We were lucky to catch up with Kaylee Phillips recently and have shared our conversation below.
Hi Kaylee, thanks for joining us today. Let’s kick things off with your mission – what is it and what’s the story behind why it’s your mission?
My Mission is to empower women by guiding them on a transformative journey towards authentic self-confidence through mentorship in both personal confidence and style. Through my unique, customizable Master Class, I offer a multi-layered growth experience that provides women with an exact roadmap to discover and embrace their highest selves. Along the way, they will connect with a supportive community that encourages growth, empowerment, and personal evolution. By the end of their journey, they will not only walk with newfound inner confidence but also exude it through their personal style and an elevated wardrobe, showing up as the bold, authentic versions of themselves in every aspect of their lives.
With nearly a decade of experience in the fashion industry, I spent seven of those years owning and operating my own retail store, specializing in elevated women’s wardrobe staples. During that time, I had the privilege of offering styling expertise to countless women. A recurring struggle I encountered was the deeply negative relationship many women had with clothing. I witnessed women in fitting rooms, tearfully body-shaming themselves and longing for the confidence they perceived in others, wishing they could wear whatever they wanted and feel good doing so. It broke my heart to watch women, whom I cared deeply for, grapple with the impossible standards society imposes on them—leading to self-doubt, self-disrespect, and a lack of self-worth.
I knew I had to do more. I didn’t want to merely provide temporary fixes or superficial confidence boosters. I wanted to help women see that they could feel just as confident as those they admired. True confidence isn’t about appearance—it’s about how we feel internally, and when we cultivate that inner strength, it radiates outward. My mission became clear: I wanted to teach women how to tap into that genuine confidence, so they could not only transform their relationship with fashion but elevate every area of their lives.
This mission became even clearer during my own personal growth journey. After struggling through a challenging postpartum experience, I found myself lost, unsure of who I was anymore. In my final year of owning my retail store, I began a multi-layered growth journey that completely transformed every area of my life. I grew closer to God and began adding physical, mental, and spiritual layers to my growth. It was during this time that I felt led by God to create Glow House.
One evening, as I was on a gratitude walk, He placed the words Glow House on my heart, along with the vision of what it would become. Glow House would be a faith-based, purpose-driven community that empowers women to elevate their lives just as I had done. It would be meaningful, transformative, and designed to help women step into their highest selves, just as I had found my way to mine.
Glow House is now my Master Class and online community—a place where women are empowered to elevate every aspect of their lives, from their inner confidence to their personal style. It’s about helping women see themselves as the powerful, beautiful, worthy individuals they truly are.
Kaylee, love having you share your insights with us. Before we ask you more questions, maybe you can take a moment to introduce yourself to our readers who might have missed our earlier conversations?
After graduating college, I was hired as an assistant manager at a popular chain boutique, where I discovered my passion for both the business side of fashion and helping women feel confident in what they wore. When my fiancé and I decided to move closer to my family in northeastern Wyoming, I knew I wanted to continue pursuing the industry I loved. That’s when I took the leap and opened my own retail store.
This journey eventually led me to create my own fashion label, which ultimately paved the way to where I am today, doing what I’m truly called to be doing!
As a confidence and style mentor, I provide my clients with a transformation journey through my online masterclass, exclusive community, digital styling services, and both in-person and virtual styling sessions.
What I teach is that clothing alone cannot create lasting confidence—it can only offer a temporary boost. This is where my exclusive, meaningful style journey comes in. The first step is guiding women to discover their most genuine inner confidence through Glow House, a year-long, multi-layered growth experience. Once they’ve built that foundation, we move on to Personal Style Discovery with my 16-step guide because true wardrobe elevation starts with understanding one’s unique personal style.
Next, I introduce my Dress Your Body Confidently checklist, which teaches clients how to dress for their specific body type and shape. From there, I help them master the art of Restyling their existing pieces to unlock the full potential of their wardrobe. Through The Art of Restyling Guide, they learn how to mix and match their clothes to create endless outfit possibilities—a common struggle I see in my clients. Many of them invest in too many pieces, impulsively shop, and lack awareness of their personal style, leading to poor shopping habits. My Restyling Guide eliminates the frustration of feeling like they have “nothing to wear” and transforms their closet into a space of inspiration and creativity.
In addition to my online services, I also offer in-person and virtual sessions. During these sessions, I often conduct wardrobe edits, where we go through a client’s closet to purge, organize, and create a system of pre-styled outfits that are easy to pull and wear in the future. I also perform wardrobe updates, refreshing and elevating my clients’ wardrobes with timeless, high-quality staples that will stand the test of time.
At the end of the transformation I guide my clients through, they are left with their highest level of internal confidence. This confidence radiates into every area of their life—elevating their faith, mindset, self-worth, physical well-being, body image, eating habits, relationships, home life, career or business, belief system, daily habits, and, of course, their personal style and wardrobe.
They become the woman they’ve always desired to be and now they are equipped to CREATE THEIR DREAM LIFE, well dressed and fully confident!
Can you tell us about a time you’ve had to pivot?
After running my retail store for seven years, I found myself feeling burnt out, unfulfilled, and disconnected from my true calling. I had spent too long caught in the “toxic hustle culture,” and it had left me out of alignment with both my business and my role as a wife and mother. My time was stretched too thin, and I knew I needed to make a shift—one that better aligned with who I had become, who I wanted to be, and the purpose God had called me to fulfill.
So, I made the decision to close both my brick-and-mortar and online stores to focus on creating my own fashion label. I transitioned to offering private appointments and an online showroom, which allowed me to prioritize my well-being and family while providing a more meaningful and personalized experience for my clients.
.It was during that extra time that I truly discovered myself and my calling, which led me to where I am today as a confidence and style mentor. I made another pivot, shifting from my fashion label to focus on doing what truly sets my soul on fire!
What I’ve learned about business, as a Christian, is that my assignment is to allow God to work through me. My purpose is to share His light, improve the lives of others, and ultimately grow the kingdom of God. I’ve discovered that when I try to run my business my way, it doesn’t work. But when I listen to God and allow Him to lead, my business becomes my ministry—and God blesses me in ways I never could have imagined.
Any insights you can share with us about how you built up your social media presence?
My advice for growing a social media presence and building a brand online is this: People buy WHO you are, not what you do. Create consistent, valuable, and authentic content, and your people will find you.
Speak directly to your audience—address their past, present, and future selves. Share relatable stories that evoke emotion and build trust.
I’ve learned to focus less on vanity metrics and follower count, and instead, focus on showing up with value. Serve the audience you already have. You don’t need more followers to grow your business; you need to serve the ones who are already with you.
Contact Info:
- Website: https://www.yourstylistkaylee.com
- Instagram: https://www.instagram.com/kayleemaephillips
- Facebook: https://www.facebook.com/kayleephillipsconfidenceandstyle
- Youtube: https://www.youtube.com/@yourstylistkaylee
- Other: My Podcast – Styled With Confidence
Image Credits
Ally Reed Photography
WebPros Media