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REDHEADREVEAL with Jenn Pinkerton

Advertise on podcast: REDHEADREVEAL with Jenn Pinkerton

Rating
★★★★★
5
from
16 reviews
This podcast has
171 episodes
Language
English
Explicit
No
Date created
2022/08/09
Latest episode
2026/11/09
Average duration
27 min.
Release period
2 days

Description

I am Jenn Pinkerton, your redhead host, a psychotherapist, coach, writer and the private practice owner of Pinkerton Psychotherapy. I am a connection expert whose mission is to reveal connectedness within relationships and enhance sexuality while understanding attachment, inner child and trauma as root causes of behaviors that impact our ability to thrive.

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Check latest episodes from REDHEADREVEAL with Jenn Pinkerton podcast


Breaking Up With a Best Friend: How to End It Without Losing Your Damn Mind (or Your Dignity)
2026/11/09
Losing a best friend can hurt just as much as a romantic breakup. When a friendship becomes one-sided, leaves you feeling excluded, or repeatedly hurts you, it can be difficult to know whether to keep fighting for it or finally let go. In this video, psychotherapist Jenn Pinkerton shares how to recognize when a friendship has run its course, communicate your decision with honesty and respect, and navigate the grief that follows. Learn how to handle mutual friends, set boundaries, stop questioning your decision, and make room for relationships with people who genuinely show up for you. SUBSCRIBE TO MY CHANNEL Healthy relationships don't happen by accident. They happen through awareness, intention, and practice. Subscribe for weekly insights on relationships, attachment, emotional wellness, communication, intimacy, and building lasting connection. https://www.youtube.com/@jennpinkerton Take the FREE Pinkerton Relational Health Index Quiz Now: https://pinkertonrelationalhealthindex.scoreapp.com CONNECT WITH JENN: Website: www.jennpinkerton.com Instagram: @Jennbpinkerton Facebook: Jennifer Pinkerton Twitter: @redheadreveal TikTok: @redheadreveal Connection Cards: Shop Here: https://linktr.ee/jennbpinkerton?utm_... Purchase one of Jenn's course here: https://jennifer-pinkerton.mykajabi.c... Click here to work with Jenn and her transformational 30 day program: https://jennpinkerton.com/
Choosing Approval Over Yourself with Dr. Finlayson-Fife
2026/11/05
Are you sacrificing who you are to keep someone else happy? Do you find yourself silencing your needs, seeking approval, or confusing self-abandonment with love? Healthy relationships require us to show up honestly without losing ourselves in the process. In this episode of REDHEADREVEAL, psychotherapist Jenn Pinkerton sits down with Dr. Jennifer Finlayson-Fife, relationship and sexuality expert, to explore self-abandonment, desire, intimacy, and the messages we inherit from family, culture, and religion. They discuss why friction can be part of passion, the difference between acceptance and resentment, and how to build relationships where both people can be true to themselves. Follow Dr. Jennifer Finlayson-Fife: website: https://www.finlayson-fife.com instagram: @finlaysonfife SUBSCRIBE TO MY CHANNEL Healthy relationships don't happen by accident. They happen through awareness, intention, and practice. Subscribe for weekly insights on relationships, attachment, emotional wellness, communication, intimacy, and building lasting connection. https://www.youtube.com/@jennpinkerton Take the FREE Pinkerton Relational Health Index Quiz Now: https://pinkertonrelationalhealthindex.scoreapp.com CONNECT WITH JENN: Website: www.jennpinkerton.com Instagram: @Jennbpinkerton Facebook: Jennifer Pinkerton Twitter: @redheadreveal TikTok: @redheadreveal Connection Cards: Shop Here: https://linktr.ee/jennbpinkerton?utm_... Purchase one of Jenn's course here: https://jennifer-pinkerton.mykajabi.c... Click here to work with Jenn and her transformational 30 day program: https://jennpinkerton.com/
Breaking Up With a Gaslighter: How to Leave and Trust Yourself Again
2026/11/03
Leaving a gaslighting relationship can be confusing, painful, and emotionally exhausting. Even after you walk away, you may still question your memories, doubt your decisions, and wonder if you were the problem. In this video, psychotherapist Jenn Pinkerton explains how to leave a gaslighting relationship, rebuild trust in yourself, and hold your boundaries when an ex tries to pull you back in. Learn how to stop debating your reality, reconnect with your own experiences, and move forward without waiting for the other person to admit what they did. SUBSCRIBE TO MY CHANNEL Healthy relationships don't happen by accident. They happen through awareness, intention, and practice. Subscribe for weekly insights on relationships, attachment, emotional wellness, communication, intimacy, and building lasting connection. https://www.youtube.com/@jennpinkerton Take the FREE Pinkerton Relational Health Index Quiz Now: https://pinkertonrelationalhealthindex.scoreapp.com CONNECT WITH JENN: Website: www.jennpinkerton.com Instagram: @Jennbpinkerton Facebook: Jennifer Pinkerton Twitter: @redheadreveal TikTok: @redheadreveal Connection Cards: Shop Here: https://linktr.ee/jennbpinkerton?utm_... Purchase one of Jenn's course here: https://jennifer-pinkerton.mykajabi.c... Click here to work with Jenn and her transformational 30 day program: https://jennpinkerton.com/
Why Couples Lose Their Sexual Spark (And How to Get It Back) with Susan Bratton
2026/11/02
Can you be madly in love with someone and still have little or no desire to have sex with them? Why do so many couples go from incredible chemistry to feeling more like roommates? A fulfilling sex life doesn't always happen naturally, but that doesn't mean the spark is gone for good. In this episode of REDHEADREVEAL, psychotherapist Jenn Pinkerton sits down with Susan Bratton, intimacy expert, bestselling author, and sexual wellness entrepreneur, to explore what it takes to build a more passionate, connected, and satisfying sex life. Together, they discuss why couples experience mismatched desire, how shame and unrealistic expectations can interfere with pleasure, and why emotional safety and honest communication are essential for intimacy. You'll learn why sex is about more than intercourse, how slowing down and reconnecting with your body can create more room for pleasure, and how couples can communicate their needs without turning feedback into rejection. Susan also shares practical ways to explore intimacy together, including creating a sex-life bucket list, embracing curiosity, and making space for new experiences without pressure or expectations. Whether you're in a long-term relationship, navigating mismatched desire, or simply wanting to feel more connected to your partner, this conversation is a reminder that great sex isn't just something that happens—it's something you can learn to create together. Follow Susan Bratton: Website: https://susanbratton.com Instagram: @susanbratton Take the FREE Pinkerton Relational Health Index Quiz Now: https://pinkertonrelationalhealthindex.scoreapp.com CONNECT WITH JENN: Website: www.jennpinkerton.com Instagram: @Jennbpinkerton Facebook: Jennifer Pinkerton Twitter: @redheadreveal TikTok: @redheadreveal Connection Cards: Shop Here: https://linktr.ee/jennbpinkerton?utm_... Purchase one of Jenn's course here: https://jennifer-pinkerton.mykajabi.c... Click here to work with Jenn and her transformational 30 day program: https://jennpinkerton.com/
Why Couples Lose Their Sexual Spark (And How to Get It Back) with Susan Bratton
2026/11/02
Can you be madly in love with someone and still have little or no desire to have sex with them? Why do so many couples go from incredible chemistry to feeling more like roommates? A fulfilling sex life doesn't always happen naturally, but that doesn't mean the spark is gone for good. In this episode of REDHEADREVEAL, psychotherapist Jenn Pinkerton sits down with Susan Bratton, intimacy expert, bestselling author, and sexual wellness entrepreneur, to explore what it takes to build a more passionate, connected, and satisfying sex life. Together, they discuss why couples experience mismatched desire, how shame and unrealistic expectations can interfere with pleasure, and why emotional safety and honest communication are essential for intimacy. You'll learn why sex is about more than intercourse, how slowing down and reconnecting with your body can create more room for pleasure, and how couples can communicate their needs without turning feedback into rejection. Susan also shares practical ways to explore intimacy together, including creating a sex-life bucket list, embracing curiosity, and making space for new experiences without pressure or expectations. Whether you're in a long-term relationship, navigating mismatched desire, or simply wanting to feel more connected to your partner, this conversation is a reminder that great sex isn't just something that happens—it's something you can learn to create together. Follow Susan Bratton: Website: https://susanbratton.com Instagram: @susanbratton Take the FREE Pinkerton Relational Health Index Quiz Now: https://pinkertonrelationalhealthindex.scoreapp.com CONNECT WITH JENN: Website: www.jennpinkerton.com Instagram: @Jennbpinkerton Facebook: Jennifer Pinkerton Twitter: @redheadreveal TikTok: @redheadreveal Connection Cards: Shop Here: https://linktr.ee/jennbpinkerton?utm_... Purchase one of Jenn's course here: https://jennifer-pinkerton.mykajabi.c... Click here to work with Jenn and her transformational 30 day program: https://jennpinkerton.com/
Toxic vs Healthy Co-Parenting, Parenting with an Ex
2026/10/29
You may be done with your relationship, but the conflict doesn't always end when you break up. Tense handoffs, arguments over schedules, resentment toward your ex, and the urge to get the last word can turn co-parenting into another battleground. And sometimes, your child ends up carrying the emotional weight of a breakup they didn't choose. In this video, psychotherapist Jenn Pinkerton breaks down the difference between toxic and healthy co-parenting and shares three ways to protect your child's emotional well-being—even when dealing with your ex is incredibly difficult. You'll learn how to stop turning parenting conversations into arguments about your past relationship, keep your child from becoming the messenger or emotional middleman, and make decisions based on your child's needs rather than your desire to win. Jenn also explains how to set boundaries, communicate more effectively, and create predictable routines without requiring your ex to change their personality first. Healthy co-parenting doesn't mean you have to like your ex, agree on everything, or pretend the relationship didn't hurt you. It means separating your feelings about the breakup from your child's need to feel safe, loved, and free to have their own relationship with both parents when it's safe to do so. If you're navigating a difficult co-parenting relationship, struggling with resentment, or trying to keep conflict from affecting your children, this conversation will help you focus on what you can control while giving your child the space to simply be a kid. SUBSCRIBE TO MY CHANNEL Healthy relationships don't happen by accident. They happen through awareness, intention, and practice. Subscribe for weekly insights on relationships, attachment, emotional wellness, communication, intimacy, and building lasting connection. https://www.youtube.com/@jennpinkerton Take the FREE Pinkerton Relational Health Index Quiz Now: https://pinkertonrelationalhealthindex.scoreapp.com CONNECT WITH JENN: Website: www.jennpinkerton.com Instagram: @Jennbpinkerton Facebook: Jennifer Pinkerton Twitter: @redheadreveal TikTok: @redheadreveal Connection Cards: Shop Here: https://linktr.ee/jennbpinkerton?utm_... Purchase one of Jenn's course here: https://jennifer-pinkerton.mykajabi.c... Click here to work with Jenn and her transformational 30 day program: https://jennpinkerton.com/
Toxic vs Healthy Co-Parenting, Parenting with an Ex
2026/10/29
You may be done with your relationship, but the conflict doesn't always end when you break up. Tense handoffs, arguments over schedules, resentment toward your ex, and the urge to get the last word can turn co-parenting into another battleground. And sometimes, your child ends up carrying the emotional weight of a breakup they didn't choose. In this video, psychotherapist Jenn Pinkerton breaks down the difference between toxic and healthy co-parenting and shares three ways to protect your child's emotional well-being—even when dealing with your ex is incredibly difficult. You'll learn how to stop turning parenting conversations into arguments about your past relationship, keep your child from becoming the messenger or emotional middleman, and make decisions based on your child's needs rather than your desire to win. Jenn also explains how to set boundaries, communicate more effectively, and create predictable routines without requiring your ex to change their personality first. Healthy co-parenting doesn't mean you have to like your ex, agree on everything, or pretend the relationship didn't hurt you. It means separating your feelings about the breakup from your child's need to feel safe, loved, and free to have their own relationship with both parents when it's safe to do so. If you're navigating a difficult co-parenting relationship, struggling with resentment, or trying to keep conflict from affecting your children, this conversation will help you focus on what you can control while giving your child the space to simply be a kid. SUBSCRIBE TO MY CHANNEL Healthy relationships don't happen by accident. They happen through awareness, intention, and practice. Subscribe for weekly insights on relationships, attachment, emotional wellness, communication, intimacy, and building lasting connection. https://www.youtube.com/@jennpinkerton Take the FREE Pinkerton Relational Health Index Quiz Now: https://pinkertonrelationalhealthindex.scoreapp.com CONNECT WITH JENN: Website: www.jennpinkerton.com Instagram: @Jennbpinkerton Facebook: Jennifer Pinkerton Twitter: @redheadreveal TikTok: @redheadreveal Connection Cards: Shop Here: https://linktr.ee/jennbpinkerton?utm_... Purchase one of Jenn's course here: https://jennifer-pinkerton.mykajabi.c... Click here to work with Jenn and her transformational 30 day program: https://jennpinkerton.com/
Things about Relationships I wish someone told me about
2026/10/27
Are you so focused on being a good partner that you've stopped asking whether your relationship feels good to be in? Maybe you keep the peace by staying quiet, struggle to repair things after an argument, or feel guilty whenever someone dislikes a boundary you set. Over time, trying to be the “easy” partner can leave you feeling lonely, resentful, and disconnected from yourself. In this video, psychotherapist Jenn Pinkerton shares three relationship lessons she wishes more people learned sooner: keeping quiet doesn't create genuine closeness, loving someone doesn't automatically mean you know how to repair conflict, and someone else's disappointment doesn't automatically make your boundaries wrong. You'll learn how people-pleasing can quietly build resentment, why good intentions aren't enough without accountability and follow-through, and how to communicate your needs without turning every disagreement into a fight. Jenn also explains why healthy relationships require mutual effort—and why being a good partner should never mean making yourself smaller to keep someone else comfortable. Whether you're dating, married, navigating recurring conflict, or trying to break old relationship patterns, this conversation will help you rethink what it means to love someone without abandoning yourself. SUBSCRIBE TO MY CHANNEL Healthy relationships don't happen by accident. They happen through awareness, intention, and practice. Subscribe for weekly insights on relationships, attachment, emotional wellness, communication, intimacy, and building lasting connection. https://www.youtube.com/@jennpinkerton Take the FREE Pinkerton Relational Health Index Quiz Now: https://pinkertonrelationalhealthindex.scoreapp.com CONNECT WITH JENN: Website: www.jennpinkerton.com Instagram: @Jennbpinkerton Facebook: Jennifer Pinkerton Twitter: @redheadreveal TikTok: @redheadreveal Connection Cards: Shop Here: https://linktr.ee/jennbpinkerton?utm_... Purchase one of Jenn's course here: https://jennifer-pinkerton.mykajabi.c... Click here to work with Jenn and her transformational 30 day program: https://jennpinkerton.com/
Things about Relationships I wish someone told me about
2026/10/27
Are you so focused on being a good partner that you've stopped asking whether your relationship feels good to be in? Maybe you keep the peace by staying quiet, struggle to repair things after an argument, or feel guilty whenever someone dislikes a boundary you set. Over time, trying to be the “easy” partner can leave you feeling lonely, resentful, and disconnected from yourself. In this video, psychotherapist Jenn Pinkerton shares three relationship lessons she wishes more people learned sooner: keeping quiet doesn't create genuine closeness, loving someone doesn't automatically mean you know how to repair conflict, and someone else's disappointment doesn't automatically make your boundaries wrong. You'll learn how people-pleasing can quietly build resentment, why good intentions aren't enough without accountability and follow-through, and how to communicate your needs without turning every disagreement into a fight. Jenn also explains why healthy relationships require mutual effort—and why being a good partner should never mean making yourself smaller to keep someone else comfortable. Whether you're dating, married, navigating recurring conflict, or trying to break old relationship patterns, this conversation will help you rethink what it means to love someone without abandoning yourself. SUBSCRIBE TO MY CHANNEL Healthy relationships don't happen by accident. They happen through awareness, intention, and practice. Subscribe for weekly insights on relationships, attachment, emotional wellness, communication, intimacy, and building lasting connection. https://www.youtube.com/@jennpinkerton Take the FREE Pinkerton Relational Health Index Quiz Now: https://pinkertonrelationalhealthindex.scoreapp.com CONNECT WITH JENN: Website: www.jennpinkerton.com Instagram: @Jennbpinkerton Facebook: Jennifer Pinkerton Twitter: @redheadreveal TikTok: @redheadreveal Connection Cards: Shop Here: https://linktr.ee/jennbpinkerton?utm_... Purchase one of Jenn's course here: https://jennifer-pinkerton.mykajabi.c... Click here to work with Jenn and her transformational 30 day program: https://jennpinkerton.com/
What is a Sexologist?
2026/10/26
What exactly is a sexologist—and what happens in sex therapy? Despite the assumptions and awkward jokes, sexology is about so much more than sex positions. It explores desire, pleasure, identity, shame, intimacy, attachment, and the relationship patterns that shape our experiences of sexuality.In this video, psychotherapist and AASECT Certified Sex Therapist Jenn Pinkerton explains what a sexologist does, how sex therapy differs from the broader field of sexology, and how therapeutic work can help you build a more fulfilling, connected, and exciting sex life.You'll learn how shame and cultural messages can interfere with pleasure, why sensual embodiment can help you reconnect with your body, and how sex therapy can support conversations about fantasies, sexual preferences, mismatched desire, sexual pain, trauma, infidelity, sexual identity, and open relationships. Jenn also explains what actually happens in sex therapy—and why you don't need to arrive knowing exactly what you want or feeling completely comfortable talking about it.You don't have to settle for a sex life that feels merely “fine.” Whether you want to communicate more openly, explore your desires, rebuild intimacy, or feel more confident in your own body, this conversation will help you understand the possibilities.SUBSCRIBE TO MY CHANNELHealthy relationships don't happen by accident. They happen through awareness, intention, and practice. Subscribe for weekly insights on relationships, attachment, emotional wellness, communication, intimacy, and building lasting connection.https://www.youtube.com/@jennpinkerton Take the FREE Pinkerton Relational Health Index Quiz Now: https://pinkertonrelationalhealthindex.scoreapp.comCONNECT WITH JENN:Website: www.jennpinkerton.comInstagram: @JennbpinkertonFacebook: Jennifer PinkertonTwitter: @redheadrevealTikTok: @redheadreveal Connection Cards: Shop Here: https://linktr.ee/jennbpinkerton?utm_source=ig&utm_medium=social&utm_content=link_in_bioPurchase one of Jenn's course here: https://jennifer-pinkerton.mykajabi.com/to-do-before-i-doClick here to work with Jenn and her transformational 30 day program: https://jennpinkerton.com/
What is a Sexologist?
2026/10/26
What exactly is a sexologist—and what happens in sex therapy? Despite the assumptions and awkward jokes, sexology is about so much more than sex positions. It explores desire, pleasure, identity, shame, intimacy, attachment, and the relationship patterns that shape our experiences of sexuality. In this video, psychotherapist and AASECT Certified Sex Therapist Jenn Pinkerton explains what a sexologist does, how sex therapy differs from the broader field of sexology, and how therapeutic work can help you build a more fulfilling, connected, and exciting sex life. You'll learn how shame and cultural messages can interfere with pleasure, why sensual embodiment can help you reconnect with your body, and how sex therapy can support conversations about fantasies, sexual preferences, mismatched desire, sexual pain, trauma, infidelity, sexual identity, and open relationships. Jenn also explains what actually happens in sex therapy—and why you don't need to arrive knowing exactly what you want or feeling completely comfortable talking about it. You don't have to settle for a sex life that feels merely “fine.” Whether you want to communicate more openly, explore your desires, rebuild intimacy, or feel more confident in your own body, this conversation will help you understand the possibilities. SUBSCRIBE TO MY CHANNEL Healthy relationships don't happen by accident. They happen through awareness, intention, and practice. Subscribe for weekly insights on relationships, attachment, emotional wellness, communication, intimacy, and building lasting connection. https://www.youtube.com/@jennpinkerton Take the FREE Pinkerton Relational Health Index Quiz Now: https://pinkertonrelationalhealthindex.scoreapp.com CONNECT WITH JENN: Website: www.jennpinkerton.com Instagram: @Jennbpinkerton Facebook: Jennifer Pinkerton Twitter: @redheadreveal TikTok: @redheadreveal Connection Cards: Shop Here: https://linktr.ee/jennbpinkerton?utm_source=ig&utm_medium=social&utm_content=link_in_bio Purchase one of Jenn's course here: https://jennifer-pinkerton.mykajabi.com/to-do-before-i-do Click here to work with Jenn and her transformational 30 day program: https://jennpinkerton.com/
Why Your Nervous System Won't Regulate (until you do this)
2026/10/22
Have you ever tried breathing exercises, meditation, or other calming techniques, only to find yourself anxious, exhausted, or overwhelmed all over again? What if your nervous system isn't the problem—and the real issue is the life you're asking it to tolerate?In this video, psychotherapist Jenn Pinkerton explores why regulating your nervous system sometimes requires more than calming techniques. When you repeatedly ignore your needs, say yes when you mean no, suppress your feelings to keep the peace, or stay in relationships that leave you feeling unsafe, your body may remain on high alert. You cannot always self-soothe your way out of a situation that keeps hurting you.Jenn walks you through three important shifts: learning to understand what your body's responses may be telling you, recognizing how self-abandonment can undermine your sense of safety, and creating real-life changes that help you feel more secure. You'll learn why setting boundaries can initially feel uncomfortable, how to stop prioritizing everyone else's comfort over your own needs, and how to use nervous-system regulation tools to support meaningful change rather than simply tolerate more stress.This isn't about making every uncomfortable feeling a sign that something is wrong or expecting yourself to change your entire life overnight. It's about learning to listen to yourself, honor your limits, and recognize when you need support.Whether you're struggling with anxiety, people-pleasing, relationship stress, or chronic emotional exhaustion, this conversation will help you understand the connection between your nervous system, your boundaries, and your emotional well-being.SUBSCRIBE TO MY CHANNELHealthy relationships don't happen by accident. They happen through awareness, intention, and practice. Subscribe for weekly insights on relationships, attachment, emotional wellness, communication, intimacy, and building lasting connection.https://www.youtube.com/@jennpinkerton Take the FREE Pinkerton Relational Health Index Quiz Now: https://pinkertonrelationalhealthindex.scoreapp.comCONNECT WITH JENN:Website: www.jennpinkerton.comInstagram: @JennbpinkertonFacebook: Jennifer PinkertonTwitter: @redheadrevealTikTok: @redheadreveal Connection Cards: Shop Here: https://linktr.ee/jennbpinkerton?utm_...Purchase one of Jenn's course here: https://jennifer-pinkerton.mykajabi.c...Click here to work with Jenn and her transformational 30 day program: https://jennpinkerton.com/
Why Your Nervous System Won't Regulate (until you do this)
2026/10/22
Have you ever tried breathing exercises, meditation, or other calming techniques, only to find yourself anxious, exhausted, or overwhelmed all over again? What if your nervous system isn't the problem—and the real issue is the life you're asking it to tolerate? In this video, psychotherapist Jenn Pinkerton explores why regulating your nervous system sometimes requires more than calming techniques. When you repeatedly ignore your needs, say yes when you mean no, suppress your feelings to keep the peace, or stay in relationships that leave you feeling unsafe, your body may remain on high alert. You cannot always self-soothe your way out of a situation that keeps hurting you. Jenn walks you through three important shifts: learning to understand what your body's responses may be telling you, recognizing how self-abandonment can undermine your sense of safety, and creating real-life changes that help you feel more secure. You'll learn why setting boundaries can initially feel uncomfortable, how to stop prioritizing everyone else's comfort over your own needs, and how to use nervous-system regulation tools to support meaningful change rather than simply tolerate more stress. This isn't about making every uncomfortable feeling a sign that something is wrong or expecting yourself to change your entire life overnight. It's about learning to listen to yourself, honor your limits, and recognize when you need support. Whether you're struggling with anxiety, people-pleasing, relationship stress, or chronic emotional exhaustion, this conversation will help you understand the connection between your nervous system, your boundaries, and your emotional well-being. SUBSCRIBE TO MY CHANNEL Healthy relationships don't happen by accident. They happen through awareness, intention, and practice. Subscribe for weekly insights on relationships, attachment, emotional wellness, communication, intimacy, and building lasting connection. https://www.youtube.com/@jennpinkerton Take the FREE Pinkerton Relational Health Index Quiz Now: https://pinkertonrelationalhealthindex.scoreapp.com CONNECT WITH JENN: Website: www.jennpinkerton.com Instagram: @Jennbpinkerton Facebook: Jennifer Pinkerton Twitter: @redheadreveal TikTok: @redheadreveal Connection Cards: Shop Here: https://linktr.ee/jennbpinkerton?utm_... Purchase one of Jenn's course here: https://jennifer-pinkerton.mykajabi.c... Click here to work with Jenn and her transformational 30 day program: https://jennpinkerton.com/
Stop Settling: How to Be Bolder, More Confident & Go After What You Want with Jen Cohen
2026/10/21
What would change if you stopped waiting to be chosen, stopped settling for “good enough,” and started being bold about what you actually want?In this episode, Jenn sits down with Jen Cohen, four-time bestselling author, serial entrepreneur, keynote speaker, and host of the Habits and Hustle podcast, for a conversation about ambition, resilience, confidence, relationships, and the habits that help us create a life we actually want. Jen shares how fitness became the foundation for her discipline and mental strength, why resilience matters more than avoiding failure, and why boldness is a skill you can build through small, consistent actions. Jenn and Jen also get into the deeper side of success—including what happens when your drive and ambition start affecting your relationships, why connection is something neither of them is willing to sacrifice, and the importance of knowing your worth personally and professionally. They also talk about dating, self-abandonment, rejection versus regret, taking control of your own life, and why “you have to start” even when you don't feel ready. Jen's advice? Build the muscle of boldness, make the ask, take the risk, and keep going. If you’re ambitious, stuck in “what if,” afraid of rejection, or simply ready to stop playing small, this conversation will challenge you to get out of your own way—and start creating the life you actually want.Follow Jen Cohen:Instagram: @therealjencohenWebsite: https://www.jennifercohen.comSUBSCRIBE TO MY CHANNELHealthy relationships don't happen by accident. They happen through awareness, intention, and practice. Subscribe for weekly insights on relationships, attachment, emotional wellness, communication, intimacy, and building lasting connection.https://www.youtube.com/@jennpinkerton Take the FREE Pinkerton Relational Health Index Quiz Now:https://pinkertonrelationalhealthindex.scoreapp.comCONNECT WITH JENN:Website: www.jennpinkerton.comInstagram: @JennbpinkertonFacebook: Jennifer PinkertonTwitter: @redheadrevealTikTok: @redheadreveal Connection Cards: Shop Here: https://linktr.ee/jennbpinkerton?utm_source=ig&utm_medium=social&utm_content=link_in_bioPurchase one of Jenn's course here: https://jennifer-pinkerton.mykajabi.com/to-do-before-i-doClick here to work with Jenn and her transformational 30 day program: https://jennpinkerton.com/
Stop Settling: How to Be Bolder, More Confident & Go After What You Want with Jen Cohen
2026/10/21
What would change if you stopped waiting to be chosen, stopped settling for “good enough,” and started being bold about what you actually want? In this episode, Jenn sits down with Jen Cohen, four-time bestselling author, serial entrepreneur, keynote speaker, and host of the Habits and Hustle podcast, for a conversation about ambition, resilience, confidence, relationships, and the habits that help us create a life we actually want. Jen shares how fitness became the foundation for her discipline and mental strength, why resilience matters more than avoiding failure, and why boldness is a skill you can build through small, consistent actions. Jenn and Jen also get into the deeper side of success—including what happens when your drive and ambition start affecting your relationships, why connection is something neither of them is willing to sacrifice, and the importance of knowing your worth personally and professionally. They also talk about dating, self-abandonment, rejection versus regret, taking control of your own life, and why “you have to start” even when you don't feel ready. Jen's advice? Build the muscle of boldness, make the ask, take the risk, and keep going. If you’re ambitious, stuck in “what if,” afraid of rejection, or simply ready to stop playing small, this conversation will challenge you to get out of your own way—and start creating the life you actually want. Follow Jen Cohen: Instagram: @therealjencohen Website: https://www.jennifercohen.com SUBSCRIBE TO MY CHANNEL Healthy relationships don't happen by accident. They happen through awareness, intention, and practice. Subscribe for weekly insights on relationships, attachment, emotional wellness, communication, intimacy, and building lasting connection. https://www.youtube.com/@jennpinkerton Take the FREE Pinkerton Relational Health Index Quiz Now: https://pinkertonrelationalhealthindex.scoreapp.com CONNECT WITH JENN: Website: www.jennpinkerton.com Instagram: @Jennbpinkerton Facebook: Jennifer Pinkerton Twitter: @redheadreveal TikTok: @redheadreveal Connection Cards: Shop Here: https://linktr.ee/jennbpinkerton?utm_source=ig&utm_medium=social&utm_content=link_in_bio Purchase one of Jenn's course here: https://jennifer-pinkerton.mykajabi.com/to-do-before-i-do Click here to work with Jenn and her transformational 30 day program: https://jennpinkerton.com/

Podcast reviews

Read REDHEADREVEAL with Jenn Pinkerton podcast reviews


5 out of 5
16 reviews
★★★★★
Dan13386 2025/10/10
Terrific Listen!
Love the approach and format. So much rich and detailed information about connection and relationships!
★★★★★
a121199 2024/09/14
Thank You
This is the first time I’ve heard of over functioning and I’m blown away. I thought being superwoman in the relationship destroyed my now ex-husbands ...
★★★★★
_Waggs 2023/01/09
Golden
This is what we all need to hear. Everyone needs to listen to this podcast to heal to understand ourselves and others. Thank you Jennifer!
★★★★★
jenbrice23 2022/09/29
Really good new podcast
She’s fantastic I’m so glad to find this, such great insight!!!
★★★★★
Maggie6166 2022/08/27
Great Podcast
I never leave reviews but loved Jenn’s episodes so much I wanted to share this great find with others. Both enjoyable and informative with a great fre...
★★★★★
amcghee6 2022/08/20
Amazing Podcast
I love how real and raw Jennifer is! I feel like I’m literally sitting across from my therapist when listening to this podcast. It’s very informative ...
★★★★★
mmsides 2022/08/19
Amazing!
I’m not a big podcast listener but wow this information totally has me hooked! I can’t wait for the next episode!
★★★★★
Ashfrey123 2022/08/15
OBSESSED
I could not be more obsessed with this new podcast. Jenn offers a unique perspective on a variety of topics. I look forward to her upload days every w...
★★★★★
harperruby 2022/08/13
Fresh Perspective
I love Jenn’s fresh perspective on how past wounds affects our present and future.
check all reviews on apple podcasts

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