Elevate your freelance career & become a confident, courageous business boss!

Conquer your fears & doubts, build confidence in yourself, and approach your
freelance business with professionalism and boldness.


Win Now is the only online academy for beauty and fashion freelancers

that takes the mystery out of how to present yourself like an agency represented artist. This isn't your everyday online course.

Each module is time released to ensure you comprehend and complete the assignments and use the information to improve your business week by week.

All lessons are brought to life in the weekly live coaching sessions with Crystal Wright and her team. Nothing is left to chance.

Throughout the journey, you will learn exactly what step to take next for your freelance business.



Elevate your freelance career

These brands trust Crystal Wright

Be a Win Now Warrior!

Crystal Wright Win Now Mentorship Program

Let's Face It

It’s time to have a word with that voice in your head.

Are you tired of self-doubt and fear holding you back from pursuing the next level of your freelance career?

Say goodbye to those negative thoughts and hello to the Win Now Mentorship Program.

Our holistic approach provides you with the right tools, resources, philosophy, habits, and communication skills to help you level up in the industry.

Unlike other programs, we offer a supportive community of like-minded artists who want to join you in celebrating your wins and help you overcome any challenges.

Don't take our word for it - hear from our success stories who have transformed their lives and careers through my program.


Join the Win Now Mentorship Program today and start your journey towards becoming a confident and successful freelancer.

I'm ready. Sign me up.
Crystal Wright Win Now Mentorship

Take your freelance makeup and hair business to new heights with our 12-week mentorship program.

What you get?

  • Full support and guidance to grow your business.
  • A community of professional artists who share your commitment to success.
  • Concrete strategies and techniques that evolve with the times.
  • Mentorship, worksheets, live discussions and challenges to accelerate your growth.
  • An expanded mindset, career and network with Win Now.
  • personalized advice on pricing, branding, and client acquisition.
  • a supportive network of peers who understand the challenges of the industry
  • practical and up-to-date strategies based on the latest industry trends

Enroll now and get access to the tools and support you need to thrive in the print, film and television industry.

I'm Ready to Enroll.

Is the Win Now Mentorship Program for me?

Are you a makeup artist or hair stylist looking to level up your career? Do you feel stuck, unsure of how to find new clients or negotiate better rates? Are you ready to learn the ins and outs of the industry so you can work behind the scenes in fashion, video, film, print, and TV? If you answered yes to any of these questions, then the Win Now Mentorship Program is for you.

Our program provides freelancers in the beauty, entertainment, and fashion space with the guidance and support they need to reach their goals and make their dream career a reality. We know that you have the talent and the passion to succeed, but sometimes you need a little help to get there.

Here are some reasons why the Win Now Mentorship Program is the perfect fit for you:

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I should be much further along, but I have no idea who, what, or where to look for new clientsWe'll provide you with the tools and resources you need and show you how to find new clients and build your network so you can grow your business.

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I want to know how to negotiate better rates. We'll show you how to value your skills and negotiate rates that reflect your worth.

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I need more information on the entertainment and beauty industryWe'll provide you with insider knowledge and expert advice so you can get hired on jobs behind the scenes in film, print, TV and fashion.

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I know I need guidance, but I'm not sure about my next step. We'll help you identify your strengths and weaknesses, set goals, and create a step-by-step plan to achieve them.

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I've done things on my own and made some progress but not as much as I would like. We'll help you build on your successes and overcome any obstacles that are holding you back.

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I'm finally ready to show up for myself and start making changes in my career. We'll support you every step of the way as you make positive changes and take control of your future.

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I've been undervaluing myself. We'll help you recognize your worth and charge rates that reflect your skills and experience.

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I’m ready to “play to win, instead of playing not to lose. And this is why the Win Now Mentorship Program is the perfect fit for you.

If any of these statements resonated with you, then yes, the Win Now Mentorship Program was designed
especially for you!

You have the ability to show up for yourself and change the world. Don't wait any longer to invest in yourself and your future. Join Win Now today and start taking the steps towards the career of your dreams.


If you’re an artist with industry experience under your belt, here's how the Win Now Mentorship Program will help you:

Get the keys, skills, and tools to represent and present yourself to clients like an agent.

Learn how to confidently promote yourself to clients, agencies, brands, and A-list makeup and hair artists for next level assisting opportunities.

We'll guide you through creating a personalized  business plan that will provide clarity and focus on your business goals.

Our step-by-step instructions will put you on the fast track to closing deals with top people, brands, and celebrities in fashion, video, film, TV, print, and beyond.

By mastering the concepts in Win Now, you'll become an expert in your field,  inspiring clients and fellow artists with your work and professionalism.

Become the courageous and savvy business boss you aspire to be!


Jumpstart your career growth: The Win Now Mentorship Program provides a strong foundation for career growth and development.

Flexible learning: The program is fully online, allowing you to complete it with the class or at your own pace, and revisit the content whenever you need to.

Ongoing support: You have access to Crystal and the Win Now Warriors in our exclusive Facebook Group. Seek advice and consultation even after the live coaching sessions have ended.

Long-term value: All the resources and support you receive throughout the program remain available for you to use and reference throughout your career, providing lasting benefits.

Sign me up today.

When You Join The Win Now Mentorship Program Today
You Get:


With 12 modules, 3 interactive challenges, and bonus content, you'll gain the skills and knowledge you need to market yourself effectively, communicate with confidence and expand your job opportunities. 

Win Now is tailored specifically to the needs of freelance makeup. hair and nail pros, so you can be confident that you're getting the best advice and strategies for success.

Join Win Now Mentorship


Take part in weekly coaching sessions with Crystal, team leaders, and the Win Now Warrior community to discuss, question, clarify, share experiences, and celebrate your Wins.

Ours is a safe space, where you'll gain the courage to pursue the actions you know will lead to success.

We encourage questions, and ideas that support the growth of every student. During live sessions, you'll receive and share insights from your fellow Warriors in a supportive community that fosters the kind of growth and learning that unlocks your full potential!.

Win Now Mentorship Weekly Roundups


Belonging to the Win Now Warriors support group is the icing on the cake!

This community is made up of like-minded professional makeup artists, hair stylists, and manicurists who work in entertainment, advertising, fashion and beauty.

You'll gain valuable knowledge and inspiration from your peers and build a strong support network to achieve your dreams. With the Win Now Warriors, you'll evolve from classmates to mentors, with no glass ceilings in sight. Together, we'll help each other succeed and reach new heights!

Win Now Mentorship Warriors Community


Private one-on-one session with your new mentor,
Crystal Wright.

Trusted business resources to get listed and be found.

Marketing and self-promotion templates.

Before the deal memo checklist. Book your jobs worry free.

Access to 2017, 2018, 2019, 2020, 2021 & 2022 Live Coaching Video Series. (

Access to the Win Now Warriors Book Club.

Customizable deal memo contract.

Email templates that build relationships.

Two-year access to the Win Now Mentorship Program. Take it over as often as you like.

Audio and videos on developing celebrity clientele.

LIVE accountability check-ins.

Access to collaborative and partnership opportunities.


Over 500 Win Now graduates have grown their careers from part-time artists to full-time entrepreneurs since the program started in 2017.
We'll show you how to make your dreams a reality and live the life you want with confidence. It all starts here.


The Win Now Mentorship Program started in 2017. Since then, we have graduated over 500 Win Now Warriors who have grown their careers from part-time hobbyists to full-time entrepreneurs since taking the program.

But Don't Just Take My Word For It. Check Out The Wins Shared By Student Warriors.

Crystal Wright Business Coach



I get people unstuck. I am the author of the acclaimed Industry Bible, The Hair Makeup & Fashion Styling Career Guide, a trusted business coach, and mentor to numerous A-List makeup, hair and manicurists dominating the print, film and TV industry.

For over two decades I have been called to teach, nurture, and develop artists into thriving business professionals.

My mentorship and coaching programs have empowered thousands of artists in the U.S., Canada, and the United Kingdom since 1995.

But don't just take my word for it. I have had the privilege of representing some of the most renowned celebrity makeup, hair and fashion stylists in Los Angeles and New York where my roster included luminaries such as Neeko Abriol, and Darico Jackson; makeup artists Uzmee Krakovszki, Reann Silva, and Asia Geiger, costume designer Michelle Cole, and fashion stylists Melinda Tarbell, Ca-Trece Mas-Sey, and Alejandro Pereza among many others.

I am passionate about teaching and fostering growth. Witnessing artists flourish under my guidance brings me immense joy and fulfillment. 

Crystal Wright Agency
Crystal Wright Makeup Artists
Crystal Wright Seminar
Crystal Wright Eve Pearl Seminar
Crystal Wright Retro Look

I’m so proud of what my artists and I accomplished together for our clients. Working with celebrities on set in fashion, film, TV, ad campaigns, and music videos may seem like a fantasy, but I want you to hold onto that dream because I’ve made it happen for thousands of artists.

If you’re willing to put in the time, I can make it happen for you too.
If you’re ready to do the work, I can help you build a strong brand and turn your passion into a thriving freelance business enterprise.

Hear what Win Now Warriors have to say…

Stephanie Mazzeo Professional Makeup Artist

The Win Now Mentorship Program helped me overcome the slump of focusing too much on the competition and not enough on my freelance business. I realized that it’s okay to pursue a different market than the Instagram artists. This is the only online program that shows you the business side of things.

––Stephanie Mazzeo

Professional Makeup Artist | Florida and Los Angeles


Shanee Danielle Professional Makeup Artist

Win Now gave me the courage to quit my full-time job. When someone asks me, “How do I get started as a professional makeup artist?” I tell them, “Don’t ask me, ask Crystal Wright!”

––Shanee Danielle

Professional Makeup Artist | New York


Derrick Bernard Professional Makeup Artist

I was stuck when it came to finding resources to reach out to decision makers and how that process worked. Crystal Wright taught me how to locate them and how often to reach out. The Win Now Mentorship Program changed how I view business as an artist. I learned how to control my destiny, got tools to help me battle uncertainty and gained the confidence to run my freelance business.

––Derrick Bernard

Professional Makeup Artist | New York


Nelise Rebekkah Professional Makeup Artist

Stuck? Yes! I was in a continuous cycle of feeling helpless and frustrated trying to figure out how to get published, connect with other professional makeup artists, professional hair stylists, and find photographers. This program taught me to be my best advocate, to determine how much I want to get paid every time I do makeup, to ‘take action’ and run my own race. Since taking the program, I have redone my website to make it a clear, expressive, and an attractive representation of my luxury brand. The Win Now Mentorship Program is well-organized and thought out, and up-to-date with the current state of affairs in the beauty, fashion, and entertainment industries.

––Nelise Rebekkah

Professional Makeup Artist | Washington DC


Apolline Woena Attipoe Professional Makeup Artist

Before Win Now I was a paper planner. I could live an entire year on paper just planning and then wondering why everyone else had gotten far except me.  I didn’t know where to begin, what to say or how to say it.  I knew there was something––A formula or strategy or mindset.  I could see others doing what I wanted to do but no one would show me how.

Then Crystal Wright’s name popped up. Joining The Win Now Mentorship Program has made me a doer, not just a planner, talker, and dreamer.

There is no judgment, no attitude, no status or rank. In Win Now, we are artists with the same problem looking for practical solutions, to support and to be supported. Now, I am very confident in going forward and building a world-class beauty business––no longer afraid of going after my dream job.

––Apolline Woena Attipoe

Professional Makeup Artist | Accra Ghana


Lorrie Pearson Professional Makeup Artist

I have been a makeup artist for a long time, not always working as consistently as I would have liked. But this year, while participating in the Win Now Mentorship Program, my career has progressed and I have reached goals that at one point I didn't think I could achieve. It all begins with knowing what you want to do, taking the time to do a career audit, and setting your personal standards so that you can expand. All of the tips from this program apply to anyone no matter where you are in your career.

––Lorrie Pearson

Professional Makeup Artist | Boston & New York


Join the Win Now Mentorship Program


Choose the option that fits your needs.











Join Win Now Mentorship Program

12 modules, 3 challenges, and bonus content specifically designed to teach and strengthen the business aspect of your freelance career.

12 live weekly roundups with the Win Now Warrior community to discuss, question, clarify, and share experiences relating to each topic.

Live and continuous support from the exclusive Win Now Warrior Facebook Group.

Private session with your Win Now Mentor, Crystal Wright

Trusted business resources.

Marketing & self-promotion materials and templates.

Essential checklist for booking jobs in the industry.

Access to the Win Now Warriors Book Club.

Customizable deal memo contract.

Cover letter templates that help you build relationships.

Unlimited access to the Win Now Mentorship Program. Take it over as often as you like.

Audio and video content on developing celebrity clientele.

Access to collaborative and partnership opportunities.

Frequently Asked Questions

Elevate Your Freelance Career
Be a Win Now Warrior and finally turn your passion into the freelance career of your dreams.
Yes, I'm ready to Win