
Advertise on podcast: Just Ask Her - Dating Advice for Single Men
Rating
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This podcast has
62 episodes
Language
EnglishExplicit
No
Date created
2024/11/27
Latest episode
2026/02/04
Average duration
39 min.
Release period
8 days
Description
Honest dating advice for single men from two women. Dating expert Gracie Pleschourt (@datingwithgracie on IG) and certified life coach Tracy Pleschourt break down real dating questions, real struggles, and what actually works in modern dating. Each week, they dive into listener-submitted questions about their toughest dating challenges and deliver unfiltered, constructive feedback. Submit yours here: https://forms.gle/34JLMADMcxhqdb7X7
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Check latest episodes from Just Ask Her - Dating Advice for Single Men podcast
You’re Not Behind, You’re Learning How to Date
2026/02/04
Dating confidence starts before the date, when you stop performing to be chosen and start showing up as the chooser. In Episode 62 of Just Ask Her, Gracie and certified life coach Tracy respond to three listener submissions on transactional relationships, dating after separation, and building real first-date chemistry.
If you’ve ever felt “behind,” struggled with rejection, or keep hearing “it’s not you, it’s me,” this episode gives you practical mindset shifts and grounded reminders that real connection is built, not bought, and emotional resilience is something you grow through experience.
You’ll also hear how to stop relying on “safe” but stagnant connection, how to handle the grief of dating endings (even early on), and how to create a stronger emotional experience on dates without becoming performative.
In this episode:
Why transactional connection can reduce real-world dating initiative
The difference between kindness and lack of boundaries
A neuroscience-based reframe for why early rejection hurts so much
How to build emotional resilience through dating experiences
Why first-date “fit” isn’t enough—chemistry is physiological
How playful contrast (used sparingly) can create romantic tension
The “chooser mindset” exercise that changes your energy on dates
The 5-minute pre-date reset to avoid “please choose me” mode
Time Stamps / Chapters
00:00 Pre-date mindset: stop performing, start choosing
00:41 Welcome to Just Ask Her + “dating with confidence” mission
01:00 Minneapolis deep-freeze + “economic ice out” context
04:48 Submission 1 (Ralph): paid companionship/OnlyFans + feeling “behind”
09:11 Why transactional connection blocks real relationships
14:14 Protective narratives, dopamine spikes, and the post-date “crash”
22:05 Practical plan: pause the exclusive online tie + 90-day app commitment
25:01 Submission 2 (Chris): 65, post-separation, rejection grief + resilience
31:02 “You’re grieving the possibility”—why it hurts after 3 in-person dates
37:03 “Is it too late?” + uncertainty is part of dating (not a problem)
39:53 Self-Made Man Dating Journal announcement (Amazon link in show notes)
41:12 Submission 3 (Drew): first dates → “it’s not you, it’s me” texts
46:21 Chemistry = felt experience + playful contrast (don’t overdo it)
55:11 The chooser exercise + 5-minute pre-date reset
01:00:15 Wrap: Episode 62 closing
Hashtags:
#DatingAdvice #DatingConfidence #EmotionalResilience
Keywords:
dating with confidence
chooser mindset dating
stop people pleasing on dates
emotional resilience in dating
handling dating rejection
dating after divorce at 65
dating after separation
grieving the possibility dating
transactional relationships dating
first date chemistry tips
how to get a second date
playful banter on a date
boundaries in dating
mindset before a date
She Doesn’t Want Marriage After 14 Years—Now What?
2026/01/28
If you’re stuck in mixed signals, waiting to be “reconsidered,” or navigating a relationship where marriage and long-term goals don’t match, this episode breaks down what to do next,without chasing, arguing, or negotiating your needs away.
In Episode 61 of Just Ask Her, the hosts respond to three submissions: a confusing “pheromones” rejection, an 8-year relationship where ambition and lifestyle expectations diverged, and a 14-year partnership where one person wants marriage and closeness while theother doesn’t.
This is for anyone who wants clarity, stronger boundaries, and a reality-based way to decide whether to stay, especially when love is present but alignment isn’t.
Time Stamps:
00:00 — If nothing changes: the question you have to answer
00:31 — Episode 61 begins + submission from Steven
01:03 — “Pheromones didn’t agree”: rejection + confusion
02:39 — Why people rarely give the real reason
04:44 — “I’m not interested” is the only sentence you need
06:10 — Attraction isn’t a debate + closure is self-made
09:13 — Submission from Jay: 8-year relationship + proposal plans
12:18 — Living like roommates: provider mindset vs connection
15:20 — Love vs misalignment: wanting to co-create a life
20:12 — Resentment, pressure, and the breakup dynamics
22:08 — Stop pausing your life; release the fantasy future
23:13 — Self-Made Man Dating Journal promo (Amazon)
24:32 — Submission from Paul: 14 years together, no marriage
26:18 — Facts vs story: loneliness + competing for attention
30:07 — Is there a compromise that both people choose?
Keywords:
mixed signals after rejection
she said not interested
pheromones dating excuse
attraction is not a debate
closure after breakup
relationship misalignment goals
love isn’t enough relationship
one partner wants marriage
she doesn’t want to get married
loneliness in a relationship
long term relationship advice
resentment kills intimacy
how to stop waiting for an ex
dating boundaries for men
self trust in relationships
Hashtags:
#relationshipadvice
#datingadvice
#relationships
#boundaries
#selftrust
Episode 60: Should You Take Her Back? Plus Confessing Feelings to Your Best Friend
2026/01/21
Episode 60: Should You Take Her Back? Plus Confessing Feelings to Your Best Friend
Welcome back! After a brief hiatus to upgrade our studio setup, Gracie and Tracy are back with real talk on navigating tricky dating situations.
In This Episode:
Question 1: Should I Give Her Another Chance?Rick shares his story about a woman who ghosted him after two months of dating, only to reach out months later with an apology. Should he take her back? We discuss:
How to separate facts from fear-based interpretationsThe difference between compassion and accommodating bad behaviorWhat to watch for if you decide to give someone a second chanceWhy confidence comes from trusting yourself in uncertainty, not predicting outcomesQuestion 2: How Do I Tell My Best Friend I Have Feelings?Dan writes in about having romantic feelings for his lifelong best friend (who also happens to be his boss's daughter). We cover:
Why the real fear isn't "weirding her out"—it's facing potential rejectionHow 68% of relationships actually start as friendshipsThe difference between a dramatic "confession" and a mature conversationHow to handle the situation professionally regardless of the outcomeQuestion 3: Why Should Men Listen to Women's Dating Advice?An anonymous listener challenges why women should give dating advice to men. We address:
The difference between facts and the stories our brains tell usHow contempt and defensiveness make you undateableWhy expertise comes from observing what creates results, not genderThe importance of filtering the information you consume onlineKey Takeaways:
You're not here to be chosen—you're the chooserConfidence is earned by doing hard things and surviving any outcomeThe risk isn't rejection; it's self-abandonmentYour job is to become a man you trust, then learn to choose wellResources Mentioned:
The Self-Made Man Dating Journal - available on AmazonConnect With Us:
Rate us on Spotify or Apple PodcastsShare this episode with friends who need to hear itNext Episode: More real dating questions, more honest answers. See you next week!
Laid Off and Dating: What to Say (and What NOT to Put on Your Profile)
2026/01/14
Chemistry and availability aren’t the same thing—and that’s a key reason dating can feel confusing. In this episode of Just Ask Her, Gracie and her mom/co-host (certified life coach) Tracy answer three real submissions about mixed signals at work, dating after a layoff, and why first dates from apps often get canceled last-minute.
If you’re dating with intention and you keep wondering “What did I do wrong?”, this episode helps you separate the facts from the story your brain is trying to write—so you can move forward with more confidence and less overthinking.
You’ll hear practical scripts and mindset shifts for navigating modern dating dynamics (especially on the apps), plus how to protect your time and self-respect while still staying open to connection.
In this episode:
Why “chemistry” doesn’t equal “availability” (and how faith/values can change outcomes)
Friendly vs. flirty in work settings—and how to get clarity without spiraling
Should you mention unemployment on your dating profile? (Spoiler: no)
How to talk about a recent layoff on a first date with confidence
Why app dates get canceled so often—and how not to take it personally
The better response when someone cancels (so you don’t carry the whole reschedule)
Why comparison is wrecking your confidence (and what to do instead)
Time Stamps / Chapters:
00:00 — Welcome to 2026 + new studio setup
00:02:21 — Submission #1: Mixed signals at work + mini golf invite “180”
00:05:56 — Friendly vs. flirty: how to get clarity (especially at work)
00:10:42 — Faith/values + “two truths can coexist”
00:13:02 — Lesson: you can do everything right and still not control outcomes
00:15:44 — Submission #2: Laid off—how it affects dating + your profile
00:19:06 — Why you shouldn’t disclose unemployment on apps (and what to say instead)
00:24:11 — Mind drama, shame, overexplaining: what actually hurts your dating life
00:28:49 — Submission #3: Dates keep canceling + confidence crash from comparison
00:32:05 — App reality: most matches don’t meet + lots of day-of cancellations
00:37:49 — What to text when she cancels (and why “pick a new time” backfires)
00:45:00 — Stop over-texting before the date: save conversation for in-person
00:47:32 — Episode wrap: Episode 59 + what’s next
Keywords:
chemistry vs availability dating
friendly vs flirty at work
mixed signals workplace crush
how to ask her out clearly
dating after being laid off
unemployed and dating advice
should I mention unemployment dating profile
what to say when she cancels date
dating app dates cancelled last minute
why dating apps ghosting happens
stop over texting before first date
confidence after rejection dating
dating apps decision fatigue
how to reschedule a date text
modern dating advice for men
Hashtags:
#DatingAdvice #OnlineDating #Confidence
Dating Mindset Shifts, Spotify Wrapped Wins, and Real Listener Advice (Ep. 58)
2025/12/31
Are you ready to take control of your dating life and attract the women you want? In Episode 58 of the "Just Ask Her" podcast, dating expert Gracie Pleschourt and certified life coach Tracy Pleschourt celebrate a year of growth, share their impressive Spotify Wrapped stats, and answer real listener questions about dating challenges, mindset shifts, and self-confidence.
In this episode:
The Just Ask Her podcast’s first full year recap and top Spotify Wrapped achievements (Top 5% of videos, most shared show, and more!)Meet Noodle, the adorable new dachshund puppy joining the showListener submissions: Navigating dating with neurodivergence, overcoming “bad luck” in relationships, and embracing singlehood with confidenceMindset advice for men who feel stuck or defeated in datingThe importance of self-awareness, communication, and taking the lead in your dating journeyAnnouncing the launch of the Self-Made Man Dating Journal—designed to help single men track, reflect, and improve their dating experiencesExciting updates for 2026, including a new production team and upgraded video setupWhether you’re struggling with dating setbacks, wondering how to be the “chooser” in your love life, or just want to hear real, no-nonsense advice from women who get it, this episode is packed with actionable tips and inspiration.
Resources mentioned:
Self-Made Man Dating Journal on Amazon Follow Gracie on Instagram and TikTok: @datingwithgracieDon’t forget to rate, review, and share the show on Spotify or Apple Podcasts to help more listeners find us!
Why You’re Alone on Christmas (And How to Change It) Ep.57
2025/12/24
Feeling alone this Christmas Eve? You’re not the only one. In this special holiday episode of Just Ask Her, dating expert Gracie Pleschourt and certified life coach Tracy Pleschourt get real about why so many men find themselves single during the holidays—and what you can do to make sure next year is different.
We’re not here as coaches or experts, but as your family—your older or younger sister, your mom—ready to tell you the truth you need to hear. We’ll talk about the real reasons you’re stuck in your dating life, the stories you tell yourself that keep you from moving forward, and the steps you can take to break the cycle of loneliness.
Key topics include:
Why comparing yourself to others on social media is sabotaging your happinessThe truth about texting your ex (and why it never helps)How to get unstuck and start attracting the relationship you wantThe three steps to change: Decide, Get Clarity, and Do the WorkPractical advice for building confidence, meeting new people, and becoming someone you’re proud ofA 90-day challenge to transform your dating lifeYou’re not broken, and you’re not alone. Tune in for honest, no-BS advice, encouragement, and a promise: next Christmas can be different—if you decide to do the work.
Subscribe for weekly episodes with actionable tips, real talk, and the support you need to change your dating life for good.
Merry Christmas from Gracie, & Tracy
Unlocking Dating Clarity: Real Advice for Men, Navigating Mixed Signals, and First Date Success (Ep. 56)
2025/12/17
Welcome back to Just Ask Her, the no-nonsense dating advice podcast for men who want real answers from a woman’s perspective! In Episode 56, dating expert Gracie Pleschourt and certified life coach Tracy Pleschourt tackle your toughest dating dilemmas, from decoding mixed signals to making the most of first dates.
In this episode:
How to tell if she’s interested or just being friendlyThe power of direct communication: Why “just ask her” is the best strategyNavigating texting habits, physical touch, and gift-giving in modern datingCoping with rejection and building confidence after lossReal listener submissions: Rekindled friendships, workplace crushes, and moving on after heartbreakThe best first date ideas for online matches and in-person connectionsAre singles events and speed dating worth it? Pros, cons, and creative alternativesSpecial announcement: The Self-Made Man Dating Journal is now available on Amazon—track your progress and level up your dating life!Plus: Rapid-fire Q&A, reality TV talk, and why being the chooser (not just the chosen) is the key to dating success.
Resources & Links:
Grab your copy of the Self-Made Man Dating Journal on Amazon Follow Gracie on Instagram and TikTok: @datingwithgracieIf you enjoyed this episode, please rate us on Spotify or Apple Podcasts and share with your friends. Your support helps more men find real, actionable dating advice!
Tune in next week for a special holiday episode!
Why She Didn’t Text Back: Real Talk on Dating Apps, Instagram DMs, and Moving On (Ep. 55)
2025/12/10
Show Notes
Episode 55: Why She Didn’t Text Back: Real Talk on Dating Apps, Instagram DMs, and Moving On
Welcome back to Just Ask Her—the no-nonsense dating advice podcast for men, hosted by dating expert Gracie Pleschourt and certified life coach Tracy Pleschourt. In this episode, Gracie and Tracy tackle three listener submissions that highlight the most common struggles men face in modern dating: ghosting, mixed signals, and the frustration of online dating.
In this episode:
Submission 1: A listener wonders if an ex’s Instagram like means she wants to reconnect, and Gracie and Tracy break down why social media signals are rarely what they seem—and how to move forward with confidence.Submission 2: Tyler asks why women don’t respond to his Instagram DMs, despite his best efforts and a strong profile. The hosts explain the hidden variables of online messaging, why your worth isn’t tied to replies, and the “Rule of 100” for building dating resilience.Submission 3: Dan shares his story of heartbreak after divorce and struggles to find connection on dating apps. Gracie and Tracy offer advice on reframing rejection, increasing your “reps” in dating, and why your past doesn’t define your future.Plus:
The launch of the Self-Made Man Dating Journal—designed to help single men track their dating progress, reflect, and grow.Why mindset is the most important factor in dating success.How to separate facts from stories when facing rejection.The importance of volume and persistence in online dating.Key Takeaways:
Don’t read too much into social media interactions—focus on real communication and alignment.Your value isn’t determined by how many replies you get; it’s about choosing yourself first.Dating is a numbers game—get more reps before drawing conclusions.Healing from heartbreak is a journey, and every experience is a step toward the right relationship.Resources Mentioned:
Self-Made Man Dating Journal on Amazon Follow Gracie on Instagram and TikTok: @datingwithgracieIf you enjoyed this episode, please rate us on Spotify or Apple Podcasts and share with your friends! New episodes every Wednesday.
Should You Approach Her When She's Alone? Ghosting, Rejection & Building Real Confidence (Ep. 54)
2025/12/03
Should You Approach Her When She's Alone? Ghosting, Rejection & Building Real Confidence (Ep. 54)
Show Notes:
Listener submissions spark honest conversations about:
The right (and wrong) ways to approach women in different contextsHow to handle mixed signals and trust your instincts after being hurtWhy ghosting and rejection don’t define your worthThe hidden pitfalls of dating apps and how to reframe “rejection”Building confidence and self-awareness for better connectionsPlus, Gracie and Tracy share personal stories, Thanksgiving chaos, and announce the launch of the Self-Made Man Dating Journal—designed to help you track, reflect, and level up your dating life.
Don’t miss the practical advice, mindset shifts, and real talk that will help you date with more confidence and clarity.
Listener questions featured from: James, Kyle, Jake, and Miguel.
Resources mentioned:
Self-Made Man Dating Journal (available now on Amazon Follow Gracie on Instagram & TikTok: @datingwithgracieNew episodes every Wednesday!
You’ll learn:
When (and how) to approach women respectfully—alone or in groupsWhy ghosting and rejection aren’t reflections of your worthHow to trust your instincts and set healthy boundariesThe truth about dating apps and self-sabotaging beliefsActionable tips for self-awareness and authentic connectionPlus, hear about the new Self-Made Man Dating Journal, designed to help you track your progress and break old patterns.
Tune in for honest advice, relatable stories, and the mindset shifts you need to succeed in modern dating.
Subscribe for new episodes every Wednesday, and follow Gracie on Instagram & TikTok @datingwithgracie.
Grab your copy of the Self-Made Man Dating Journal on Amazon
Gratitude, Growth, and Real Talk: Navigating Dating Challenges & Self-Trust (Ep. 53)
2025/11/26
Episode Description:
Gratitude, Growth, and Real Talk: Navigating Dating Challenges & Self-Trust
In this special Thanksgiving and birthday episode, Gracie and Tracy reflect on the power of gratitude, embracing new chapters, and the lessons learned at 25.
They answer listener questions about moving on after betrayal, dating after divorce, and how to handle fast-paced connections in the digital age. Plus, they introduce the Self-Made Man Dating Journal—designed to help you track your progress and date with intention.Feeling stuck in your dating life or struggling to move on after heartbreak?
In this episode, Gracie and Tracy get real about gratitude, personal growth, and the messy realities of modern dating. They answer listener questions about letting go of toxic relationships, dating after divorce, and how to communicate your needs and boundaries.
Whether you're navigating new connections or healing from the past, you'll find practical advice and encouragement to help you trust yourself and date with intention.
Plus, discover the new Self-Made Man Dating Journal—your guide to tracking progress and building better relationships.
Listen now for a dose of honesty, hope, and inspiration!
One Year of No-BS Dating Advice: Real Women, Real Answers – Anniversary Special (Ep. 52)
2025/11/19
Welcome to the anniversary episode of Just Ask Her! Gracie and Tracy celebrate a full year of empowering single men with honest, actionable dating advice. In this special episode, they reflect on the journey so far, the growth of their community, and the impact the show has had on listeners around the world.
To mark the occasion, Gracie and Tracy take your most-asked dating questions out of the studio and into the real world—specifically, the Mall of America! Hear candid, unfiltered answers from women of all ages and backgrounds as they share what really matters in dating, what green and red flags they look for, and their best advice for men looking to improve their love lives.
Highlights:
The story behind the podcast’s evolution and its first anniversary
Why men’s vulnerability and willingness to seek advice is so powerful
The importance of mindset and community in dating success
On-the-street interviews with women answering your top dating questions:
Most attractive qualities in a man
Approaching women: what works and what doesn’t
Dating apps vs. real life vs. mutual friends
Height, self-improvement, and who should pay for the first date
Biggest red and green flags
The best advice for single men
Reflections on the value of honest conversations and the supportive Just Ask Her community
Resources:
Self-Made Man Dating Journal – Available on Amazon
Submit your questions for future episodes via the show’s submission form Dating Differently Application
Thank you for being part of our journey! If you’ve found value in the show, the best anniversary gift you can give is to share this episode with someone who needs it and leave us a review. Here’s to many more years of real talk and real results!
It’s our one-year anniversary! To celebrate, Gracie and Tracy take your most-asked dating questions to the Mall of America, getting honest answers from real women. Tune in for fresh perspectives, heartfelt reflections, and practical advice that will help you date with confidence. Don’t miss this special episode packed with insights, laughs, and gratitude for our amazing community. Share, review, and keep your questions coming—because no matter where you are, you can always Just Ask Her.
Breaking Patterns & Building Self-Trust in Dating (Ep. 51)
2025/11/13
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:
If you enjoy the show, please rate and review on Spotify or Apple Podcasts, and share with friends!
Submit your questions for future episodes.
Self-Made Man Dating Journal – Available on Amazon
Submit your questions for the anniversary episode via the show’s submission form
Connect with Gracie:
Instagram & TikTok: @datingwithgracie
New episodes every Wednesday!
Real Dating Questions Answered – Confidence, Signals & Starting Over (Ep. 50)
2025/11/05
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 & Introduction01:30 – Listener Submission #1: Should I ask out the Home Depot girl?05:00 – How to read signals vs. friendly behavior08:30 – Building confidence and taking action despite shyness12:00 – The truth about rejection and courage in dating15:00 – Launch Announcement: Self-Made Man Dating Journal18:00 – Listener Submission #2: Why don’t women notice me?22:00 – The science of attraction and nonverbal cues25:00 – How to shift from seeking validation to radiating confidence29:00 – Listener Submission #3: Dating after a 30-year relationship33:00 – Navigating small communities and changing your identity37:00 – Advice for starting over and expanding your social circles41:00 – Anniversary Episode Teaser: “Man on the Street” Q&A44:00 – How to submit your questions for the special episode46:00 – Final thoughts & where to find Gracie online
Resources Mentioned:
Self-Made Man Dating Journal – Available on Amazon
Submit your questions for the anniversary episode via the show’s submission form
Follow Gracie on Instagram & TikTok: @datingwithgracie
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)
2025/10/29
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 today2:30 – 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:
The Self-Made Man Dating Journal (available on Amazon)Application link for coaching https://form.typeform.com/to/zJkel6VK?utm_source=xxxxxFollow Gracie on Instagram & TikTok: @datingwithgracieSubscribe for new episodes every Wednesday!
Dating After Divorce – Confidence, Apps & Real Connections for Men Over 40 Ep. 48
2025/10/22
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!
Podcast reviews
Read Just Ask Her - Dating Advice for Single Men podcast reviews
lit_dave_ 2026/01/29
On Our Side
I’ve listened to every episode of the podcast and I love how passionate Gracie and Tracy are about helping men date well and find happy, lasting relat...
Garrett from SLC 2026/01/22
They’re Fabulous!!!
Gracie and Tracy give such great advice. Period. I listen to everything they say. I’ve leveled up my dating life, and I’m now in the healthiest relati...
MarcF13 2026/01/12
Amazing - Spot On
Great dynamic duo of youth, experience, dating and life coaching. Great thoughts and advice. Great content and delivery. Immensely helpful.
Serge Keko 2025/12/15
Great Dating advice for men
Love these girls! So real and very throughful in breaking down scenarios.
FF/MICP 2025/09/01
Great advise
This is gold. They give the advice with a dose of support and appreciation.
Slim Jim 29 2025/06/05
Keep up the great work Gracie and your mom. 😁🫶🏻
I’m a huge fan of your podcast and want to say, thank you for the amazing work you put in every episode. With every episode, I learn something new and...
Lou Reviews Nickname 2025/06/04
Great Advice!
Y’all always give the best advice that has built my confidence in approach as well as doing what’s best for me and not getting over invested.
The l...
JonLewis1276 2025/05/15
Interesting and Intriguing
I think this show is very interesting. It is great to hear both sides of one situation. I find that to be very interesting in your thoughts and very i...
Sinister C 2025/04/02
A must listen for all men
Love the show, real, actionable advice clearly given from the heart. Thank you so much for the podcast and the Instagram.
Jimmymak23 2025/02/05
Definitely recommend
Gracie and Tracy have such a great dynamic and mix of views that make this show so fun and helpful to listen to! Love getting their perspectives, the ...
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