Stefanie Wainwright

Chaotic Compass Podcast

Society EN ↓ 111 episodes

I'm Stefanie – mom of four, business owner, podcast host, and professional chaos navigator. I created Chaotic Compass to give voice to the messy middle—the part no one posts about, where you're holding everything together with a hair tie and hope. This space is for the women who are tired of pretending and ready to start living with more honesty, more alignment, and more freedom. Whether I'm behind the mic, wrangling fishing rods (or kids), or deep in a being the unpaid uber during an existential crisis, I'm here to share the real, raw, and ridiculous truths of life so you feel a little less a...

Author

Stefanie Wainwright

Category

Society

Podcast website

www.chaoticcompass.com

Latest episode

Dec 11, 2025

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Episodes

61. Self Comparison VS. Self Compassion: Navigating How To Be Gentle With Yourself 24.02.2023

Today’s episode I dive into the difference of self comparison and self compassion. It all start with a little tiff my husband and I had the other morning about how he wasn’t being gentle with himself because he hit the snooze alarm a few too many times. I talk about the definition of self compassion and what they may look like in your life. Let’s go! For more content, check out my YouTube page her...

60. The Nashville Nights Band: Navigating Ups and Downs of Being a 90's Country Cover Band 17.02.2023

Today’s episode I have a guest! I sit down with The Nashville Nights band lead vocalist and lead guitarist, Steve Anthony and Curtis Brady. I talk with them how they formed their band, the ups and downs and what they are hoping to achieve. It was truly an honor and I’m so excited to sit down with these guys. Let’s go! For more content, check out my YouTube page here and my website here .  Tha...

59. Sippin' N Bitchin' Minute: Episode 4 - Let Them See You At Your Worst 06.02.2023

Today’s episode I take a hot minute to dive deeper into how Ryan I started. I talk about my mindset when l was at my worst. And why you should let people see you at your worst. It’s how I believe that Ryan and I have been together for as long as we have. For more content, check out my YouTube page here and my website here .  Thanks for the love! The Chaotic Compass podcast was created by Stef...

58. Why am I not further along: Navigating Societal Norms 03.02.2023

Today’s episode I am asking the age old questions “Why I am not further along?” I dive into how much I hate this question. I talk about how far I have come over the last 2 decades. Also dive into the feelings I have toward societal norms. I also try out a new drink I found from Tarnished Truth Distillery here in Virginia Beach. I try their take on an Orange Crush . Let’s go! For more content, chec...

57. Sippin' N Bitchin' Minute: Episode 3 - Mental Breakdowns 30.01.2023

Today’s episode I take a hot minute to dive deeper into mental health and breakdowns. I talk about my latest mental breakdowns and the divine findings of Elise Myer’s “Scheduling Mental Breakdowns Into My Day”! Let’s dive in! For more content, check out my YouTube page here and my website here .  Thanks for the love! The Chaotic Compass podcast was created by Stefanie Wainwright. Stefanie is...

56. AITA: Navigating Potential Snack Queens In This House 27.01.2023

Today’s episode I am asking “AM I THE ASSHOLE?” Seriously, AITA in the case of wanting to know why these kids are getting breakfast and lunch at my house everyday? Am I a soup kitchen now? I need to know! I also try Blake’s Hard Cider’s Peach Party . It’s super yummy and makes me want warmer weather now. Let’s go! For more content, check out my YouTube page here and my website here .  Thanks...

55. Sippin' N Bitchin' Minute: Episode 2 - Why We Do Date Nights 23.01.2023

Today’s episode I take a hot minute to dive deeper into why we do date nights. We have a few DM’s come across asking why we do date nights if it causes so much stress. Great questions! Let’s dive in! For more content, check out my YouTube page here and my website here .  Thanks for the love! The Chaotic Compass podcast was created by Stefanie Wainwright. Stefanie is a wife, a mom, and a busin...

54. People Pleasing: Navigating Why I Don't Do That Anymore 20.01.2023

Today’s episode I talk about PEOPLE PLEASING! I talk about where my people pleasing stemmed from. I start the episode early with a drink because there is a lot of unpacking to do. Today I try 1911 Black Cherry and let me tell you, it’s definitely a good one. I picked it up from my friends over at Earlybird’s Bottle Shop . I also dive into what “leaf blowing the attic” means. Also discuss how I tol...

53. Sippin' N Bitchin' Minute: Episode 1 - New Year's Resolutions 16.01.2023

Today’s episode is something new I am trying out. In addition to my weekly episodes, I am adding in a quick, short and sweet episode each week called “Sippin’ N Bitchin’ Minute. This week’s topic is about New Year’s Resolutions and why I don’t do them. For more content, check out my YouTube page here and my website here .  Thanks for the love! The Chaotic Compass podcast was created by Stefan...

52. Date Night Part 2: Navigating Knowing Why Love Language is Important in Planning Date Nights 13.01.2023

Today’s episode is Ryan and I continue talking about date night. This is part 2. If you haven’t listened to part 1 where we talk about date nights are important, definitely recommend going back to last week’s episode and starting there. This week we dive into why knowing your love language and knowing your partner’s is important in planning date night. We also dive into some date nights on a budge...

51. Date Night Part 1: Navigating Date Night's Importance and Some Of Our Favorites 06.01.2023

Today’s episode is Ryan and I talking about date night. Yes, Ryan is back! We talk about why date nights are important, what our first date night was, some of our favorite date nights and hopefully help you find inspiration for date nights of your own. Here is the link for why date nights are important. Also here is the link for Play-A-Round, one of our go to places for date nights. For more conte...

50. AITA: Navigating through another week 16.12.2022

Today’s episode is another episode of me bitchin’ n’ sippin’. Today, we are talking about am I the asshole, communication (or lack thereof), how much I hate winter and navigating another child getting covid. Find out which one. Let’s go! For more content, check out my YouTube page here and my website here .  Thanks for the love! The Chaotic Compass podcast was created by Stefanie Wainwright....

49. Navigating Grief 09.12.2022

Today’s episode isn’t as upbeat as normal. Today, we are talking about grief. Different types of grief, navigating through grief and stages of grief. I keep it together for the most part. If you are looking for someone to relate to with the grief you may be feeling, I’m here for you. Here is the website I reference in the episode as well. For more content, check out my YouTube page here and my web...

48. Men's Inabilities: Navigating My Husband's Inabilities With Basic Things 02.12.2022

Bitchin’ and Sippin’ Y’all! Talking about my huband’s inabilities. Yes I could make a whole series out of these things but this isn’t a roast my husband hour. Come join me as we talk about some of the crazy things my husband has a hell of a hard time with. And how I have a hard time with him. Let’s Go! For more content, check out my YouTube page here and my website here .  Thanks for the love...

47. Adulthood: Navigating Things I Thought Were Going To Be A Bigger Deal 18.11.2022

Bitchin’ and Sippin’ Y’all! Talking about things I thought as a kid would have been a bigger deal when I became an adult. Also talking about thing I should have cared more about as a kid. Let’s go! For more content, check out my YouTube page here and my website here .  Thanks for the love! The Chaotic Compass podcast was created by Stefanie Wainwright. Stefanie is a wife, a mom, and a busines...

46: Birthdays, Anniversaries & Cideries : Navigating Last Month 13.10.2022

Bitchin’ and Sippin’ Y’all! Talking about what had gone on in the last month. Birthday's, anniversaries, cideries, and FIREHOSE PANTS ! We went to Old Mountain Tavern in Marlinton, WV, Old Hill Cidery & Showalter Orchard in Timberville, VA. Check them out! Let’s go! For more content, check out my YouTube page here and my website here .  Thanks for the love! The Chaotic Compass podcast was...

45: Fear of Failure: Navigating Failure 22.09.2022

Today talk about fear of failure. Why are we fearful of failure? How do I overcome it? Also I try Superstition Cider’s Blueberry Spaceship Box from Earlybird’s Bottle Shop. Let’s go! For more content, check out my YouTube page here and my website here .  Thanks for the love! The Chaotic Compass podcast was created by Stefanie Wainwright. Stefanie is a wife, a mom, and a business owner whose l...

44. Navigating Not Having A Role Model 16.09.2022

Today I navigating not having a role model. I have a lot of people I don’t want to be. I also found this (Things People Don’t Realize You Do Because You Didn’t Grow Up With Strong Role Models). I also talk about how to find what you are looking for in a role model. Let’s Go! For more content, check out my YouTube page here and my website here .  Thanks for the love! The Chaotic Compass p...

43. Coping with Copious Amounts of Change: Navigating Change 08.09.2022

I’m not even going to do an into. This momma is bitchin’ AGAIN! And not in a good way. For more content, check out my YouTube page here and my website here .  Thanks for the love! The Chaotic Compass podcast was created by Stefanie Wainwright. Stefanie is a wife, a mom, and a business owner whose life is chaotic all the time. This podcast is meant to help you find the funny and the good while...

42. Navigating the First Week of School 02.09.2022

I’m not even going to do an into. It’s the first week of school and this momma is bitchin’. And not in a good way. For more content, check out my YouTube page here and my website here .  Thanks for the love! The Chaotic Compass podcast was created by Stefanie Wainwright. Stefanie is a wife, a mom, and a business owner whose life is chaotic all the time. This podcast is meant to help you find...

41. The Other Shoe Falling: Navigating How To Handle Negative Mentality 26.08.2022

Today I talk about what “waiting for the other show to fall means”. Why is my brain this way? How do I stop letting work steal my joy? Does negative energy bread negative energy? How do I handle negative energy? And most importantly we talk about how to navigate the other shoe falling mentality? For more content, check out my YouTube page here and my website here .  Thanks for the love! The C...

40. Navigating Stupid Questions: Part 1 28.07.2022

Today I talk about navigating real questions from customers I interact with on a daily basis. Been writing these down from this season and the comedy value is just great. Also, I try a “Kinky Cocktail” today on the segment of This Is Why I Drink - all I have to say is DONT DO IT. Not going to go into a lot of details of what I have in store for you today - so tune it. *** Disclosure - my audio qua...

39. How to deal with Karens: Navigating Negative Opinions 14.07.2022

Today I talk about navigating negative opinions. It may not be the best way but it’s how I deal. First off, I talk about how my sister recently was dealing with some very negative opinions and it spawned the idea for today’s topic. This podcast, starting off, if I had listened to people and their negative opinions, I probably wouldn’t have done it. I actually did for a little while, which is why i...

38. Stefanie Doesn’t Know Anything – Navigating Trending Topics On Google 07.07.2022

Today we talk about trending topics from trend.google.com. We start off with Kevin Durant…. Yall I have no fucking clue. He’s basketball-IDK. I don’t know anything about that guy but I know ciders. Sly Clyde tonight – Rouge Wave! NEVERMIND-I don’t know anything about cider. This cider was a collaboration between coffee and cider. What the what. It’s good but I’m not sure if it’s me. But check it o...

37. Random Ratings: Navigating Bad Reviews on Businesses 01.07.2022

Kylie and Liam are here and they are with me reading the bad comments on reviews of businesses. **SHOUT OUT TO OUR LOCAL GUS’** We went to read their reviews but they are only on Yelp and Kylie can’t access Yelp on her phone. KROGER- One guy was lost in the Kroger. Peggy couldn’t get a vaccine. All the spelling errors. Post pandemic struggles. Liam thinks everyone is looking for more boujee stores...

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