Wear Your Life Well


What if your life had more smile and style today and every day after that?


Wear Your Life Well is the proven life + style program for women  where you'll claim, or re-claim your substance and style. 

Now and forever.


Re-defining style for our generation

It's not about what's in, what's not, and what was. It's about doing you and owning it.

Aging doesn't mean becoming invisible, it means becoming authentic. If you like what you see in the mirror, you'll effortlessly get more of what you want out of life. Why? Because what you wear has the power to change how you feel, think, and behave. If you look and feel relevant and up-to-date you can age with power and influence. 

Isn't that what every woman wants?

Claim the *je ne sais quoi* that only you have

You're smart, savvy, remarkable and beautiful. It's time to celebrate your uniqueness and enough-ness, right here, right now.

Style is anything but superficial. It starts on the inside with the confidence and self-assuredness you feel when you know you are at your best. This is your moment to claim who you are today and who you choose to become tomorrow.

Becoming you doesn't have a best-before date. You're not the same person you were five, ten, fifteen years ago, right? Why dress like her? It's not just about making sure your wardrobe keeps up with the changes in fashion, it's about keeping up with yourself. That's the secret about personal style - it's not static and it does and should change.

Inside Wear Your Life Well you'll see your style in a new light as you re-discover and uncover what you love about clothes and experience just how much fun getting dressed can be every day.

Step up your style and make the world your runway. I can help you get there.

Let's talk real-life results


 A new transformation for me

Flora B.
Anaheim, California

"I needed this course. Although I consider myself an accomplished woman, I came to understand that I was holding myself back and playing small. This class gave me the opportunity to get reacquainted with myself and the courage to say YES to who I am.

I had fun learning about my sense of style and found that even the seemingly small act of cleaning out my closet (6 bags later) started to spill over into other areas of my life. I started to think about what I want and need in my life and what I don't.

I appreciated Helene's easy-going and skilled guidance in creating a safe space that started a new transformation for me. The class is over, but my journey continues."

I see myself in a flattering new light

Jyenny B.
Los Angeles, California

"I see myself in a flattering new light. I can't even describe how much of a treat it was to simply think about ME for a few hours each week instead of homework, partner, pets and family. I looked forward to each session. I discovered that my sense of style was there all along, it just needed to be uncovered. I felt affirmed that there are no hard and fast rules, just guidelines. Helene challenged me to think in new ways. I enjoyed the references for maturing women as I find that to be a challenging time to navigate.

I felt supported by Helene's suggestions and will say whole-heartedly that Helene's masterclass is a can't miss experience of self-discovery and support within a community of wonderful women."

An experience unlike any other

Video Poster Image


A message from Helene Oseen


This is not a membership. This is nothing like a course. This is an experience. You and me, and an intimate group of women who are creating the next version of ourselves together - and we start by expressing our essence through style.



Wear Your Life Well will transform you

Your personal renaissance starts with style and evolves into who you are becoming.


Wear Your Life Well is a fluff-free foundational 6 step system in personal style - not simple formulas that put people in limiting boxes. It goes far beyond familiar makeover advice pushing you to ask yourself: Who do I want to be as a woman? It's about much more than fashion, it's the story of you. It's about your substance and your style. It's about dressing for the exact experiences and feelings you want to have more of in your life. It's about deciding you are more than enough.

Together we'll explore the dynamic relationship between clothes and the body using principles of style and fashion psychology to empower you to finally make friends with fashion and yourself. I'll show you how to take the stress and self-doubt out of getting dressed and enjoy who you are and what you're wearing.

And now? I want to invite you behind my dressing room door. Inside I'm handing over my proven step-by-step system that I've used to style my personal clients for twenty-five plus years. Once you know my system, you can always  use it. It works independently of current trends. 

The three pillars of a stylish life

Based on the concepts in my best-selling book Wear Your Life Well - Lessons on the Journey to your Truest Self. 

Design Your Life


A well-thought-out style starts with a question: Do you remember YOU? You know her - the woman clothed in expectations who has lost sight of who she is, and who she is meant to be. I'll help you say YES to yourself. Together we'll transform and expand your life experiences in the pursuit of happiness - and that perfect outfit. Are you ready?

Fashion Your Style


You don't need to look like a certain type of woman or be a certain age to claim your beauty and power. Inside Wear Your Life Well you'll get something you won't find in stores at any price - clothes confidence. If you're ready to tap into the power of style for the day-to-day moments that are your life, then this program is for you. 

Love Your Life


When you lean into your life at any size or age and choose to live unapologetically magic happens. Inside Wear Your Life Well you'll claim your beauty, feel your power and celebrate your individuality.

Get ready to re-discover your dreams and restore your passion for life.

Here's what you get inside Wear Your Life Well


Core Course 


Style doesn't age, it evolves just like our bodies and lives change.

There's a lot of content in this program and transformation takes time. 

You'll get 365/24 ACCESS to exclusive Wear Your Life Well digital content which includes all lessons, video materials, downloadable worksheets and course updates.




I'll be there for you with private members-only support. You'll get vibrant chats,  challenges, resources and other valuable bonuses inside L'ATELIER and our COUTURE COMMUNITY for a full year. 

You'll also have access to 12 live GROUP COACHING sessions with me to make sure you punctuate your learning with exclamation marks instead of question marks!

Proven Results


You'll get the EXACT STRATEGIES I've used to help thousands of women transform their look and their life.

I'll walk you through my behind-the-scenes secrets and together we'll uncover the TRUE YOU.

With an action plan you will learn how to implement the strategies, tactics and tools to feel more stylish and evolved than ever before.


Course Content

Together, we'll do a deep dive into the core concepts including practical examples of the theory and easy-to-implement tips and techniques, to anchor your learning. I'm not going to tell you what to wear, I'm going to teach you how to think like a stylist.

Core Concept 01.

Substance & Style

If you've ever felt overwhelmed about what to wear or how to create a look you love - one that loves you back - this is where we start. Fancy terms such as fashion psychology, wearapy, dopamine dressing and enclothed cognition will become clear. I will teach you how to discover the soul of your style. I promise you'll have the confidence to choose and only wear clothes that speak to who you are at your core.

We first discover the definition of true style. My step-by-step foundational personal style concept enables you to shake up your wardrobe habits as you change and evolve. 

Next, my special Wear Your Life Well system offers a deep dive into a makeover for more than just your wardrobe but also your mindset. Get ready to express your substance and style by standing out beyond what you wear and own who you are by tapping into the power of style.

At the end of this module, you'll ...

  • Understand the process that helps you harness your own unique style and express your essence to the world.

Core Concept 02.

Beauty & Body


Body image is a common thread we share as women. Let's talk about clothes-body-life-confidence. Specifically, how clothes impact your body image - and vice versa. It's time to widen the definition of beauty and remember we don't have a best-before date. 

In this module, I'll give you my go-to tips to transform your relationship with your body and help you dress your shape while learning to make your realities work for you with a combination of camouflage, coverage and creative, no matter what shape or size you are.

In the end you will see clothes differently. When an outfit doesn't fit and flatter you properly, you'll stop blaming yourself and focus on dressing in a way that makes you feel at ease with your body instead.

At the end of this module, you'll ...

Core Concept 03.

Color & Creativity


Planning your wardrobe around your personal color palette will not take the fun out of fashion. Just the opposite. You'll save yourself time, money and frustration.

I'll equip you with my exact personal color analysis process so you can identify your natural color patterns that make you look vibrant, and visible. Plus, we'll explore how you can instantly up your makeup game because you will know your skin's undertones and inherent contrast levels for makeup and hair color.

I'll walk you through how to use color for various psychological effects. Want to be approachable? Make an impact?  Show your personality? You'll understand why you are comfortable with some colors and not with others in both your clothes and your environment.

At the end of this module, you'll ...

  • See color nuances like a stylist and be able to style yourself without having to carry around *color cards* to know what hues work best for you.

Core Concept 04.

Closets & Confidence

What good is all this strategy if you can't actually see what's in your closet? It's time to clear the clutter and talk about the end game of your wardrobe. That is how to actually have a feel-good closet with garments hanging in it that you can actually find and can't wait to wear.

After you say good-bye to anything that's not right for you, I'll teach you to work your closet, encourage you to look at your pieces through fresh eyes, and give you a knowledgeable perspective with the professional know-how I have. You'll learn how to pull it together by mixing the old and new in your closet in interesting and creative ways.

By the end, you'll know how to do an expert closet edit to curate a wardrobe that makes you comfortable and confident so you can focus on living your life, and not worry about what you are wearing.

At the end of this module, you'll ...

Core Concept 05.

Haute & Happy


You don't need to be perfect to be happy. It's quite a thrill to be able to put the final pieces of YOU together. In this lesson you'll learn more about those finishing touches that make you - YOU - only better.

Hair and makeup are a big deal. Your beauty regime is about so much more than doing your hair and putting on your face. If you haven't updated for a while, you are accidentally making yourself look out-of-date. I'll help you find answers and inspiration to help you discover what's best for you.

I'll also teach you the science behind shopping and how to shop like a stylist so that your shopping trips become easy and efficient. Whether you're looking for a stylish little pick-me-up or a wardrobe staple you'll become a smarter shopper and know how to strategically choose the items you know will work for you whether in-store or on-line.

At the end of this module, you'll ...


Core Concept 06.

Women & Wisdom


A true makeover is about much more than a new lipstick or more clothes. It's not about rules, it's about the freedom to break down your barriers to happiness. 

There is a difference between changing yourself and becoming yourself. In this module, you'll write your personal manifesto - a declaration of your core values and beliefs and how you intend to live your life based on the discoveries you've made about yourself during the program.

We'll also talk about the difference between ageless style and aging style, and how to future proof your new sense of style. By the end you'll celebrate your mindset makeover - that looking good, not young as you age powerfully and confidently is the ultimate way to Wear Your Life Well.

At the end of this module, you'll ...


Bonus #1 (Value $497)

Atelier is a French word for a designers workshop or studio. Inside this digital library I carefully curate and stitch together bonus trainings and other goodies with extreme attention to ensure a perfect fit for you. This brand new collection evolves over time as a compilation of invaluable  content  including 12 live GROUP COACHING sessions that will take your experience to an even deeper level. And, expect even more surprises and delight along the way. 



Couture Community

Bonus #2 (Value $397)

You'll get to workshop your style with your new best friends. As women we fashion friendships through conversations and clothes. Often those conversations are prompted by our clothes and that's what our private community is all about. Take a challenge. Post outfits. Ask questions. Get feedback. Give feedback. You'll connect with an intimate group of women who have learned the same foundational strategies and are walking a bigger game - just like you. You're not alone. I pop in regularly to answer curriculum based questions.

Your investment:


In my past life we'd be working together in person, as I have with my countless clients over the years. I'm doing it virtually now because I can teach you at your own pace and in your own time zone, while supporting you one-on-one in a high-touch, high-value way. As a result I'm able to offer you a deep discount to my normal fee - at a payment that works for you.

Three payments of




One payment of




Ever wished you had a personal style therapist?

Someone who sheds light on your fashion conundrums, gives you advice on how to enhance your natural beauty, helps you claim your enough-ness, and creates a fun space for women to find connection, acceptance and support.

You do!  This is where I'm giving you support to put the program into action. Why would I do this? My goal is to make sure you get total clarity on how to self-style whether you are super-savvy or struggle with the basics. Get the answers to your most pressing questions so you can stay in momentum, feel supported and know you've got what you need to succeed. I want to punctuate your learning with exclamation marks not question marks!

VIP your experience with a one-time personal coaching offer

One Hour $197

When you join The Wear Your Life Well Experience today, you'll get also get an exclusive opportunity to VIP your experience with me Helene Oseen. I'll help you make the most of your already exceptional one-of-a-kind experience inside an already robust program.

Once you have completed the core course (at a pace that works for you) you'll benefit even more from a personalized virtual style direction to help you look and feel your best. Ask me anything. This limited time offer is designed to make sure that you get the best possible personal treatment and attention from me.

This is me, Helene Oseen

The women who join me inside The Wear Your Life Well Experience will re-invent their style, their self-image and ultimately their life.


I've been dressing women of all sizes, shapes, ages and stages for more years than I care to admit - and you're next. I realized years ago that my job was about much more than playing dress-up. It's about helping you find your essence and aligning your true self with your dreams.

Having worked on the fashion front-line as a sought-after personal stylist, fashion buyer, fashion and lifestyle writer, newspaper columnist, television contributor, educator and best-selling author, I'm here to help you Wear Your Life Well.  I've devoted my career to helping women, just like you, embrace growing older not only acceptable but appealing.

You see, I've always been that girl who roots for other girls, tells a stranger her outfit is amazing and encourages other women to believe in themselves and their dreams. More than anything else, I want to share that with you too. I'll help you dress your self, your body and your life. That's where clothes and life meet.


Read the FAQ

Beauty is every woman


My fears were soon put to rest

Kellie D.
Playa Coronado, Panama

" Fashion has always felt like my nemesis. When I began this class, I was nervous about what I would be asked to do and wondered if I would have to spend a fortune to be stylish.

My fears were soon put to rest. I appreciated this class was not focused on one type of woman. It was evident right from the first class that Helene understood the importance of creating a trusting environment. This class is for any and every woman looking to claim or re-claim her confidence."

A life-changing experience 

Carole R.
Derbyshire, England

" It was like Helene sprinkled magic dust on me. I had no idea how little I used to know and how much I would learn.

Helene provides so much information, all of which got me thinking in ways I'd never done before. I began to see changes in myself, my style and my life very quickly. It's been a tremendous life-changing experience.

Helene you are elegant, warm, witty, generous and unafraid to show a vulnerable side. Thank you for sharing yourself and your wisdom."

A look in the mirror of my life

Shannon S.
Maui, Hawaii

"This class was powerful. I'm at a time in my life journey where I am transitioning into a new stage and I want to be at peace with myself as I let go, reinvent myself and stay relevant.

This has helped me question my fears, examine my goals and intentions while examining the process of aging and the wisdom and acceptance that evolves.

Helene didn't skirt the issues that challenge so many of us. I loved that she skillfully included fashion in ways that were informative and FUN."



You've already started to celebrate yourself because you've finally given yourself permission to be who you really are (and look the part). You've set your intention to design your life and feel good.



You're empowered to be your own kind of beautiful as I guide and support you through the lessons and learnings. You'll get the tools and techniques that are essential to Wear Your Life Well. 



You'll look in the mirror and continue to respect who you see, accept who you see and empower who you see, because the woman looking back at you has unlocked the woman she wants to be.

Still thinking about it?

Trying out this program is completely risk-free because I offer a 100% guarantee. If for whatever reason, you're feeling like this program isn't a perfect fit for you, within 30 days of registering simply contact me. If I can't help get things moving in the right direction, I'll give you a refund.


Real life results


Now I'll stop wasting money

Tracey B.
Penticton B.C.

"It was amazing - the way Helene was able to blend style, color, body types and other "outer things" we deal with as women while we are navigating the "inner stuff" around dealing with change, self-awareness, self-love, empowerment and being true to yourself, all in one course.

Journaling was new to me and the prompts made it so easy to start. I love what's coming out of me and now I'm getting a deeper understanding of who I am.

I had never taken an on-line course before and wasn't sure what to expect. I was sorry when it ended."


Anytime, anywhere access is awesome

Tanya H.
Breezy Point, Minnesota

"I got so much out of this class! Having the recorded sessions available anytime that suited me was awesome and I got full value. In addition if I had any questions I was able to reach out to Helene and the group through our private community. I felt completely supported by Helene. 

Helene has a loving and tender approach that I, like so many women as we unrobe from the thoughts and ideas that hold us back from being who we really are. 

She walked us through a process of dressing in a way that allows us to live our lives true to ourselves. She moved me into a place where I am comfortable with myself.

Three payments of




One Payment of




Take yourself off the discount rack

If you were ready yesterday to show up for yourself and be happy in the skin you're in, you can get started on your transformation today. 

How much is it worth to you to look good and feel good with a new confidence in yourself?   I've designed this program to be the best possible investment you can make in yourself. To me your success is personal. You're not in this alone, we're doing this together.

Got questions? Wondering if THE WEAR YOUR LIFE WELL EXPERIENCE is right for you?

If you're thinking *this sounds amazing but I'm still not 100% sure" let's connect. This FREE fifteen minute Fitting Session is real value. I'm not going to be selling you anything that isn't a good fit for you. 

That's not my style.