Life Coach + Personal Stylist
Style Coaching
AUTHENTIC expression for your next-level evolution
If your wardrobe is out of sync with who you really are, it dulls your magic and becomes a barrier to showing up fully as yourself and attracting the people, experiences and opportunities meant for you.
There are many reasons why your current closet feels out of alignment…
- You’ve changed! (How human of you…wink.) Whether you’ve gone through a major internal shift, the pandemic or entered a new phase in life, you just feel…different inside or out – and your clothes (literally or figuratively) don’t fit you anymore.
- You’re ready to expand and up-level your life. You’re tired of playing small, and want a boost in your confidence for whatever life has in store of you next. It’s time you finally embrace parts of yourself that you’ve either hid or down played in the past. (Que happy dance!)
- You feel bored or limited by clothes. You’ve felt like you had to follow “rules” that boxed you in and dulled you down. You haven’t fully given yourself permission to wear what you actually want. You’re ready to define your authentic style, push the envelope, blend styles and maybe even play with bending gender stereotypes.
- You’re needing some guidance to hone in your style. Whether you’ve tried but haven’t quite been able to bring your style vision to life, you want to find your personal style for the first time or can’t get over the fact that you just hate shopping, I’ve got you.
Caitlin bosshart
Style coaching is not about fashion. – It’s about self-expression.
“Real style is never right or wrong. It’s a matter of being yourself on purpose.” – G. Bruce Boyer
The reality is, what you put on your body is SO much more than how it makes you look, it’s about how it makes you feel.
The way you feel impacts how you show up, it changes the way others respond to you and it creates the lens through which you experience your life (…for better or for worse.)
In my 12+ years as a life coach my mission, in all the things I do, including Style Coaching, is to help you be the most YOU, that you can be.
When you harness the power of your authentic style to step into your truest expression, your energy shifts.
You amplify your magnetism and begin to attract the experiences, opportunities and kinds of people you’ve always wanted into your life.
The reality is, what you put on your body is SO much more than how it makes you look, it’s about how it makes you feel. The way you feel impacts how you show up and creates the lens through which you experience your life.
In my 12+ years as a life coach my mission, in all the things I do, including Style Coaching, is to help you be the most YOU, that you can be.
When you harness the power of your authentic style as a tool to step into your truest self, your energy shifts.
You amplify your magnetism and attract the experiences, opportunities and people you always wanted into your life.
KELSEE.
" What can I say besides I am absolutely buzzing after working with Caitlin! I feel so much more confident when I get dressed every single day! I am finally dressing how I feel on inside and showing my personality on the outside." - Kelsee
Click to read Kelsee's full story...
Before working with Caitlin, I felt lost in my closet and blah in every outfit I settled on wearing. I lost my sense of style after wearing endless athleisure wear during covid, going through body changes, and growing more into myself. I didn’t know how to create outfits that made me feel confident and show my personality.
As I was struggling to find my style, I saw my brother’s true self come out in his new wardrobe after working with Caitlin and was so happy for him and completely jealous. Every time I saw him, he was exuding personality and effortless confidence and every single time I thought “I want that!” So I spoke with him about it and they encouraged me to work with Caitlin too and I pounced!
Working with Caitlin is such an amazing experience from beginning to end! She has such a warm and welcoming personality that allows you to let down any walls or hesitation you may have about the experience. We set up a get to know you consult which was basically free therapy tied into fashion goals and made me extremely excited for our styling/shopping day.
Caitlin absolutely blew my mind as we spent the morning working through my (vast) closet to create outfits WITH CLOTHES I ALREADY OWNED to match the style I aspired to. I thought I was going to have to buy a completely new wardrobe but Caitlin blew life back into outfits that I was bored of and was able to turn a blah outfit into a spicy one! I could tell Caitlin had taken the time to truly understand not only the style I wanted but my personality. After working our way through my closet, Caitlin was able to identify the key pieces of clothing that were missing from my closet and we set out to go shopping! We filled in the missing pieces at Plato’s Closet and Nordstrom Rack and I loved the variety I got to see at both places.
What can I say besides I am absolutely buzzing after working with Caitlin! I feel so much more confident when I get dressed every single day! I am finally dressing how I feel on inside and showing my personality on the outside. It’s not only the new clothes I bought but Caitlin worked with me so much during the entire day on how to capture the outfits I want and she continues to help afterwards. I love sending her outfits I am proud of putting together and I know I could reach out to her if an outfit falls flat. I, one hundred percent want to work with her for summer clothing and recommend her to all of my friends! I would recommend her to anyone looking for style coaching or looking to spice up their closet. She is so easy to work with and listens to exactly what you want out of the experience. Caitlin knows what she is doing and it shows in every interaction!
— Kelsee Palencia, Style Coaching Client
KELSEE.
" What can I say besides I am absolutely buzzing after working with Caitlin! I feel so much more confident when I get dressed every single day! I am finally dressing how I feel on inside and showing my personality on the outside." - Kelsee
Click to read Kelsee's full story...
Before working with Caitlin, I felt lost in my closet and blah in every outfit I settled on wearing. I lost my sense of style after wearing endless athleisure wear during covid, going through body changes, and growing more into myself. I didn’t know how to create outfits that made me feel confident and show my personality.
I didn’t know this kind of style guidance was available to everyday people so I was very excited to find Caitlin and have the opportunity to paint the picture I saw in my head to someone that could interpret it. The genderedness of the clothing options around me didnt inspire me. No matter how many online stores I dug through I could never quite find what I was looking for. I wanted something dynamic. I feel like men’s clothing is all blue jeans and button-ups and if you wanted to get funky the only thing available was craaaazy socks or loud patterns. I wanted to wear skirts and learn how to match that with my style/personality.
The whole style coaching process was mind opening and a lot of fun. The day went by so fast and it was filled with ease, comfort, and the exploration I was hoping for. I was very surprised at how much success was had just reimagining many of the pieces I already owned. The way Caitlin helped translate vague ideas into actual outfits was nothing less than magic to me.
I walked away from the experience understanding how to move forward with my style and put outfits together and she helped me feel comfortable stepping out in something totally different. This one day unlocked my own ability to feel confident in creating something new and feeling good about how it looks and feels on me. I feel like I have the range within my wardrobe to show up in the world however I’m feeling that day. Just having that energy in my outfits, I’ve seen people react in positive ways to me.
If you’re considering style coaching I encourage you to really open up. Whatever you are thinking, even if you don’t see examples of it in the world, do your best to communicate them to Caitlin and watch her work her magic!
– Cory
IMAGINE…
- Actually looking forward to getting dressed each day because not only is in an act of self-care but it’s also a fun and exciting life-hack for manifesting how you want to feel, show up and experience your day.
- The ritual of getting dressed feeling like an intentional, easeful and creative process rather than a frustrating or mundane task, that you use as a tool to express the version of yourself you’re wanting to embody that day: Powerful, sensual, luxurious, soft, artsy, ambitious, peaceful, edgy, playful…
- Confidently walking into any room and easily attracting the kinds of people and opportunities that are meant for you because you own your worth and they immediately see what you’re really about because your style acts as a subliminal sirens call to those in true alignment with you.
- Feeling great in your skin without changing a single thing about your body. You done with the jeans that make you feel like shit and leaving the house in the thing that makes you feel the least bad. Now that’s an act of self-love.
- Feeling inspired + satisfied by your wardrobe (rather than bored and boxed-in) having learned how to create variety in your wardrobe by mixing, matching, and dressing items up or down to keep things fresh without having to always buy new things.
- Having a shopping experience that is actually fun and empowering rather than frustrating and defeating because you’ve got a guide and hype woman in your dressing room corner every step of the way!!
When you invest in style coaching, what you’re really investing in is…
- The woman you’re becoming – When your style reflects your next-level evolution, you’ll find yourself acting as the future Vision-Version of yourself. You’ll move like her, think and make choices like her. You’ll attract people and opportunities like her. Style is one way to manifest your internal growth into the world and it’s like rocket-fuel for your life!
- Being present and experiencing your life fully – When you feel great, you actually think less about how you look. This allows you to be present with the people and moments that matter most. Plus having the right outfit makes any occasion, from work meetings to parties, richer, more memorable and…a hell of alot more fun!
- Inner Peace + Protecting your vital energy – No more draining mornings fretting about what to wear, feeling bad about yourself and picking yourself apart for not fitting into that pair of jeans. No more leaving the house in the outfit you feel the “least bad in”. Instead, looking in the mirror feeling grounded and seeing the real you, shining back. When you reclaim this energy, you’ll be able to show up for what really matters to you.
- Saving time – How much time would you save if you knew how to put together a great outfit with ease or could look to a done-for-you portfolio of outfit ideas with your own clothes? All from a wardrobe that fits and feels great!
- Saving money – My goal is to help you first see the potential in the clothes you already own! I’ll show you the potential that’s been hanging in your closet all along and give you a fresh perspective on ways to style pieces in new ways. Then we shop for key pieces that are missing. With my guidance, instead of buying a bunch of clothes that you don’t love, or aren’t sure how to style, I’ll help you buy pieces that look great on your body now and teach you how to style each piece multiple ways – it’s about doing more with less!
“Fashion you can buy but style you possess. The key to style is learning who you are…”
– Iris Apfel
HOW IT WORKS…
Style Coaching is a 5 step process – Choose your Experience!
In-Person Styling Experience
(Colorado Clients only)
Step #1. We get clear on who you’re evolving into and the Style Vision to match – We’ll hop on a call where I’ll help you identify your style muses and inspiration, how you want your clothes to make you feel, what aspects of yourself you want your clothing to help bring out in you. Together we’ll build your custom Style Vision Board!
Step #2. We hunt for treasure in your current closet – We start your shopping day at your home where we literally shop your current wardrobe, first. I’ll help you understand what is, and is not working for you. With your Style Vision Board as our guide, I’ll be a set of fresh eyes to help find the potential in items you already own – they often just need a bit of remixing, which saves you money when you fall back in love with old favorites. I will also help you begin to create your virtual closet with a fun and easy to use app (think Cher’s closet from Clueless…need I say more?!) where we can catalog the outfits we’ve created for you to quickly refer back to anytime!
Step #3. We identify key items that are missing from your wardrobe in order to bring your Style Vision to life.
Step #4. We shop! Think of me as your personal dressing room Hype Woman! We’ll hit the town making several stops at my favorite consignment shops and boutiques where I’ll help you select items that give you that “chef’s kiss” feeling! We start at consignment stores so that your dollar goes further, plus it’s good for the environment, too!
Step #5. Post shopping support call. Because your personal style is journey not a destination, I’ll be your Wing Woman as your step into the embodiment of your style evolution. I’ll coach through any challenges or questions that arise and giving you a boost of encouragement if you need it. And of course we’ll celebrate!
Bonus! On-going style support. For 3 months following your shopping day, as you settle into your new style I’ll be here as a resource in case you get stuck and need help or if you’ve added more items to your closet you want help styling! We can message or schedule a quick video chat as needed.
Virtual Styling Experience – Beta Program
(Clients anywhere in the world!)
Step #1. We get clear on who you’re evolving into and the Style Vision to match – We’ll hop on a call where I’ll help you identify your style muses and inspiration, how you want your clothes to make you feel and what aspects of yourself you want your clothing to help bring out in you. Together we’ll build your custom Style Vision Board!
Step #2. We hunt for treasure in your current closet – You will create a virtual closet through a fun and easy to use app (think Cher’s closet from Clueless…do I need to say more?!) We will then shop your virtual closet together and begin to build you outfits that you can easily refer back to at anytime. Through this process I’ll be a set of fresh eyes to help find the potential in items you already own – they often just need a bit of remixing, which saves you money when you fall back in love with old favorites.
Step #3. We identify key items that are missing from your wardrobe in order to bring your Style Vision to life.
Step #4. We shop online! As your virtual shopping Wing Woman I will help you find items that support your style vision and show you how they will enhance into your current wardrobe.
Step #5. Post shopping check in call. Once you’ve received your online orders we’ll chat about what worked, what didn’t and refine. And because your personal style is journey not a destination, I’ll be your Wing Woman as your step into the embodiment of your style evolution. I’ll coaching through any challenges or questions that arise and giving you a boost of encouragement if you need it. And of course we’ll celebrate!
Bonus! On-going style support. For 3 months following your shopping day, as you settle into your new style I’ll be here as a resource in case you get stuck and need help or if you’ve added more items to your closet you want help styling! We can message or schedule a quick video chat as needed.
As your Style Coach, my job is to help you identify what your style is and how to confidently create looks that inspires you to be more authentially yourself.
Hey, I’m Caitlin
Personal Stylist and Life Coach for over 11 years. I’m here to help you create a life that reflects Who You Are – Never setting for less. I believe that when you feel the freedom to be yourself, you’ll finally feel at home in your life. Learn more about me here!
Hi!
My Story…
I’ve been obsessed with style “makeover” shows for as long as I can remember. But for me, it isn’t that people “looked better” that got me hooked, it was the powerful way people transformed through the simple act of changing their clothes.
I am always struck by the massive difference in the way my clients move, talk, respond to their own reflection and interact with others when they feel not only great about how they look, but also because they feel more like themselves. It’s been a long-time dream come true to get to be the person helping others transform in this way.
For this reason, I’ve always fought the narrative that caring how you look is shallow – For most of us, it’s so much more than that. I’ve found that when someone feels good about how they look, they actually think less about their appearance. They’re less distracted, less self-conscious and as a result, they’re more confident showing up as who they really are, they become more connected and present in their lives. This is why I am so passionate about this work, the ripple effect is more than skin deep.
All that said, it doesn’t mean it’s easy! Throughout my own style-as-self-expression journey, I haven’t always given myself permission to wear what I wanted. Life has ways of boxing us in from the time we are children. At times I’ve dulled myself down out of fear of not belonging or being accepted. The cost? Not feeling like the person I really wanted to be: Someone who was confident, vibrant and full of life. Someone who went after their dreams and was surrounded by people who loved the real me.
When I finally embrace my own authentic style, my energy, self-worth and confidence expanded. I became a magnet for the most beautiful “pinch-myself” community that embraces and fans the flame of the truest expression of me (and vice versa). And in the wildest ways, opportunities I always dreamed of began to present themselves.
What I love most about this work is how deeply personal our expression is. We have to define for ourselves what it means to step into who we are and through that process identify and let go of past narratives about ourselves, our bodies and challenging beliefs about what we “should or shouldn’t” wear. It not easy but worthwhile work and it can bring up a lot of our sh*t. That’s where my background of 12+ years of Life Coaching comes in, to support you to move through any limiting beliefs or fears that pop up as you’re stepping into your new, more-aligned self-expression.
“To me, the worst fashion faux pas is to look in the mirror and not see yourself.” – Iris Apfel
testimonals
Style Client Stories
CORY.
"I walked away from the experience understanding how to move forward with my style, put outfits together and Caitlin helped me feel comfortable stepping out in something totally different." - Cory
Click to read Cory's full story...
Before working with Caitlin I was intensely bored of my wardrobe and the options I saw for myself in the men’s section but I had a hard time conceptualizing how to make something new. Up to that point I’d never tried hard with my style so it was usually based on comfort.
I didn’t know this kind of style guidance was available to everyday people so I was very excited to find Caitlin and have the opportunity to paint the picture I saw in my head to someone that could interpret it. The genderedness of the clothing options around me didnt inspire me. No matter how many online stores I dug through I could never quite find what I was looking for. I wanted something dynamic. I feel like men’s clothing is all blue jeans and button-ups and if you wanted to get funky the only thing available was craaaazy socks or loud patterns. I wanted to wear skirts and learn how to match that with my style/personality.
The whole style coaching process was mind opening and a lot of fun. The day went by so fast and it was filled with ease, comfort, and the exploration I was hoping for. I was very surprised at how much success was had just reimagining many of the pieces I already owned. The way Caitlin helped translate vague ideas into actual outfits was nothing less than magic to me.
I walked away from the experience understanding how to move forward with my style and put outfits together and she helped me feel comfortable stepping out in something totally different. This one day unlocked my own ability to feel confident in creating something new and feeling good about how it looks and feels on me. I feel like I have the range within my wardrobe to show up in the world however I’m feeling that day. Just having that energy in my outfits, I’ve seen people react in positive ways to me.
If you’re considering style coaching I encourage you to really open up. Whatever you are thinking, even if you don’t see examples of it in the world, do your best to communicate them to Caitlin and watch her work her magic!
– Cory
"I walked away from the experience understanding how to move forward with my style, put outfits together and Caitlin helped me feel comfortable stepping out in something totally different." - Cory
Click to read Cory's full story...
Before working with Caitlin I was intensely bored of my wardrobe and the options I saw for myself in the men’s section but I had a hard time conceptualizing how to make something new. Up to that point I’d never tried hard with my style so it was usually based on comfort.
I didn’t know this kind of style guidance was available to everyday people so I was very excited to find Caitlin and have the opportunity to paint the picture I saw in my head to someone that could interpret it. The genderedness of the clothing options around me didnt inspire me. No matter how many online stores I dug through I could never quite find what I was looking for. I wanted something dynamic. I feel like men’s clothing is all blue jeans and button-ups and if you wanted to get funky the only thing available was craaaazy socks or loud patterns. I wanted to wear skirts and learn how to match that with my style/personality.
The whole style coaching process was mind opening and a lot of fun. The day went by so fast and it was filled with ease, comfort, and the exploration I was hoping for. I was very surprised at how much success was had just reimagining many of the pieces I already owned. The way Caitlin helped translate vague ideas into actual outfits was nothing less than magic to me.
I walked away from the experience understanding how to move forward with my style and put outfits together and she helped me feel comfortable stepping out in something totally different. This one day unlocked my own ability to feel confident in creating something new and feeling good about how it looks and feels on me. I feel like I have the range within my wardrobe to show up in the world however I’m feeling that day. Just having that energy in my outfits, I’ve seen people react in positive ways to me.
If you’re considering style coaching I encourage you to really open up. Whatever you are thinking, even if you don’t see examples of it in the world, do your best to communicate them to Caitlin and watch her work her magic!
– Cory
Megan.
" I walked away from the styling experience with a sense of being able to grant myself permission to put a bit of time and effort into my appearance. That it is OK for me to want to dress up more intentionally for myself and how I know I'll feel better and more confident for doing so." - Megan
Click to read Megan's full story...
I found it really easy to spend many hours with Caitlin and definitely relied on her energy and enthusiasm for the process when mine started to dip. Though I was physically tired by the end of the day, I felt really accomplished and like I had finally turned a corner on a lifestyle habit that was holding me back.
Caitlin helped me get a fresh set of eyes on my clothes and the ones we found together, along with the consistent, compassionate cheerleading. It was just the right amount of support – not overwhelming or pushy at all – but rather encouraging and motivating.
I walked away from the styling experience with a sense of being able to grant myself permission to put a bit of time and effort into my appearance. That it is OK for me to want to dress up more intentionally for myself and how I know I’ll feel better and more confident for doing so.
Thanks so much Caitlin, grateful for you and your ability to show up for others! :)
— Megan, Style Coaching Client
Megan.
" I walked away from the styling experience with a sense of being able to grant myself permission to put a bit of time and effort into my appearance. That it is OK for me to want to dress up more intentionally for myself and how I know I'll feel better and more confident for doing so." - Megan
Click to read Megan's full story...
I found it really easy to spend many hours with Caitlin and definitely relied on her energy and enthusiasm for the process when mine started to dip. Though I was physically tired by the end of the day, I felt really accomplished and like I had finally turned a corner on a lifestyle habit that was holding me back.
Caitlin helped me get a fresh set of eyes on my clothes and the ones we found together, along with the consistent, compassionate cheerleading. It was just the right amount of support – not overwhelming or pushy at all – but rather encouraging and motivating.
I walked away from the styling experience with a sense of being able to grant myself permission to put a bit of time and effort into my appearance. That it is OK for me to want to dress up more intentionally for myself and how I know I’ll feel better and more confident for doing so.
Thanks so much Caitlin, grateful for you and your ability to show up for others! :)
— Megan, Style Coaching Client
MANDY.
"It was great to have Caitlin there to point out clothes I might not notice on my own, encourage me to take risks, remind me what needs I'd already met and which types of pieces I still needed, and give me styling options to help decide what I wanted." - Mandy
Click to read Mandy's full story...
After working with Caitlin as my life coach, I decided to do a style coaching session with her because I could tell she had a great sense of style and I knew I’d feel comfortable working with her. I needed a refresh of my summer wardrobe but shopping had been on the backburner for a few years so I was rusty. I wasn’t sure which stores to go to or what I wanted my style to be like. I was also worried that all the clothes I liked wouldn’t look good on me.
MANDY.
"It was great to have Caitlin there to point out clothes I might not notice on my own, encourage me to take risks, remind me what needs I'd already met and which types of pieces I still needed, and give me styling options to help decide what I wanted." - Mandy
Click to read Mandy's full story...
After working with Caitlin as my life coach, I decided to do a style coaching session with her because I could tell she had a great sense of style and I knew I’d feel comfortable working with her. I needed a refresh of my summer wardrobe but shopping had been on the backburner for a few years so I was rusty. I wasn’t sure which stores to go to or what I wanted my style to be like. I was also worried that all the clothes I liked wouldn’t look good on me.
Caitlin helped me clarify how I wanted my clothes to make me feel, and identified themes in the clothes I liked so I could know what to look for. On our shopping day, she took me to several stores and I learned of some new shopping spots so now I know where to go in the future. I walked away with over 25 new clothing pieces!
It was great to have Caitlin there to point out clothes I might not notice on my own, encourage me to take risks, remind me what needs I’d already met and which types of pieces I still needed, and give me styling options to help decide what I wanted.
I walked away with cute clothes for every occasion as well as a more confident body image. I recommend working with Caitlin as a style coach!
—Mandy Gavin, Life Coaching + Style Coaching Client
SAMANTHA.
"Caitlin has helped me understand what styles work for my short legs and long torso, how to accessorize, and that your style can bring out your best, most confident self. The real you, the one who can accomplish anything." - Samantha
Click to read Samantha's full story...
In high school my mom managed an American Eagle thus I was a walking AE billboard through college. Now as a 40 year old I think I’m still stuck there! I didn’t haven a clue what my style is other than jeans and a t-shirt! Athletic event t-shirts are my main staple! Yeah, yikes.
Caitlin sees me. The confident, innovative, driven me. Her super power is helping that part of me really shine whether through a thought experiment (she’s also my life coach) or a style coaching shopping trip. She can pull something off a clothing rack that I would not even register, and once I try it on I immediately love it. We’ve shopped in consignment stores and boutiques. We’ve shopped for a fall wardrobe makeover and outfits for my wedding week.
Caitlin has helped me understand what styles work for my short legs and long torso, how to accessorize, and that your style can bring out your best, most confident self. The real you, the one who can accomplish anything.
–Samantha Boon, Life Coaching + Style Coaching Client
SAMANTHA.
"Caitlin has helped me understand what styles work for my short legs and long torso, how to accessorize, and that your style can bring out your best, most confident self. The real you, the one who can accomplish anything." - Samantha
Click to read Samantha's full story...
In high school my mom managed an American Eagle thus I was a walking AE billboard through college. Now as a 40 year old I think I’m still stuck there! I didn’t haven a clue what my style is other than jeans and a t-shirt! Athletic event t-shirts are my main staple! Yeah, yikes.
Caitlin helped me clarify how I wanted my clothes to make me feel, and identified themes in the clothes I liked so I could know what to look for. On our shopping day, she took me to several stores and I learned of some new shopping spots so now I know where to go in the future. I walked away with over 25 new clothing pieces!
It was great to have Caitlin there to point out clothes I might not notice on my own, encourage me to take risks, remind me what needs I’d already met and which types of pieces I still needed, and give me styling options to help decide what I wanted.
I walked away with cute clothes for every occasion as well as a more confident body image. I recommend working with Caitlin as a style coach!
—Mandy Gavin, Life Coaching + Style Coaching Client
I CAN’T WAIT TO BE YOUR STYLE GUIDE, AND DRESSING ROOM HYPE WOMAN AS YOU CURATE A WORDROBE THAT LET’S THE REAL YOU SHINE THROUGH!
