, Situationships & Starting Over23 Apr 202500:51:03

This week, Gracie and Tracy cover everything from confusing situationships to rebuilding your confidence after divorce.

They unpack how to handle it when she says you're just friends but keeps hooking up with you, whether it's time to give an ultimatum to a girl who's still living with her boyfriend, and how to stop feeling lost when it seems like you don’t belong anywhere.

They also offer guidance to a newly divorced dad who's done being the “nice guy,” but isn’t sure how to date with confidence or what to do after the first few dates.

If you want help with your dating life, join the exclusive Dating

With Gracie Membership for single men:⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠https://www.skool.com/dating/about


If you'd like a chance to be featured on the pod, fill out a submission below:⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠Submit here


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Ep 21: When You’re Doing Everything Right—But Still Not Meeting Women16 Apr 202500:46:04

This week, Gracie and Tracy talk about what happens when focusing on self-growth starts to make dating feel… unnecessary, how to handle it when women change your date plans (and whether that’s a secret test), and the pros and cons of dating someone who’s connected to your family through past relationships.

Plus, they react to your votes on this week’s polls—like the most confusing part of dating and whether you'd be open to someone who doesn’t believe in labels.


If you want help with your dating life, join the exclusive Dating With Gracie Membership for single men:⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠https://www.skool.com/dating/about


If you'd like a chance to be featured on the pod, fill out a submission below:⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠Submit here


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Ep 20: Is It Even Worth Dating Right Now?09 Apr 202501:04:14

This week, Gracie and Tracy dive into three listener submissions.

They talk about what dating feels like after divorce and years off the market, how to handle it when your proposal gets rejected and you're unsure where the relationship stands, and whether it’s worth putting yourself out there when you’re still working on your weight loss goals.

They also react to this week’s poll results on exes—like whether you should be friends, if a birthday text is a bad idea, and what to do when that “I miss you” message hits your phone.


If you want to see the Sea Nymph 3.0, check it out here:

https://youtu.be/aOOHDYXBeOU?si=Iq8L8qZK9siaaQPG


If you want help with your dating life, join the exclusive Dating With Gracie Membership for single men:⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠https://www.skool.com/dating/about


If you'd like a chance to be featured on the pod, fill out a submission below:⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠Submit here


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Ep 19: She’s Grabbing Dinner with Her Ex… What Do I Do?02 Apr 202501:11:54

This week, Gracie and Tracy dive into listener submissions that include: what to do when you feel stuck and scared you’ll never find someone, how to handle your girlfriend grabbing dinner with her ex, and adjusting to dating an ultra-independent woman when you’re used to being the caretaker in the relationship.

They also react to your responses to this week’s polls—including top fears in dating and a list of what women wear that men secretly don’t love. 👀

If you’ve ever struggled with feeling behind in love, questioning your place in a woman’s life, or dealing with mixed emotions around trust and independence—this is your episode.

If you want help with your dating life, join the exclusive Dating With Gracie Membership for single men:⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠https://www.skool.com/dating/about⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠


If you'd like a chance to be featured on the pod, fill out a submission below:⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠Submit here

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Ep 18: Why It Keeps Ending After 3 Dates (And How to Fix It)26 Mar 202500:48:01

This week, Gracie and Tracy are back from Utah and diving into three relatable listener submissions: how to stop sabotaging early dating stages, why you’re not getting texts back after meeting women on a night out, and whether it’s ever a good idea to try and reach back out to a girl you ended things with in the past.


If you want help with your dating life, join the exclusive Dating With Gracie Membership for single men:⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠https://www.skool.com/dating/about

⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠

If you'd like a chance to be featured on the pod, fill out a submission below:⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠Submit here

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Ep 17: She Checks All the Boxes—So Why Don’t I Feel It?19 Mar 202501:07:20

In this episode of Just Ask Her, Gracie and Tracy tackle some of the toughest dating dilemmas men face—choosing between chemistry and compatibility, navigating feelings for a friend, and decoding mixed signals from a woman who “has love” for you but doesn’t want a relationship.


If you want help with your dating life, join the exclusive Dating With Gracie Membership for single men:

⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠https://www.skool.com/dating/about⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠


If you'd like a chance to be featured on the pod, fill out a submission below:

⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠Submit here⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠

 

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Ep 16: Does She Like You Or Just Want a Free Drink?12 Mar 202501:08:08

This week Gracie and Tracy dive into the complexities of workplace romances, strategies for avoiding being used for free drinks, whether men should be honest about their height on dating profiles, and how to deal with an ex who moves on quickly but still remains in contact. 


If you want help with your dating life, join the exclusive Dating With Gracie Membership for single men:

⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠https://www.skool.com/dating/about⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠


If you'd like a chance to be featured on the pod, fill out a submission below:

⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠Submit here⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠

 

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Feeling Like You’re Behind in Dating? Here’s What to Do Next (Ep 24)07 May 202500:38:30

This week, Gracie and Tracy respond to three real submissions from men who feel like they’re doing everything right—but still struggling in their dating lives.

They talk about what to do when you’re successful on paper but can’t seem to meet women your age, how to recover after giving too much to someone who took advantage of you, and how to date confidently when you feel like a “late bloomer” who’s already behind.

They also break down this week’s polls:
🔸 Do you ever feel like you’re behind in your dating life?
🔸 Does dating really get harder the older you get?

If you’ve ever felt overlooked, used, or unsure how to start again—this one’s for you.

If you want help with your dating life, join the exclusive Dating With Gracie Membership for single men:
⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠https://www.skool.com/dating/about

If you'd like a chance to be featured on the pod, fill out a submission below:
⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠Submit here

Follow for more:
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Is Being Too Nice Costing You Dates? (Ep #23)30 Apr 202500:37:08

This week, Gracie and Tracy respond to two submissions that hit on a common frustration: putting in effort and still not getting the outcome you want.

They talk about what to do when you keep hearing you're “too sweet” or “a great guy” but still get rejected—and how to handle it when every conversation with a woman feels like a dead end.

They also break down this week’s polls:
🔸 What it really means when a girl says “I’m bad at texting”
🔸 Whether guys still want to meet someone through apps, friends, or a random real-life moment

If you’re tired of wasting your energy on women who aren’t putting in effort—or sick of being the nice guy who never gets the girl—this one’s for you.


If you'd like help optimizing your dating profile, grab Gracie's FREE guide here:

Free Dating Profile Guide


If you want help with your dating life, join the exclusive Dating With Gracie Membership for single men:⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠https://www.skool.com/dating/about


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When the Vibes Are There… But She Isn’t: Mixed Signals, False Starts, and the Friend Zone (Ep. 29)11 Jun 202500:52:00

Why do some of your best dates go absolutely nowhere? In Episode 29 of Just Ask Her, Gracie and Tracy break down the most frustrating moments in modern dating—from ghosting after great chemistry to navigating the mixed signals that leave you stuck in limbo.

We answer three listener questions that highlight common (but painful) scenarios:

  • Why women disappear after everything seems to be going well

  • How to read and respond to mixed signals from someone who says they want something casual but keeps acting romantic

  • What to do when you're trying to build a connection with a woman at work without landing in the friend zone

Whether you're dating after divorce, struggling to get past the second date, or wondering how to stand out without coming on too strong, this episode is packed with honest advice and fresh insights from two women who’ve seen it all.

💬 Topics covered:

  • Why great dates don’t always turn into relationships

  • Emotional chemistry vs. timing compatibility

  • Slow burns, fast fades, and everything in between

  • The “safe guy” trap and how to avoid it

  • Building romantic tension without pressure

  • Signs it’s time to walk away vs. keep showing up


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

Navigating Summer Sparks, Career Focused Dating, and Decoding Mixed Signals Ep. 2804 Jun 202500:34:03

In this episode of 'Just Ask Her,' hosts Gracie Pleschourt, a dating expert, and her co-host Tracy Pleschourt, a certified life coach, tackle three insightful submissions from male listeners facing distinct dating challenges. They begin with JJ, a college student wondering how to keep a new spark alive over a three-month summer break. Next, they advise Mike, a 30-year-old trauma survivor worried if his career focus and limited social life are unattractive to potential partners. Finally, they address Rich, who is confused by a mixed response from a woman he reached out to on social media. Throughout, Gracie and Tracy offer practical advice and emphasize the importance of emotional availability, intentional communication, and self-worth in dating.

00:00 Introduction and Podcast Overview


00:53 Listener Submission: Keeping the Spark Alive Over Summer

02:34 Advice for Maintaining Long-Distance Connections

09:59 Personal Stories and Reflections on College Dating

14:40 Listener Submission: Balancing Career and Social Life

17:44 Understanding Different Relationship Expectations

18:56 Balancing Career and Social Life

19:51 Leveraging Social Skills for Dating

21:01 Utilizing Online Resources for Dating

21:49 Embracing Your Achievements with Confidence

23:23 Podcast Outro and Listener Engagement

23:42 Analyzing a Listener's Dating Dilemma

24:40 Decoding Mixed Signals in Dating

26:33 The Importance of Clear Communication

28:16 Managing Rejection and Building Resilience

32:37 Encouragement and Final Thoughts
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

Dating in Small Towns, Big Cities & Emotional Limbo: Should You Stay or Walk Away? (Ep 27)28 May 202500:33:54

In this episode of Just Ask Her, Gracie and Tracy tackle three powerful submissions from men feeling stuck—whether it’s bumping into your ex at the gym, navigating emotionally messy flings in big-city bars, or wondering if your small town is what’s keeping you single.

You'll hear:

  • How to protect your peace when “no contact” isn’t possible

  • Why big city dating often feels like one big performance

  • Whether moving for love is a smart idea—or a sneaky form of self-abandonment

  • What to do when your dating apps feel like a loop of dead ends

  • And how to build real momentum when everything feels stuck—romantically, socially, even sexually

This is a grounded, honest episode about self-respect, emotional clarity, and trusting your own inner compass. Because sometimes the real work isn’t in chasing love—it’s in clearing space for it.


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: 👉  https://forms.gle/naT2MHcb5vPjU6K68

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


How to Stop Being the ‘Safe Guy’ and Start Being Seen Romantically (Ep 26)21 May 202500:43:45

EP 26 — Timing, Betrayal, and the Friend Zone: Real Advice for Modern Dating

In this episode of Just Ask Her, Gracie and Tracy tackle three brutally honest listener submissions from men navigating complex, emotional dating challenges:

🩺 A cancer survivor steps into the dating world for the first time—only to kiss a woman who turns out to be married.
🧸 A self-described “safe guy” keeps getting friend-zoned and wants to know how to be seen as a romantic option.
🚩 A man reconnects with a woman from his past… who’s still legally married and has him on the lease to her apartment.

If you’ve ever asked yourself, “Is dating even worth it?” or “Why do women always see me as just a friend?”—this one’s for you.

Expect no-BS advice, clear takeaways, and a deeper understanding of how to navigate real-world dating complications with confidence and clarity.

🔑 You’ll learn:

  • How to spot emotional red flags before you get too invested

  • Why being seen as “safe” can kill chemistry—and how to flip the script

  • What to do when loyalty starts feeling like self-sacrifice

Plus, the results from two powerful polls:

  1. Can you be emotionally available and still have your guard up?

  2. Would you date someone who’s perfect on paper—but there’s no spark?

This episode is raw, real, and packed with practical advice to help you take back control of your dating life.


🎧 Subscribe, rate & review to support the show: https://podcasts.apple.com/us/podcast/just-ask-her-dating-advice-for-single-men/id1782213086
📲 Download free guides at www.datingwithgracie.com/guides
💬 Got a question for a future episode? Submit yours at https://forms.gle/naT2MHcb5vPjU6K68

Dating Advice for Men Who Feel Out of Practice, Out of Options, or Unsure Where They Stand (Ep 25)14 May 202500:37:54

Episode 25 – Dating Advice for Men Feeling Out of Practice, Out of Options, or Unsure Where They Stand

In this episode of Just Ask Her, Gracie and Tracy respond to three real and relatable listener stories that highlight what so many men are quietly struggling with—feeling behind in dating, unsure how to make a move, or completely lost on what women actually want.

Here’s what we cover:

✅ When you feel like you're doing everything right—and she still chooses someone else
✅ Dating after divorce with zero experience: how to rebuild confidence with women
✅ How to talk to women you’re into (especially when you're not sure if you're moving too fast)
✅ Whether it's ever okay to reach back out after you’ve been rejected
✅ Why defining the relationship early on doesn’t have to be awkward or needy

We also offer specific, judgment-free dating advice for men navigating emotional setbacks, rebuilding after heartbreak, or figuring out how to connect with women authentically in today’s dating world.

If you’ve been wondering where to meet quality women, how to approach someone new, or when to speak up about your feelings—this episode is for you.

Want support in your dating life?
Join the exclusive Dating With Gracie Membership for single men:
👉 https://www.skool.com/dating/about

Want to be featured on the podcast?
Submit your story & question:
👉 [Submit here]

Follow for more honest, no-fluff dating advice:
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Dating After 35, First Dates at 62 & Grieving Love: How to Begin Again (Ep. 30)18 Jun 202500:42:11

What does it really take to start over in dating—whether you’re 36, 62, or healing from deep emotional loss? In this episode of Just Ask Her, we respond to three powerful submissions from men navigating dating later in life.

We talk about:

  • How to date after a bipolar diagnosis and little-to-no experience

  • The challenges of dating in your 60s and getting past the first date

  • Whether it’s fair to pursue someone who’s still grieving

  • Why your dating history matters less than your emotional readiness

  • How to show emotional maturity without coming on too strong

If you’ve ever felt behind, stuck, or uncertain about how to move forward in your love life—this episode is your sign to begin again.

Save Your Seat At The Attraction Masterclass: https://datingwithgracie.com/masterclass

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

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

From Public Shaming to Second Chances: Navigating Modern Dating Drama (Ep. 38)13 Aug 202500:42:00

In this episode, Gracie and Tracy tackle three powerful listener submissions about dating challenges, online reputation, and moving on after heartbreak. They offer no-nonsense advice on handling public shaming in online groups, building momentum with a newly single neighbor, and recovering from a whirlwind romance that ended abruptly. Plus, they announce the launch of the Self-Made Man Dating Journal, designed to help men reflect and grow in their dating lives.

Show Notes:

  • 00:00 – Introduction

    • Gracie and Tracy welcome listeners and celebrate 38 weeks of the podcast.
    • Quick banter about pregnancy timelines and podcast milestones.
  • 02:00 – Listener Submission #1: Anthony’s Story

    • Anthony shares his experience of being publicly shamed in a women’s Facebook group after a breakup.
    • Gracie and Tracy discuss the origins and current state of “Are We Dating the Same Guy?” groups.
    • Advice on handling online defamation, reclaiming self-trust, and whether to pursue legal action.
    • Key takeaway: Let your integrity and self-awareness guide you, and don’t let drama-filled groups define your dating future.
  • 25:00 – Announcement: Self-Made Man Dating Journal

    • Gracie and Tracy introduce their new journal for single men, available on Amazon.
    • The journal helps track dates, reflect on experiences, and build self-awareness.
  • 28:00 – Listener Submission #2: Alex’s Story

    • Alex, new to dating, wonders if he missed his chance with a neighbor after helping her through a tough time.
    • The hosts discuss the importance of momentum, meaningful interactions, and not overthinking timing.
    • Advice: Focus on genuine conversations, set healthy boundaries, and don’t attach expectations to every interaction.
  • 40:00 – Listener Submission #3: Jake’s Story

    • Jake describes a fast-moving, long-distance romance that ended suddenly after a deep connection.
    • Gracie and Tracy explain “emotional fast-tracking” and the risks of future-tripping in new relationships.
    • Advice: Let relationships unfold at a natural pace, integrate emotional lessons, and practice patience as you move forward.

    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

Taking Initiative in Your Dating Life (Ep. 37)06 Aug 202500:31:12

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


Am I Ever Someone’s First Choice? | Healing After Rebound Heartbreak, Starting Conversations, and Breaking Old Dating Patterns (Ep. 36)30 Jul 202500:39:54
  • In this powerful episode, we hear from three men navigating dating after heartbreak, rejection, and personal transformation. Tiago, a newly single dad, opens up about falling hard for a woman fresh out of her own divorce—and the grief of not being chosen. Brady asks how to confidently start conversations in person and online. And Brandon vulnerably explores a repeating pattern of giving too much and being left behind.

    If you’ve ever asked yourself: Why does love feel so one-sided? or Am I stuck in the same cycle?—this one is for you. We offer honest answers, emotional insight, and real strategies to move forward without closing your heart.

    💬 Topics we cover:

    • Rebound heartbreak and emotional availability

    • How to start conversations that actually connect

    • The over-functioning pattern that leaves good men feeling unseen

    • Building confidence without performing

    • When to try again—and when to walk away for good

    Whether you're fresh out of a relationship or ready to rewrite your love story, you'll walk away with tools, validation, and hope.

    Submission 1: Tiago (00:00)
    After a 14-year marriage, Tiago dives into dating again—only to fall for a woman not yet over her own divorce. We explore why emotionally available men often feel heartbreak more deeply, and how to stop trying to prove your worth to someone who isn’t ready to choose you back.

    Submission 2: Brady (21:45)
    Brady asks a common question: How do I start the conversation—on apps or in person—without being awkward or overthinking it? We break down what actually matters in first impressions (hint: it’s not cleverness), and how curiosity beats performance every time.

    Submission 3: Brandon (38:10)
    Brandon is done chasing women who don’t choose him back. We unpack the anxious attachment pattern of over-giving, why it keeps showing up, and how to lead with discernment instead of devotion in future relationships.

    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

  • If you found this episode helpful, please rate us on Spotify or Apple Podcasts and share it with a friend. New episodes every Wednesday!

    DatingAdvice #SingleMen #DatingApps #Heartbreak #Confidence #JustAskHerPodcast

    Ghosted After 3 Perfect Dates? Here’s What Women Wish You Knew (Ep. 35)21 Jul 202500:40:45

    It’s one of the most painful dating experiences: everything feels amazing… and then she disappears.

    In this raw, relatable episode of Just Ask Her, we unpack three powerful submissions from men navigating ghosting, rejection, and confusion after what felt like real connection:

    • Luke opens up about an overseas trip that changed everything with a woman he thought he was building something real with. Now she’s gone—no warning, no clarity—and he’s still holding on.

    • Spencer shares the story of his whirlwind 4-date romance with a woman who seemed all-in—until she ghosted him after planning two more dates. What gives?

    • Conor bravely tells us what it’s like being 30, never having been in a relationship, and constantly getting close—only to be shut out. He asks: What am I doing wrong, and how do I keep going?

    💬 Gracie and Tracy go deep in this one, breaking down what ghosting really means, why it often has nothing to do with you, and what women are thinking when they pull away after connection. We also explore:

    • What to do when you still have feelings but she cuts contact

    • The truth about mixed signals and sudden disappearances

    • Why “perfect dates” don’t always lead to commitment

    • How to rebuild your confidence after being ghosted

    • When (and how) to reach out again—or let go completely

    Whether you’ve been left on read or still playing back every moment of your last date, this episode will give you clarity, closure, and hope.


    Self-Made Man Dating Journal: https://www.amazon.com/dp/B0F9B7M5B3?th=1

    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

    When Feelings Resurface: What to Do When the One That Got Away Comes Back (Ep. 34)16 Jul 202500:30:03

    She said she only wanted something casual… but your heart didn’t get the memo.

    In this episode of Just Ask Her, we’re diving into three real stories that hit home for a lot of men:

    • A 36-year-old man rekindles something with the woman who once ghosted him—only to find himself falling all over again. Is she just bored… or is there still a chance?

    • Another listener goes from intimate and honest connection to total silence after dating a single mom—what happened, and how do you respond to ghosting that makes no sense?

    • Plus, we talk about first-date anxiety with a guy who knows he’s a catch… but struggles to show it early on.

    If you’ve ever questioned whether you’re being patient or just played, this episode will give you honest advice, a woman’s perspective, and the clarity you need to stop spinning in circles.

    Get the Self-Made Man Dating Journal: 👉https://www.amazon.com/dp/B0F9B7SQBY?th=1

    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: 👉  https://forms.gle/naT2MHcb5vPjU6K68

    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: 👉  https://forms.gle/naT2MHcb5vPjU6K68


    Politics, Privacy & the Girl Next Door (ep. 33)09 Jul 202500:28:49

    This week on Just Ask Her, we’re tackling three very real (and wildly different) dating dilemmas from our listeners:

    • Carlos wants to know if there’s any hope for a conservative guy dating in a liberal city—or if he should hold out for a future move.

    • Mark has rekindled things with his high school sweetheart… but there’s one big problem: she’s still best friends with his ex-wife.

    • And an anonymous bachelor is wondering how to strike up a conversation with the woman he always runs into—but never has a chance to talk to.

    We’re talking dating across political lines, what to do when the past gets in the way of the present, and how to approach a girl you barely know without being weird about it. Let’s dive in.


    Get Your Self-Made Man Dating Journal: https://www.amazon.com/dp/B0F9B7SQBY?th=1

    Get on The Dating Differently Academy Waitlist at: https://datingwithgracie.com/dda-waitlist-4055

    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

    When It Feels Real… But She Pulls Away02 Jul 202500:37:53

    In today’s episode, we’re diving into three powerful stories from men navigating the messy middle of modern dating:

    💔 Luke thought he was one step away from proposing—until she blindsided him with a breakup.
    😓 Josh is tired of being the one who always initiates, and he’s starting to feel the desperation creeping in.
    🥲 Jerome had the best first date of his life… but now she’s gone quiet, and he’s left wondering if he should reach out again.

    We’ll talk about what to do when effort feels one-sided, why some women emotionally check out long before they leave, and how to find clarity when the door hasn’t fully closed.

    If you’ve ever felt blindsided, confused, or stuck on “what could’ve been,” this episode is for you.

    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

    Too Much, Too Soon: When Early Interest Turns Into Sudden Distance Ep. 3125 Jun 202500:51:23

    In Episode 31 of Just Ask Her, we dive into one of the most confusing dating experiences: when everything starts fast, feels promising… and then suddenly falls apart. From whirlwind reconnections to mixed signals after first dates, these listener stories are full of emotional highs, unexpected letdowns, and hard-earned lessons.

    Evan shares what it’s like to be pulled in deeply—then pushed away after one perfect weekend. AL wonders if he blew his chance with a hostess who seemed interested… until she wasn’t. And Kyle opens up about how one experience erased months of confidence he built after leaving the dating apps behind.

    We explore how to spot premature intensity, how to protect your heart without closing it off, and why confidence has to come from within—not from how someone responds to you. Whether you’ve been ghosted after a great weekend or left wondering what went wrong, this one’s for you.

    Sign Up For the FREE Attraction Masterclass: https://datingwithgracie.com/masterclass

    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

    Break the Cycle: Real Advice for Dating Confidence, Moving On, and Finding Love (Ep. 45) 01 Oct 202500:41:26

    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:

    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.

    Living at Home, Gym Love, and Mixed Signals (Ep. 44)24 Sep 202500:32:18

    Episode 44: Living at Home, Gym Love, and Mixed Signals

    Hosts: Gracie Pleschourt & Tracy Pleschourt

    Struggling with dating while living at home? Unsure if you should make a move at the gym? Confused by mixed signals from someone you like? In this episode of Just Ask Her, dating expert Gracie Pleschourt and certified life coach Tracy Pleschourt tackle your toughest questions with no-nonsense, real-world advice.

    We answer listener submissions about:

    • How to date confidently when you’re not financially independent or still living with your parents
    • Navigating the tricky world of gym romance and whether you should look for love outside your workout routine
    • What to do when someone gives you mixed signals after turning you down


    Key Takeaways:

    • Confidence and clarity about your life path are more attractive than financial status.
    • Don’t apologize for your situation—own your story and values.
    • Mixed signals usually mean “no”—don’t wait around for someone to change their mind.
    • The gym isn’t the only place to meet active partners; try apps, clubs, and social events.
    • Focus on what you can control and keep your dating mindset positive.

    Connect with Gracie:

    • Instagram & TikTok: @datingwithgracie

    Support the Show:

    • Rate and review on Spotify or Apple Podcasts
    • Share this episode with friends


    Purchase the Self-Made Man Dating Journal:


    New episodes every Wednesday!


    Stood Up Again? Real Talk on Dating Disappointments, Blind Dates & Building Confidence (Ep. 43)17 Sep 202500:31:11

    Episode 43: Stood Up Again? Real Talk on Dating Disappointments, Blind Dates & Building Confidence

    Show Notes:

    • Why do people keep getting stood up on dates? Gracie and Tracy break down the stats, share real listener stories, and offer practical advice for handling rejection and disappointment in the dating world.
    • Blind dates in 2025: Are they still a thing? The hosts discuss the anxiety of not knowing what your date looks like, how to handle awkward first impressions, and why short, low-pressure first dates are the way to go.
    • Special segment: Navigating dating with ADHD and social anxiety. Listener Jack from England shares his experience, and Gracie and Tracy provide mindset shifts and actionable tips for building confidence and social skills.
    • Launch announcement: The Self-Made Man Dating Journal is now available! Learn how this tool can help you track your dating experiences, reflect, and grow.
    • Listener Q&A: How to avoid getting cynical, set healthy standards, and know when to walk away.
    • Plus: The importance of self-awareness, communication, and not taking rejection personally.

    Links Mentioned:

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


    Episode Description:

    Ever been stood up and wondered, “Is it me, or is this just modern dating?” In this episode, Gracie and Tracy get real about dating disappointments, blind dates, and the mindset shifts that can help you bounce back stronger. They answer listener questions about being stood up, navigating first-date nerves, and dating with ADHD or social anxiety. Plus, they announce the launch of the Self-Made Man Dating Journal—a must-have for anyone serious about improving their dating life.

    Tune in for honest advice, practical tips, and a reminder that you’re not alone in the dating game. Whether you’re tired of ghosting, anxious about blind dates, or just want to build more confidence, this episode is for you!

    New episodes every Wednesday. Don’t forget to rate, review, and share!

    Real Stories, Real Advice: Overcoming Dating Struggles (Ep. 42)11 Sep 202500:36:28

    Episode 42 – Real Stories, Real Advice: Overcoming Dating Struggles

    In this episode of Just Ask Her, dating expert Gracie Pleschourt and certified life coach Tracy Pleschourt tackle real listener questions about the challenges men face in modern dating.

    You’ll hear three honest stories:

    • Jacob, a dedicated teacher who feels invisible in the dating world, gets advice on shifting his mindset, leveraging his network, and building confidence through daily habits.
    • Nick, a single dad and school administrator, opens up about the struggle to find lasting love and the impact of first-date hookups. Gracie and Tracy break down the importance of pacing, setting standards, and running a “dating experiment” to find deeper connections.
    • Anonymous shares the pain of being friend-zoned and dealing with height insecurity. The hosts offer practical tips for setting boundaries, moving forward, and reframing self-doubt.

    Plus, discover the new Self-Made Man Dating Journal—designed to help you track your progress, reflect on your experiences, and become more intentional in your dating life.

    If you’re ready to take control of your dating journey, this episode is packed with actionable advice, mindset shifts, and encouragement. Don’t forget to rate the show, share it with friends, and follow Gracie on Instagram and TikTok @datingwithgracie for daily tips!

    Resources mentioned:

    • [Self-Made Man Dating Journal – Available on Amazon]
    • Free guide to optimizing your dating profile at datingwithgracie.com

    New episodes every Wednesday. No matter where you are or what your situation is—just ask her!

    Breaking the “Just Friends” Cycle: Flirting, Ghosting, and Setting Standards (Ep. 41)02 Sep 202500:37:50

    Episode 41 – Flirting, Ghosting, and Setting Standards: Real Dating Advice for Men

    In this episode of Just Ask Her, dating expert Gracie Pleschourt and certified life coach Tracy Pleschourt tackle some of the most vulnerable and confusing moments in modern dating. They answer real listener questions about:

    • How to show romantic interest without falling back into toxic masculinity or getting stuck in the “friend zone”
    • What to do when you’re ghosted after a promising connection—and how to separate facts from painful stories your mind creates
    • Why chemistry isn’t always enough, and how to set and hold your dating standards even when things don’t work out

    Gracie and Tracy share research-backed flirting tips, advice for building confidence, and practical strategies for moving on after rejection. They also discuss the launch of the Self-Made Man Dating Journal, designed to help single men reflect, grow, and date with intention.

    Whether you’re struggling to make the leap from friendship to romance, reeling from a sudden ghosting, or just want to date with more clarity and confidence, this episode is packed with honest insights and actionable advice.

    Mentioned in this episode:

    • The Self-Made Man Dating Journal (now available on Amazon)
    • How to use self-compassion to recover from rejection
    • The importance of being direct, setting boundaries, and choosing yourself first

    If you enjoy the show, please rate us on Spotify or Apple Podcasts and share this episode with your friends!

    Follow Gracie on Instagram and TikTok @datingwithgracie for more tips and updates.

    New episodes every Wednesday. No matter where you are or what your situation is—just ask her.

    How to deal, think about and learn from rejection, and what to do now (Ep. 40)27 Aug 202500:39:21

    Episode 40: How to deal, think about and learn from rejection, and what to do now

    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:

    If you enjoyed this episode, please rate us on Spotify or Apple Podcasts and share with your friends! New episodes drop every Wednesday.

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

    Dating After Divorce, Overcoming Insecurities & Navigating Workplace Romance: Real Advice for Men | Just Ask Her (Ep. 39)20 Aug 202500:42:33

    Episode 39: Dating After Divorce, Overcoming Insecurities & Navigating Workplace Romance

    In this episode of Just Ask Her, dating expert Gracie Pleschourt and certified life coach Tracy Pleschourt answer real listener questions about the challenges men face in modern dating.

    Topics Covered:

    • Dating After Divorce: Daniel, a recently divorced dad living in the Caribbean, asks how to navigate dating with kids, a limited dating pool, and emotional healing. Gracie and Tracy discuss emotional availability, redefining relationship goals, and the importance of self-awareness.
    • Overcoming Insecurities (Height): Lucas from Canada shares his struggles with dating as a shorter man and feeling stuck in the friend zone. The hosts offer practical tips for building confidence, expressing romantic interest, and leveraging your unique strengths.
    • Workplace Romance: Shane wants to know how to tell if a coworker is interested or just being friendly, and whether it’s appropriate to ask her out again. The conversation covers reading signals, respecting boundaries, and balancing professionalism with personal interest.
    • Bonus: Gracie introduces the Self-Made Man Dating Journal, designed to help men track their dating experiences and grow in self-awareness.

    Key Takeaways:

    • Emotional readiness and bandwidth are different—define what you want in this season of life.
    • Confidence comes from action and self-acceptance, not just external validation.
    • Flirting and expressing interest can be learned skills—start with small, bold steps.
    • Workplace relationships require extra care and respect for boundaries.

    Resources Mentioned:

    Connect with Gracie:

    • Instagram & TikTok: @datingwithgracie

    If you enjoyed this episode, please rate and review on Spotify or Apple Podcasts, and share with friends!

    Breaking Patterns & Building Self-Trust in Dating (Ep. 51)13 Nov 202500:41:12

    Episode 51: Breaking Patterns & Building Self-Trust in Dating

    Description:
    In this episode of "Just Ask Her," Gracie and Tracy dive into three listener submissions that highlight the real challenges men face in modern dating. From navigating attachment styles and dating app fatigue to finding emotionally available partners and breaking free from self-sabotaging patterns, this episode is packed with actionable advice and heartfelt coaching. Plus, Gracie announces the launch of the Self-Made Man Dating Journal, designed to help single men reflect, grow, and date with intention.

    Show Notes:

    Intro & Halloween Banter

    • Gracie and Tracy kick off the episode with some lighthearted Halloween talk, sharing personal stories and family traditions.

    Submission 1: Sal’s Story

    • Sal, a father of four and firefighter, shares his journey from anxious to secure attachment style.

    • Struggles with dating app fatigue and finding emotionally available women.

    • Gracie and Tracy discuss the pitfalls of over-labeling attachment styles, the scarcity mindset, and the importance of real-life connections.

    • Advice: Leverage your strengths in real-world environments, seek shared purpose, and remember that every "failed" connection brings you closer to alignment.

    Submission 2: Kyle’s Question

    • Kyle wonders why it seems women don’t have hobbies and how to meet like-minded singles.

    • Discussion on generational trends, burnout, and the importance of reframing blanket statements.

    • Tips: Switch up your social activities, challenge self-sabotaging beliefs, and remember that the right partner will appreciate your diverse interests.

    Submission 3: Greg’s Pattern

    • Greg, an Australian Air Force sergeant, describes a recurring pattern of women pulling away.

    • Gracie and Tracy explore confirmation bias, self-trust, and the importance of detaching from painful narratives.

    • Practical steps: Name the pattern neutrally, detach from identity, decide what you’ll do differently, and let people reveal themselves over time.

    Resource Mentioned:

    • Self-Made Man Dating Journal – Now available on Amazon! Designed to help single men track dates, reflect, and grow. Limited first run—grab yours before they’re gone.

    Listener Call to Action:

    Connect with Gracie:

    • Instagram & TikTok: @datingwithgracie

    New episodes every Wednesday!

    Real Dating Questions Answered – Confidence, Signals & Starting Over (Ep. 50)05 Nov 202500:26:05

    Episode 50: Real Dating Questions Answered – Confidence, Signals & Starting Over

    Description:
    In this milestone 50th episode of Just Ask Her, dating expert Gracie Pleschourt and certified life coach Tracy Pleschourt tackle real listener questions about modern dating. From overcoming shyness and reading signals to building confidence and starting over after a long relationship, Gracie and Tracy deliver no-nonsense advice straight from a woman’s perspective. Plus, they announce the launch of the Self-Made Man Dating Journal and tease a special anniversary episode coming soon!

    Whether you’re struggling to approach someone new, wondering how to get noticed, or navigating the dating scene after years away, this episode is packed with practical tips, research-backed insights, and encouragement to help you take control of your dating life.

    Show Notes:

    00:00 – Welcome & Introduction
    01:30 – Listener Submission #1: Should I ask out the Home Depot girl?
    05:00 – How to read signals vs. friendly behavior
    08:30 – Building confidence and taking action despite shyness
    12:00 – The truth about rejection and courage in dating
    15:00 – Launch Announcement: Self-Made Man Dating Journal
    18:00 – Listener Submission #2: Why don’t women notice me?
    22:00 – The science of attraction and nonverbal cues
    25:00 – How to shift from seeking validation to radiating confidence
    29:00 – Listener Submission #3: Dating after a 30-year relationship
    33:00 – Navigating small communities and changing your identity
    37:00 – Advice for starting over and expanding your social circles
    41:00 – Anniversary Episode Teaser: “Man on the Street” Q&A
    44:00 – How to submit your questions for the special episode
    46:00 – Final thoughts & where to find Gracie online

    Resources Mentioned:

    If you enjoyed this episode, please rate and review Just Ask Her on Spotify or Apple Podcasts, and share it with your friends!

    Ghosted, Blocked, and Bouncing Back — Real Dating Dilemmas & Self-Made Man Advice (Ep. 49)29 Oct 202500:50:26

    Episode 49: Ghosted, Blocked, and Bouncing Back — Real Dating Dilemmas & Self-Made Man Advice

    Episode Description:Are you tired of feeling stuck in your dating life, confused by mixed signals, or left wondering why she ghosted you? In this episode of Just Ask Her, dating expert Gracie Pleschourt and certified life coach Tracy Pleschourt tackle real listener submissions about ghosting, blocking, and the emotional rollercoaster of modern dating.

    From decoding sudden disappearances to reframing rejection and building emotional resilience, Gracie and Tracy offer no-nonsense advice straight from a woman’s perspective. They break down the “self-made man” mindset, share practical tips for handling heartbreak, and answer tough questions about honesty, closure, and moving forward.

    Plus, enjoy a fun behind-the-scenes recap of their recent trip to Ireland, complete with cultural takeaways and travel mishaps!

    Show Notes:

    • 0:00 – Welcome & Introduction: Why dating feels so confusing today
    • 2:30 – Listener Submission #1: Why did she ghost and block me after a great date?
    • 18:00 – The “Self-Made Man” Mindset
    • 25:00 – Listener Submission #2: “Why do I feel like I’m preparing women for other men?”
    • 38:00 – Listener Submission #3: “Should I tell women my ex-wife is a lesbian?”
    • 48:00 – Product Spotlight: The Self-Made Man Dating Journal
    • 52:00 – Ireland Recap: Banter, culture shocks, and travel lessons
    • 1:05:00 – Final Thoughts & How to Work with Gracie and Tracy

    Resources Mentioned:

    Subscribe for new episodes every Wednesday!

    Dating After Divorce – Confidence, Apps & Real Connections for Men Over 40 Ep. 4822 Oct 202500:22:31

    Dating After Divorce – Confidence, Apps & Real Connections for Men Over 40 Ep. 48

    Hosts: Gracie Pleschourt & Tracy Pleschourt

    In This Episode:

    • [00:00] Welcome & Introduction

    • [01:30] Listener Question: Starting Over After Divorce at 45

      • Breaking old routines and building new momentum

      • Is there a “market” for divorced men over 40?

      • How to meet new women and rebuild your social circle

      • The fastest-growing demographic on dating apps

      • The importance of self-awareness: knowing what you want and what you bring to the table

      • Tips for getting comfortable with dating apps

      • How to treat dating as research, not a performance

    • [18:00] The Self-Made Man Dating Journal Launch

      • How journaling can help you track progress and avoid repeating old patterns

      • Building confidence and clarity through reflection

      • Where to get the journal (Amazon link in show notes)

    • [22:00] Listener Question: Revealing a Physical Difference (Amputee Experience)

      • How to talk about insecurities and physical differences with confidence

      • Why your story and self-acceptance matter more than “the reveal”

      • The power of vulnerability and authenticity in dating

    • [30:00] Listener Question: Competing for Women’s Attention

      • Why confidence and self-value matter more than “winning” attention

      • Shifting from scarcity to abundance mindset

      • Practical tips to stand out: eye contact, conversation, and authenticity

      • How to become unforgettable by making women feel seen and at ease

    • [40:00] Final Thoughts & Where to Find Gracie

      • Follow Gracie on Instagram & TikTok: @datingwithgracie

      • Apply for 1:1 coaching (link in show notes)

      • Rate & review the podcast on Spotify or Apple Podcasts

    Resources Mentioned:

    • Self-Made Man Dating Journal https://www.amazon.com/dp/B0F9B7M5B3?th=1

    • 1:1 Coaching Application https://gracie.clickfunnels.com/optin1758810316648

    • Follow Gracie: Instagram & TikTok @datingwithgracie

    Subscribe for new episodes every Wednesday!


    How to Stop Being the Second Option: Dating with Confidence, Setting Boundaries, and Moving On Ep. 4715 Oct 202500:33:36

    Are you tired of feeling like someone’s backup plan in your dating life? In this episode of Just Ask Her, dating expert Gracie Pleschourt and certified life coach Tracy Pleschourt tackle real listener questions about complicated romantic situations, building self-confidence, and setting healthy boundaries.

    From navigating “work spouse” dynamics and emotional gray areas to overcoming social anxiety with women and learning to trust yourself after heartbreak, Gracie and Tracy offer no-nonsense advice to help you take control of your love life. Whether you’re struggling to move on from a relationship, worried about making social mistakes, or wondering if you should pursue someone who’s already taken, this episode is packed with actionable insights and tough love.

    Show Notes:

    • [00:00] Welcome & Updates: Gracie and Tracy share personal updates, including an upcoming trip to Ireland and behind-the-scenes podcast planning.
    • [04:00] Listener Submission #1: “Am I the Second Option?” — Advice for men caught in complicated relationships, why pursuing someone who’s unavailable is a losing game, and how to protect your self-respect.
    • [18:00] The Self-Made Man Dating Journal Launch: Introducing a new tool for single men to track, reflect, and improve their dating experiences.
    • [20:00] Listener Submission #2: “Social Mistakes with Women” — How to handle awkwardness, why confidence is really about self-trust, and why women care less about your blunders than you think.
    • [35:00] Listener Submission #3: “Trust Issues After a Breakup” — Rebuilding trust in yourself, letting go of relationships that no longer serve you, and why your future happiness depends on your own decisions.
    • [50:00] Key Takeaways: Why boundaries, self-awareness, and emotional resilience are the real keys to dating success.
    • [52:00] Call to Action: Rate, review, and share the podcast; follow Gracie on Instagram and TikTok @datingwithgracie.

    Resources Mentioned:

    If you enjoyed this episode, please rate us on Spotify or Apple Podcasts and share with your friends! Got a question for Gracie and Tracy? Submit it for a chance to be featured in a future episode.

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