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Simple Success Strategies So You Can…


Make Your First (or next!) $10K in Business.


Do you ever wish you had... 

  • A clear, simple, step-by-step plan to establish and grow your business

  • On-going support and guidance from a mentor who knows what works and what doesn't

  • High-touch accountability to ensure that you will not fail

  • Trustworthy techniques, tools and strategies to create lasting success on YOUR TERMS

  • The ability to focus on the action items that are best for you, your life and your business (and kiss shiny objects + overwhelm goodbye!)

  • A proven framework for making money, improving your mindset, growing your business, expanding your community, selling your offers and finding ideal clients that WORK and feel good!

  • Unwavering confidence that comes from knowing that what you're doing will work!


...then it's time for Success Made Simple Academy™

Why I Created Success Made Simple Academy™


My Story...

Hi there! I'm Cailen Ascher, a Business Coach, mom of 2 little girls, wife and the founder of Success Made Simple Academy™.

With all of my coaching and programs, I walk women through my proprietary framework for working less, making more and living better.

It’s the exact framework I personally use to run my 6-figure business working just 3-days a week, and I have taught this methodology to hundreds of women who are now creating success on their terms.

I went from being a frustrated, under-earning entrepreneur to an abundant business owner in just months!

Before using this framework, I felt like a failure in business. I was making practically no money (seriously, I made just $22.50 in July of 2015) to having a $30K launch in February 2016 and crossing the 6-figure mark in my business just 8 months later! Then, in 2017 I used the same principles of Success Made Simple™ to take 4 months off after the birth of my 2nd daughter and still increase my income by 15%. And last year in 2018, I used this framework to increase revenue by 50% while cutting back my hours to just 15hrs/week!

Everything changed for me. My business got better. My life got better. And, my income skyrocketed. It was the ultimate game changer!

If you’re ready to fully embrace the idea that there is a clear and simple path to all that you desire, you’re in the right place.

Success Made Simple Academy™ will help you lay the foundation to make your first (or next!) $10K in business and help you grow from there!

With love,

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A Look Inside Success Made Simple Academy ™

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Every Month we focus on a community-chosen Topic such as...



Business Growth

Set your business up for ultimate growth, scalability and service



Simple ways to reset your mindset for success and release your biggest blocks for good


Wealth Creation

Learn how to make money simply and easily with proven processes


Systems & Funnels

Design an optimized experience for your clients and a simple + organized business for you


Personal Development

Prioritize your time, lifestyle + self-care routines so that you can enjoy life right now


Focus + Productivity

Design your working hours for optimal achievement, income and fulfillment


Planning + Goal-Setting

Discover how to set feel-good goals with a clear timeline for inspired action and massive momentum


Content + Offers

Create must-have offers and signature content that your ideal clients can't get enough of

Monthly topics are always community chosen!

when you enroll in Success Made Simple Academy™, you get a say in what lessons are created for you so you are always getting exactly what you need most!

Every Month of SUccess Made Simple Academy™ Includes...

LIVE Lesson with Cailen

  • Monthly LIVE Lesson with Cailen where she'll walk you step-by-step through that month's Success Made Simple™ lesson

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Success Made Simple™ WorkBook

  • Every month you'll receive a thorough and beautifully designed workbook that will help you easily take action on that month's Success Made Simple™ lesson

Monthly Calendar

  • Monthly calendar with all call dates + that month’s Success Made Simple™intentions

PRivate FAcebook Group

  • Upon enrolling in Success Made Simple Academy™, you'll gain access to our private, members-only Facebook Group where you'll find a daily interaction, accountability partners, helpful Q&A threads and a community of women who are ready to create success on their terms

Built-in Accountability

  • Monthly group coaching calls, community support, monthly calendar, email and FB message updates + reminders, FB Lives and Cailen's on-going support and active participation -- all with the aim of giving you the on-going external accountability you need for internal growth and exponential business development

Private Member portal

  • Our private member portal houses all current and past Success Made Simple Acadmey™ lessons. It’s an ever-expanding Success Made Simple™resource library at your fingertips!

Monthly Office Hours

  • Bring your questions to Cailen and her team, and you will get the clarity you need to build a strong foundation for your business so you can make your first (or next!) $10K in business.

Already know you want in? 




What phase of business are you in?


Success Made Simple Academy™ is best suited for entrepreneurs in the Dreaming + Doing Phases of Business who want to make their first (or next!) $10K in business.

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So ready to move on to the next Phase of Business?
Success Made Simple Academy™ will help you do exactly that!

Who Success Made Simple Academy™ is for...


Women in the early stages of business who are overwhelmed all the ideas and options. You want a clear plan of action to land your first clients and start bringing in money. You want to make your first $10K!


Women a little further into businesses who are feeling frustrated by their under-earning. You are ready to become an abundant business owner, but right now money is unpredictable, and you’re questioning “Will it always be like this?!” You want to make your next $10K with ease and simplicity!

If you’re ready to make your first (or next!) $10K in business, this is the place to land.

“Cailen is a gifted coach. She’s been removing the word “stuck” from women’s vocabulary for years and this truly is her zone of genius. If you’re a smart, ambitious and multi-passionate women who’s lacking in direction and clarity, you need to work with Cailen. She’s brilliant and will get you clear on your vision, your mindset and your plan.”

- Janelle Ladewig, Success Coach, Janelleladewig.co

Full Value of Success Made Simple Academy™

  • Success Made Simple Academy™ Access $4997

  • Private members-only Facebook Group $1997

  • Direct Access to cailen $10,000

  • Monthly Success Made Simple™ Workbook $2997

TOTAL VALUE of this offer $19,991

The values indicated above are based upon 1 year of membership in Success Made Simple Academy™.

Ready to Invest in yourself?

(It’s waaaay less than you think…)

"Cailen is a beacon of organization, clarity and focus. The franticness and overwhelm that so many aspiring entrepreneurs experience is out the window in a flash, under Cailen's ultra-calm, laser-sharp and capable guidance."

- Liivi Hess, Freedom Lifestyle Business Strategist, liivihess.com

FAQ about Success Made Simple Academy™

How IS Success Made Simple Academy™ Different from Other MembeRshipS?

Success Made Simple Academy™ is different from other memberships in a number of ways...

(1) Accountability and Action are of the utmost importance to me -- so I've taken extra steps and built-in extra support to ensure you learn, integrate and implement all of the business + life changing content shared within Success Made Simple Academy™.

(2) The content is community-driven. Meaning the monthly topics and individual lessons are based upon what the women inside Success Made Simple Academy™ want and need most.

(3) It's a very affordable price point with a lot of direct access to me. 

(4) Success Made Simple Academy™ is about more than just building a successful business -- it's about creating a fulfilling, fun and meaningful LIFE, too!

What do I Get when I Enroll?

Every month you'll get...

  • LIVE! group coaching call with me :-)

  • Monthly calendar so you don't miss a thing

  • Monthly workbook, broken down week-by-week

  • Facebook Group access

  • Private member portal

  • Special trainings with members experts and my team

When you enroll you gain immediate access to the Success Made Simple Academy™ member portal which houses our monthly lessons. You'll not only have access to our current month's trainings and resources, but as the content library grows, you'll also have access to an archive of past lessons

Is Success Made Simple Academy™ JUst another biz membership that I'll never use but be afraid to leave?

No! Success Made Simple Academy™ is living, breathing community designed to assist in achieving your greatest success, fulfillment and expansion into the woman and business-owner that you most desire to be. With that in mind, I've taken extra measures to ensure that loads of accountability and feel-good action are baked right in

This means the the lessons are timely but not time-consuming.

The content is informative and relevant but not overwhelming.

And, the community is engaged and extremely supportive. 

And, we also offer additional (as requested) accountability measures like accountability partners, regular inspirational emails and friendly Facebook reminders to keep your highest priorities top-of-mind.

It's my intention to create an environment in which you feel extremely supported and guided so that you can easily learn, integrate and implement all of the business + life changing content shared within Success Made Simple Academy™.

Will Success Made Simple Academy™ Work for Me?

While there are no guarantees when it comes to programs like this (or life for that matter!), I can say that I've talked to and worked with hundreds of women who have applied my Success Made Simple™Framework to their lives and businesses, and they all rave about the results they've experienced.

Results like…

  • Hitting new income milestones (like making their first — or next — $10K in business!)

  • Hiring Virtual Assistants and childcare support

  • Selling high-ticket offers

  • Creating signature programs

  • Enrolling high-end clients

  • Mapping out their biggest business goals

  • Starting podcasts

  • Leaving their 9-to-5s

  • Running summits and challenges

  • Making time for daily meditation + exercise and more! 

The underlying factor is that with Success Made Simple Academy™ you will be taking clear, consistent strides towards creating success on your terms.

If you commit to Success Made Simple Academy™, complete your work and make the most of the community + accountability available to you, I have no doubt that you will experience successful growth in both business and life.

And, if for whatever reason you feel Success Made Simple Academy™ is no longer a fit, you can cancel your membership at any time! No contracts. No confusion.


All the Success Made Simple Academy™ content is housed within our exclusive members-only portal. It's here that you'll find all the audios, call recordings, worksheets, resources, fillable templates and any bonuses you receive, too.

All live calls are recorded and will be added to the members-only portal for easy access.

During your membership, you will have access to all of your content within the members-only portal. You will also have the option to download all content for lifetime access!

What is the FINANCIAL commitment required?

Tuition starts at as little as $97/month, but there are 2 special payment options to suit your needs and budget:

(1) ONLY $2.73/DAY!
Join for just $997 for a full year of membership (with this option, you get 2 months free!!!)

(2) ONLY $3.23/DAY!
Join for just $97/month (pay-as-you-go, cancel any time -- just give us 1 week's notice before next payment comes due)

And, "grandfathered pricing" means if you enroll now, you'll lock-in this affordable tuition price FOREVER!!! 

The intention of Success Made Simple Academy™ is to help you make your first (or next!) $10K in business, which means that a bite-sized investment of just $97/month could offer you a 200x return on investment! Even if Success Made Simple Academy™ only helps you make your first $1000, you’ll still have gotten a 20x return on your initial investment.

And, if you enroll now and show up for the trainings and make use of the community resources and make your business a consistent priority as we teach you to do inside Success Made Simple Academy™, you will undoubtedly get a multifold return your investment. It’s virtually guaranteed.

Plus, there is a 10-Day Money Back Guarantee with either payment option! You can’t lose!

WHat is the Time Commitment required?

Every month you'll receive a Success Made Simple Academy™ calendar with important dates, lessons and trainings so you can easily pre-schedule everything. Also, included in the monthly workbook are time approximations so that you have a sense of how long each training or lesson will take so you can factor that in, too.

Typically I aim to give you no more than 1 hour of work per week to honor our Success Made Simple™ approach to business :-)

Is there 1x1 Support available?

To ensure your success, I make myself regularly available in the private Facebook Group, host a live group call every month and offer monthly office hours.

If you'd like deeper 1x1 support, there special incentives for Success Made Simple Coaching™ available to students:

Email hello@cailenascher.com for more details.


Yes! You can either pay yearly or monthly for Success Made Simple Academy™.

The monthly plan is currently $97/month, billed on the same date each month.

FYI -- The full year is currently $997 which means you get 2 months for free.

IMPORTANT: There are no contracts. No confusion. Cancel any time.

Why now?

There is no time like the present for Success Made Simple™!!!

You'll know that the "time is now" for Success Made Simple Academy™ if...

(1) You believe 100% in your ability to create success on your terms.

(2) You're ready for a clear plan, consistent support and the accountability needed to do it!

(3) You want to be grandfathered in at a deeply discounted rate for the lifetime of your membership

"Talent can't be taught, and Cailen absolutely has a natural talent for supporting others in crafting clear visions, seeing what's blocking them, and mapping out the plan to get there.  Many coaches struggle with the planning and systems aspects of business, and that's where Cailen's dedication and natural talents merge, in support of their greatest success."

- Nisha Moodley, Women’s Leadership Coach, nishamoodley.com

What Success Made Simple Academy™ members have to say...

Click on the images to scroll through all the posts :-)

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Choose your tuition plan below

Your tuition will NEVER increase during the lifetime of your enrollment!

Most popular plan!

Best price -- you get 2 months FREE!

No Contracts. No Confusion. Cancel at any time.