The Highly Sensitive Entrepreneur
The Highly Sensitive Entrepreneur
Jen Pillipow
Hosted by Jen Pillipow, this show explores the inner and outer journey of entrepreneurship through the lens of sensitivity, self-worth, and soulful alignment. It's where ambition meets gentleness, soft is strong, and where building a business is just as much about who you become as what you create. Stepping into your calling is not for the faint of heart.If you've ever felt like traditional business advice asks you to override your intuition, push past your internal limits, or become someone you're not... well, me too. Let's do it differently.Your sensitivity isn't a flaw to fix or work around, it's your compass.With awareness comes choice.With choice comes change.© 2026 JEN PILLIPOW All Rights Reserved  Hosted on Acast. See acast.com/privacy for more information.
Season 5 - EP 3 What if we were born worthless?
This week on IG @making_space_with_jen I started working out this concept of inherent worthiness.I understand the deer-in-headlights looks when I talk about this. It’s an intangible concept hard to wrap or minds around, or embody.Every way we look we’re confronted with the opposition: we aren’t enough.We need to buy, change, be something different to EARN our worth. Not to mention the shame it creates on this endless consuming cycle.Aren’t we set up for a vicious cycle of failure?In this week’s podcast episode I explore what it would look like if the skeptics were right: what if our Soul’s came to Earth totally worthless, and the whole goal is to achieve and earn worth?What would that look like amidst the moving targets?What about the consequences, or the aftereffects of each of these beliefs?I share some analogies including Nature. These aren’t new ideas - they’ve been discussed organically for centuries, and I invite you to your own journey with the appropriate sources. Braiding Sweetgrass by Robin Wall Kimmerer and the Munay-Ki are my current favorites.Cycle Breaker Container: A hypnotherapy and embodiment container to heal your connection to self-worth, confidence, and joy.https://www.jenpillipow.com/program Follow me online:IG:@making_space_with_jen https://www.instagram.com/making_space_with_jen/FB:@jenpillipow https://www.facebook.com/jenpillipowAbout the HostJen Pillipow is a podcaster, writer, hypnotherapist, Reiki practitioner, intuitive, psychic medium, and novice abstract acrylic painter. She is passionate about helping highly sensitive entrepreneurs show up and be seen in their business through personal development and reconnecting them to their inner strength, power, healing, and authenticity.  This podcast is recorded in Saskatoon, Saskatchewan on Treaty 6 Territory the traditional land of the Cree people and the homeland of the Metis Nation. If you’re not sure whose land you’re on I invite you to get curious by visiting native-land.caPodcast Music: Light Up The Stars - GyomDisclaimer:As with all my work (and well, most everything), please listen with consideration of context, nuance, and discernment. By listening you agree and understand that your participation in all listening and offerings held by Jen Pillipow are strictly for entertainment purposes and understand any personal or medical concerns should be under the care of a medical professional. You acknowledge Jen is not a counsellor, psychiatrist, or medical practitioner of any kind and any advice given is ultimately opinion and personal experience and you release any liability and assume all personal responsibility for what you listen to and engage with online. Hosted on Acast. See acast.com/privacy for more information.
Feb 18, 2024
16 min
Season 5 - EP 1 Are you the Cycle Breaker?
Show NotesIn this show we discuss some ideas around being the Cycle Breaker:-what does Cycle Breaker mean?-how do you know you're a Cycle Breaker?-what's your why?“Being a Cycle Breaker is answering a calling."Wondering what mindset is holding back your biz? Take the Quiz!https://www.tryinteract.com/share/quiz/647614abad753b00143c0365 Cycle Breaker Container:https://www.jenpillipow.com/program  Follow me online:IG:@making_space_with_jen https://www.instagram.com/making_space_with_jen/FB:@jenpillipow https://www.facebook.com/jenpillipowAbout the HostJen Pillipow is a podcaster, writer, hypnotherapist, Reiki practitioner, intuitive, psychic medium, and novice abstract acrylic painter. She is passionate about helping highly sensitive entrepreneurs show up and be seen in their business through personal development and reconnecting them to their inner strength, power, healing, and authenticity.  This podcast is recorded in Saskatoon, Saskatchewan on Treaty 6 Territory the traditional land of the Cree people and the homeland of the Metis Nation. If you’re not sure whose land you’re on I invite you to get curious by visiting native-land.caPodcast Music: Light Up The Stars - GyomDisclaimer:As with all my work (and well, most everything), please listen with consideration of context, nuance, and discernment. By listening you agree and understand that your participation in all listening and offerings held by Jen Pillipow are strictly for entertainment purposes and understand any personal or medical concerns should be under the care of a medical professional. You acknowledge Jen is not a counsellor, psychiatrist, or medical practitioner of any kind and any advice given is ultimately opinion and personal experience and you release any liability and assume all personal responsibility for what you listen to and engage with online. Hosted on Acast. See acast.com/privacy for more information.
Jan 12, 2024
21 min
Season 4 - EP 9_How to actually handle criticism as a highly sensitive entrepreneur
Show NotesIn this show we discuss ideas to support our gifts of being highly sensitive:-the importance of personal (realistic) expectations, standards + controlling what is in your control-the importance of not taking ownership for other people’s reactions and emotions“Just because you feel other peoples emotions in YOUR body, does not make it your responsibility.”-the benefits, strengths, and gifts of being a HSE-importance of self-talk being a coach vs. a critic (self-acceptance, support, + compassion)-how to tell the difference between authentic alignment in your business; and what you’re avoiding because there’s something you need to heal-how entrepreneurship was the mirror required to see the highly sensitive parts of usWondering what mindset is holding back your biz? Take the Quiz!https://www.tryinteract.com/share/quiz/647614abad753b00143c0365 Cycle Breaker Container:https://www.jenpillipow.com/program Follow me online:IG:@making_space_with_jen https://www.instagram.com/making_space_with_jen/FB:@jenpillipow https://www.facebook.com/jenpillipowAbout the HostJen Pillipow is a podcaster, writer, hypnotherapist, Reiki practitioner, intuitive, psychic medium, and novice abstract acrylic painter. She is passionate about helping highly sensitive entrepreneurs show up and be seen in their business through personal development and reconnecting them to their inner strength, power, healing, and authenticity.  This podcast is recorded in Saskatoon, Saskatchewan on Treaty 6 Territory the traditional land of the Cree people and the homeland of the Metis Nation. If you’re not sure whose land you’re on I invite you to get curious by visiting native-land.caPodcast Music: Daring Greatly - Epic Inspirational Piano Motivational Cinematic by Zander SehkriDisclaimer:As with all my work (and well, most everything), please listen with consideration of context, nuance, and discernment. By listening you agree and understand that your participation in all listening and offerings held by Jen Pillipow are strictly for entertainment purposes and understand any personal or medical concerns should be under the care of a medical professional. You acknowledge Jen is not a counsellor, psychiatrist, or medical practitioner of any kind and any advice given is ultimately opinion and personal experience and you release any liability and assume all personal responsibility for what you listen to and engage with online. Hosted on Acast. See acast.com/privacy for more information.
Jun 15, 2023
39 min
Season 4 - EP 8_Are you a HSE (highly sensitive entrepreneur)?
In this show I discuss:-what a HSE is-why highly sensitive people make great entrepreneurs-what you may need to heal so you can use your gifts to your full potential and power-the high + low expressions of a HSE-my personal story as a HSEWondering what mindset is holding back your biz? Take the Quiz!https://www.tryinteract.com/share/quiz/647614abad753b00143c0365 Cycle Breaker Container:https://www.jenpillipow.com/program Follow me online:IG:@making_space_with_jen https://www.instagram.com/making_space_with_jen/FB:@jenpillipow https://www.facebook.com/jenpillipowAbout the HostJen Pillipow is a podcaster, writer, hypnotherapist, Reiki practitioner, intuitive, psychic medium, and novice abstract acrylic painter. She is passionate about helping highly sensitive entrepreneurs show up and be seen in their business through personal development and reconnecting them to their inner strength, power, healing, and authenticity. This podcast is recorded in Saskatoon, Saskatchewan on Treaty 6 Territory the traditional land of the Cree people and the homeland of the Metis Nation. If you’re not sure whose land you’re on I invite you to get curious by visiting native-land.caPodcast Music: Daring Greatly - Epic Inspirational Piano Motivational Cinematic by Zander SehkriDisclaimer:As with all my work (and well, most everything), please listen with consideration of context, nuance, and discernment. By listening you agree and understand that your participation in all listening and offerings held by Jen Pillipow are strictly for entertainment purposes and understand any personal or medical concerns should be under the care of a medical professional. You acknowledge Jen is not a counsellor, psychiatrist, or medical practitioner of any kind and any advice given is ultimately opinion and personal experience and you release any liability and assume all personal responsibility for what you listen to and engage with online.  Hosted on Acast. See acast.com/privacy for more information.
Jun 6, 2023
24 min
Season 4 - EP 7_Still not sure you're sabotaging your business?
In this show I discuss:-what sabotaging your business means and what it looks like-how sneaky it is and why-how to spot it-how to work through it to show up and be seen in your workWondering what mindset is holding back your biz? Take the Quiz!https://www.tryinteract.com/share/quiz/647614abad753b00143c0365 Cycle Breaker Container:https://www.jenpillipow.com/programwww.jenpillipow.com  Follow me online:IG:@making_space_with_jen https://www.instagram.com/making_space_with_jen/FB:@jenpillipow https://www.facebook.com/jenpillipowAbout the HostJen Pillipow is a podcaster, writer, hypnotherapist, Reiki practitioner, intuitive, and novice abstract acrylic painter. She is passionate about helping entrepreneurs show up and be seen in their business through personal development and reconnecting them to their inner strength, power, healing, and authenticity. This podcast is recorded in Saskatoon, Saskatchewan on Treaty 6 Territory the traditional land of the Cree people and the homeland of the Metis Nation. If you’re not sure whose land you’re on I invite you to get curious by visiting native-land.caPodcast Music: Daring Greatly - Epic Inspirational Piano Motivational Cinematic by Zander SehkriDisclaimer:As with all my work (and well, most everything), please listen with consideration of context, nuance, and discernment. By listening you agree and understand that your participation in all listening and offerings held by Jen Pillipow are strictly for entertainment purposes and understand any personal or medical concerns should be under the care of a medical professional. You acknowledge Jen is not a counsellor, psychiatrist, or medical practitioner of any kind and any advice given is ultimately opinion and personal experience and you release any liability and assume all personal responsibility for what you listen to and engage with online.  Hosted on Acast. See acast.com/privacy for more information.
May 26, 2023
23 min
Season 4 - EP 6_Mind tools to move forward in your business
In this show we discuss:-my “Worthy Upcycle” model-how reparenting helps us heal-what is hypnotherapy and why we use it-how I work with people that are nervous about hypnotherapy-generational stories and how they affect us and how it affects our business-the difference between self-sabotage and self-protection-the difference between hypnotherapy and stage / entertainment hypnosisWondering what mindset is holding back your biz? Take the Quiz!https://www.tryinteract.com/share/quiz/647614abad753b00143c0365 Cycle Breaker Container:https://www.jenpillipow.com/program www.jenpillipow.com  Follow me online:IG:@making_space_with_jen https://www.instagram.com/making_space_with_jen/FB:@jenpillipow https://www.facebook.com/jenpillipowAbout the HostJen Pillipow is a podcaster, writer, hypnotherapist, Reiki practitioner, intuitive, and novice abstract acrylic painter. She is passionate about helping entrepreneurs show up and be seen in their business through personal development and reconnecting them to their inner strength, power, healing, and authenticity. This podcast is recorded in Saskatoon, Saskatchewan on Treaty 6 Territory the traditional land of the Cree people and the homeland of the Metis Nation. If you’re not sure whose land you’re on I invite you to get curious by visiting native-land.caPodcast Music: Daring Greatly - Epic Inspirational Piano Motivational Cinematic by Zander SehkriDisclaimer:As with all my work (and well, most everything), please listen with consideration of context, nuance, and discernment. By listening you agree and understand that your participation in all listening and offerings held by Jen Pillipow are strictly for entertainment purposes and understand any personal or medical concerns should be under the care of a medical professional. You acknowledge Jen is not a counsellor, psychiatrist, or medical practitioner of any kind and any advice given is ultimately opinion and personal experience and you release any liability and assume all personal responsibility for what you listen to and engage with online. Hosted on Acast. See acast.com/privacy for more information.
May 25, 2023
28 min
Season 4 - EP 5_ How "I'm not good enough" affects your business
In this show we discuss:-internal & external standards we unknowingly use for evaluating ourselves & the way it manifests in our business-the subconscious lens and “subconscious belief coupling”-where harsh inner critics and comparison come from-how we can break these cycles-inherent worthiness analogy (BEES!)Wondering what mindset is holding back your biz? Take the Quiz!https://www.tryinteract.com/share/quiz/647614abad753b00143c0365 Cycle Breaker Container:https://www.jenpillipow.com/program www.jenpillipow.com Follow me online:IG:@making_space_with_jen https://www.instagram.com/making_space_with_jen/FB:@jenpillipow https://www.facebook.com/jenpillipow About the HostJen Pillipow is a podcaster, writer, hypnotherapist, Reiki practitioner, intuitive, and novice abstract acrylic painter. She is passionate about helping entrepreneurs show up and be seen in their business through personal development and reconnecting them to their inner strength, power, healing, and authenticity. This podcast is recorded in Saskatoon, Saskatchewan on Treaty 6 Territory the traditional land of the Cree people and the homeland of the Metis Nation. If you’re not sure whose land you’re on I invite you to get curious by visiting native-land.caPodcast Music: Daring Greatly - Epic Inspirational Piano Motivational Cinematic by Zander SehkriDisclaimer:As with all my work (and well, most everything), please listen with consideration of context, nuance, and discernment. By listening you agree and understand that your participation in all listening and offerings held by Jen Pillipow are strictly for entertainment purposes and understand any personal or medical concerns should be under the care of a medical professional. You acknowledge Jen is not a counsellor, psychiatrist, or medical practitioner of any kind and any advice given is ultimately opinion and personal experience and you release any liability and assume all personal responsibility for what you listen to and engage with online.  Hosted on Acast. See acast.com/privacy for more information.
May 25, 2023
36 min
Season 4 - EP 4_4 Ways You're Sabotaging Your Business
In this show I discuss:-4 sneaky ways we sabotage our business-why / how this happens-what to do differently so you can show up and be seen consistentlyWondering what mindset is holding back your biz? Take the Quiz!https://www.tryinteract.com/share/quiz/647614abad753b00143c0365 Cycle Breaker Container:https://www.jenpillipow.com/program www.jenpillipow.com Follow me online:IG:@making_space_with_jen https://www.instagram.com/making_space_with_jen/FB:@jenpillipow https://www.facebook.com/jenpillipowAbout the HostJen Pillipow is a podcaster, writer, hypnotherapist, Reiki practitioner, intuitive, and novice abstract acrylic painter. She is passionate about helping entrepreneurs show up and be seen in their business through personal development and reconnecting them to their inner strength, power, healing, and authenticity. This podcast is recorded in Saskatoon, Saskatchewan on Treaty 6 Territory the traditional land of the Cree people and the homeland of the Metis Nation. If you’re not sure whose land you’re on I invite you to get curious by visiting native-land.caPodcast Music: Daring Greatly - Epic Inspirational Piano Motivational Cinematic by Zander SehkriDisclaimer:As with all my work (and well, most everything), please listen with consideration of context, nuance, and discernment. By listening you agree and understand that your participation in all listening and offerings held by Jen Pillipow are strictly for entertainment purposes and understand any personal or medical concerns should be under the care of a medical professional. You acknowledge Jen is not a counsellor, psychiatrist, or medical practitioner of any kind and any advice given is ultimately opinion and personal experience and you release any liability and assume all personal responsibility for what you listen to and engage with online. Hosted on Acast. See acast.com/privacy for more information.
May 25, 2023
20 min
Season 4 - EP 3_Brain Short Circuits Affecting Your Business
Show NotesIn this show I discuss:-what I mean by replacing negative self-talk-how I compare thought distortions to short circuits-common thought distortions-where these though distortions come from-a personal story where I didn’t listen to my intuition and how it turned out (badly. It turned out badly.)Wondering what mindset is holding back your biz? Take the Quiz!https://www.tryinteract.com/share/quiz/647614abad753b00143c0365 Cycle Breaker Container: https://www.jenpillipow.com/program www.jenpillipow.comFollow me online:IG: @making_space_with_jen https://www.instagram.com/making_space_with_jen/FB: @jenpillipow https://www.facebook.com/jenpillipowIG Links I discuss:Fear and intuitionhttps://www.instagram.com/reel/Csb8UkMgSye/?utm_source=ig_web_copy_link&igshid=MzRlODBiNWFlZA==Self-doubt https://www.instagram.com/reel/CshLlFdgXz6/?utm_source=ig_web_copy_link&igshid=MzRlODBiNWFlZA==About the HostJen Pillipow is a podcaster, writer, hypnotherapist, Reiki practitioner, intuitive, and novice abstract acrylic painter. She is passionate about helping entrepreneurs show up and be seen in their business through personal development and reconnecting them to their inner strength, power, healing, and authenticity.  This podcast is recorded in Saskatoon, Saskatchewan on Treaty 6 Territory the traditional land of the Cree people and the homeland of the Metis Nation. If you’re not sure whose land you’re on I invite you to get curious by visiting native-land.caPodcast Music: Daring Greatly - Epic Inspirational Piano Motivational Cinematic by Zander SehkriDisclaimer:As with all my work (and well, most everything), please listen with consideration of context, nuance, and discernment. By listening you agree and understand that your participation in all listening and offerings held by Jen Pillipow are strictly for entertainment purposes and understand any personal or medical concerns should be under the care of a medical professional. You acknowledge Jen is not a counsellor, psychiatrist, or medical practitioner of any kind and any advice given is ultimately opinion and personal experience and you release any liability and assume all personal responsibility for what you listen to and engage with online.  Hosted on Acast. See acast.com/privacy for more information.
May 23, 2023
22 min
Season 4 - EP 2_Hidden Layers of Sabotage in your Business
In this episode I discuss:-what I mean by self-sabotage (self-protection)-the 3 main layers that keep us sabotaging our business and afraid to show up-how those layers manifest in our business and actions (or inactions)Wondering what mindset is holding back your biz? Take the Quiz!https://www.tryinteract.com/share/quiz/647614abad753b00143c0365 Cycle Breaker Container:https://www.jenpillipow.com/program www.jenpillipow.com  Follow me online:IG: @making_space_with_jen https://www.instagram.com/making_space_with_jen/FB: @jenpillipow https://www.facebook.com/jenpillipow About the HostJen Pillipow is a podcaster, writer, hypnotherapist, Reiki practitioner, intuitive, and novice abstract acrylic painter. She is passionate about helping entrepreneurs show up and be seen in their business through personal development and reconnecting them to their inner strength, power, healing, and authenticity.  This podcast is recorded in Saskatoon, Saskatchewan on Treaty 6 Territory the traditional land of the Cree people and the homeland of the Metis Nation. If you’re not sure whose land you’re on I invite you to get curious by visiting native-land.caPodcast Music: Daring Greatly - Epic Inspirational Piano Motivational Cinematic by Zander SehkriDisclaimer:As with all my work (and well, most everything), please listen with consideration of context, nuance, and discernment. By listening you agree and understand that your participation in all listening and offerings held by Jen Pillipow are strictly for entertainment purposes and understand any personal or medical concerns should be under the care of a medical professional. You acknowledge Jen is not a counsellor, psychiatrist, or medical practitioner of any kind and any advice given is ultimately opinion and personal experience and you release any liability and assume all personal responsibility for what you listen to and engage with online.  Hosted on Acast. See acast.com/privacy for more information.
May 23, 2023
20 min
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