Caitlin bosshart

Style Coaching

AUTHENTIC style that brings out the real you.

You’re probably considering Style Coaching for one of the following reasons…

  •  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 want 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 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

If your wardrobe is out of sync with who you really are, it becomes a barrier to showing up fully as yourself.

In my 11+ 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.

I will teach you how to use style as a tool to express yourself, to make you feel the way you want to feel, and communicate who you are to the world.

If your wardrobe is out of sync with who you really are, it becomes a barrier to showing up fully as yourself.

In my 11+ 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.

I will teach you how to use style as a tool to express yourself, to make you feel the way you want to feel, and communicate who you are to the world.

IMAGINE…

 

  • Looking forward to getting dressed each day because everything in your closet make you feel and look amazing. 

  • Feeling great in your skin without changing a thing about your body. 

  • The ritual of getting dressed feeling like a creative process rather than a mundane task, that you use as a tool to communicate who you are to the world. 

  • Feeling inspired by your clothes (rather than bored) having learned how to create variety in your wardrobe by mixing, matching, and dressing items up or down to keep things fresh.

  • 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…

    • 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 at matter most. Plus having the right outfit makes any occasion, from work meetings to parties, more fun.
    • Inner Peace + Protecting your mental and emotional energy – no more 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, shine through.
    • Saving time – How much time would you save if you could put together a great outfit with ease? Had a closet full of close that fit and feel great so you don’t have to try on 6 options before landing on something that is just “okay”?
    • Saving money – Instead of buying a bunch of clothes that you don’t love, or aren’t sure how to style, I’ll make sure you buy pieces that look great on your today body and teach you how to style each piece multiple ways so that you get a ton of use out of each item – 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 3 step process:

    Step #1. We get clear on your Style Vision – We’ll hop on a video chat 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. 

    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 have to show me items you love and want to continue incorporating. I also want to understand what is not working for you. 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 shop! We’ll hit the town making several stops at my favorite consignment shops and boutiques where I’ll help you select items that align with your style vision. We start at consignment stores so that your dollar goes further, plus it’s good for the environment, too!

    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. 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 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 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 of this has been holding myself back from being the person I want to be and I’m not longer allowing that fear to hold as much power over me and I’m on a mission to help you do the same!

    I’ve realized that how we present ourselves in the world is deeply personal and stepping into who we are, letting go of past narratives about ourselves, our bodies and challenging beliefs about what we “should or shouldn’t” wear, can bring up a lot of our sh*t. That’s where my background of 11+ 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 

    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 

    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!

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