For entrepreneurs who want to 10x their income, influence, and impact.

Starting purposefully in February 2022.

"I feel stuck."

Each year, thousands of frustrated entrepreneurs, like you, share that with me. While you might have achieved tremendous success in one area, it's this sense of discomfort — like something's missing — that you can't shake. 

As work piles up, family pressures mount, and growth stagnates, the frustration reaches boiling point.

And it all leads back to one thing: unfulfilled potential.

Deep down, you KNOW you've got what it takes to get to that next level. In fact, you'd do anything to 10x your income, influence, and impact — and finally bring an alignment of happiness and meaning to every part of your life.

I hear you. And I've made it my life's work to solve that very problem.

My superpower is helping ambitious but frustrated entrepreneurs gain immediate clarity on what they want and give them a bulletproof plan to achieve it. 

I know what it takes to win.

That ability has led me to write 3x bestselling books (translated in 10+ languages), host a top-rated podcast, and speak internationally to packed audiences. I’ve also been profiled in renowned publications – including Success Magazine, Money Magazine, and Entrepreneur – and featured on 600+ radio, podcast, and television shows. 

In the last 12 months alone, I've worked with entrepreneurs in more than a dozen countries to achieve massive results. In that time, my clients have:

  • Generated 7-figures in new business revenue
  • Launched #1 podcasts in multiple countries / categories 
  • Confirmed 5-figure sponsorship deals for their business
  • Delivered TEDx Talks
  • Won Emmy Awards
  • Published #1 international bestselling books, and
  • Finally cracked the code to scaling their income without scaling their workload!

And that's just what they achieved with their business. The truth is that the right blueprint will transform literally EVERY part of your life 🚀

If you’re feeling ambitious but frustrated and want the exact formula to 10x your income, influence, and impact, THIS is the Mastermind for you.

Since this is my signature program, you know I'm bringing out the big guns! In addition to joining my inner circle and working closely with me for 3-months, I'm bringing in some of the most successful entrepreneurs on the planet LIVE to help you action things in real time and give you all the answers / support you need.

One day, or Day Won. The choice is yours.

Welcome to The Day Won Mastermind...

Tell me more...

A transformational 3-month mastermind for entrepreneurs (and aspiring entrepreneurs) who want to 10x their income, influence, and impact.

14th February - 16th May 2022

Join from anywhere in the world. Get all the benefits of an in person mastermind, from the comfort of your home / office.

We go above and beyond, which requires a LOT of our energy; therefore, to ensure optimal results for all attendees, the Mastermind is strictly limited to 12 people

This Mastermind is for existing and aspiring entrepreneurs. For example, perhaps you might own your business as a:

  • Business / executive coach
  • Real estate professional
  • Financial  / legal / HR services
  • Marketing services
  • Health products
  • Life / mindset coach
  • Author / speaker / podcaster
  • Media and entertainment
  • Digital product seller
  • Etc.

If you run your own business or are thinking about starting your own business in any of the above (or similar) fields, you're probably a perfect fit.

I'll be personally guiding you every step of the way. We'll be actioning things in real time, so if you've got a question - just ask! 

I'll also be bringing in some VERY special guests 😉

I mean special. To get access to experiences like this would cost you well in excess of USD $100,000+! 

Throughout the mastermind, every single one of these people will be available live to help YOU blast through your obstacles and map out your path to income, influence, and impact:

Janine Shepherd:
How to Book, Deliver & Leverage a TED Talk

Janine is one of the most sought after speakers in the world. Her TED Talk has been viewed more than 2 million times, and excerpts from her renowned speeches have amassed almost 1 billion views online.

As a former cross-country skier who met tragedy, Janine is now a professional pilot, mother to three children, and author of several best-selling books. 

In recognition of her service to the community and her tireless efforts in raising awareness for spinal cord research, Janine was awarded the Order of Australia, her nation’s highest honor. She is an ambassador for Spinal Cure Australia and Red Bull’s “Wings for Life” and a contributor to Deepak Chopra’s workshops.

Janine’s story has been featured on 60 Minutes, This is Your Life and CNN’s Turning Points with Dr. Sanjay Gupta.  She was recently named as an “Architect of Change” in Maria Shriver’s Sunday Paper. Her latest book, Defiant: A Memoir, was published for worldwide distribution by SoundsTrue®, and she's been hired by some of the most renowned companies in the world.

Wes Dening:
How to Package Your Story for Maximum Visibility and Influence

Wes is an award-winning entrepreneur, producer, and content creator. He has developed, sold and produced critically-acclaimed and rating-toping content for broadcast, cable, and digital platforms and has extensive experience growing content businesses around the world.

His recent show Holey Moley (starring and co-executive produced by Stephen Curry) debuted as one of the most-watched new series premieres on US television. Wes also serves as Executive Producer on Animal Planet's marquee series, Crikey! It's The Irwin’s, along with Facebook's first multi-platform digital format and award-winning series Pick, Flip & Drive and serves as a Consulting Producer on Netflix's groundbreaking and original award-winning dating series Dating Around.

As founder and president of innovative production company WDE, Wes has developed and produced an enviable slate of programs broadcasting in 50+ countries worldwide. 

In addition to his extensive production work, Wes contributes to multiple media panels and regularly distributes content focusing on thought leadership in the ever-changing media landscape.

Brandon T. Adams:
How to Use Video Marketing to 10x Your Income

Brandon T. Adams grew up in rural Iowa helping out with his father’s packaged ice business. That job taught him the value of hard work and an honest buck, but he didn’t share similar enthusiasm for his academic work. On the brink of flunking out of college, Brandon was given a book that completely changed his trajectory and became the foundation to everything he’s achieved today.

Since that defining moment, Brandon has become a podcaster, speaker, inventor, and business adviser. His work as a crowdfunding expert has raised more than $35 million and led to him working with high profile clients such as Kevin Harrington (from hit TV show Shark Tank), Jeff Hoffman (billionaire founder of Priceline), John Lee Dumas (from award-winning Entrepreneurs on Fire), and the renowned non-profit XPRIZE.

As a serial entrepreneur, Brandon owns a stake in, and advises, 20+ businesses. He’s been featured on the cover of Investors Digest magazine, led one of the largest campaigns for a book in crowdfunding history, and was featured as the youngest cast member in the film Think and Grow Rich: The Legacy.

He's also the Emmy® Award-winning producer and host of TV show Success in Your City.

Josh Henry-Hicks:
How to Sell, Scale, and Stand Out on Social Media

Josh Henry-Hicks is Vice President of MuteSix, the number one Direct to Consumer (D2C) digital marketing agency in the USA. In his 15-year career, Josh has facilitated almost USD $1 billion in ad spend, helped 40+ brands get acquired or raise their next round of funding, and worked with some of the most successful disrupter brands in the country. 

With a constant pulse on Direct to Consumer and paid media trends, Josh understands what it takes to turn an entrepreneur's idea into a powerhouse brand. He finds inspiration in creating a successful ad creative and watching it scale online, but he is most passionate about the people involved – whether that’s client, partner or colleague.

Josh will answer ANY questions have about digital marketing, while showing you exactly what the best companies and individuals are doing to create, sell, and scale their brands on social media.

Reed Shaffner:
What It Takes To Win As An Entrepreneur

Reed Shaffner is currently the Chief Product Officer at MOJO, the company he co-founded in 2019 with Ben Sherwood (formerly President of Disney and Co-Chair of Hulu Board). 

Before that, he oversaw Product Strategy at Cornerstone (NASDAQ: CSOD), where he was responsible for the vision of the company’s industry-leading human capital management products.  He joined Cornerstone after they acquired Workpop, where Reed served as co-founder and CEO.  Workpop had raised over $15M before its acquisition.

Before Workpop, Reed was a general manager at gaming companies Zynga, where he ran their mobile platform, including the With Friends Network of games, and Scopely, where he ran all of the product.  In 2015, Scopely was named#9 on Inc Magazines fastest growing companies in the United States, and is now valued at over $3B. 

He is also a VenturePartner at Ironfire Ventures, a cross-border fund based out of Hong Kong that invests in startups across various industries. 


Some of the other topics led by James personally include:

  • How to Get Featured on 100+ Podcasts in a Single Year
  • How to Build a Million-dollar Network
  • How to Create a Year Worth of Content in a Single Day
  • How to Scale Your Income Without Scaling Your Workload
  • And more!


This is my signature program and sells out every year. And this year we're going even bigger and better than ever before, so this WILL sell out! If you're interested, APPLY IMMEDIATELY to avoid disappointment.

Once you apply, we'll get on a quick call to make sure you're a fit, answer any questions you have, and go through next steps.

NOTE: Applications close 31st January 2021.

What's it like to do the Mastermind?

James has been featured in:

What are others saying about James?

Barbara Corcoran

Property expert, venture capitalist and star of 'Shark Tank'

“James Whittaker both inspires and motivates one to follow their dreams and achieve success.”

Bob Proctor

One of the world’s foremost success coaches

“James Whittaker has done a marvelous job in capturing Napoleon Hill’s legacy.”

Janine Shepherd

Acclaimed speaker, bestselling author and resilience expert

“If you want to scale your business, James Whittaker is about the best person to have in your corner! I am forever grateful for all his help.”

Warren Moon

Entrepreneur, philanthropist and NFL Hall of Fame quarterback

“James Whittaker will inspire you to chase your dreams, just like Napoleon Hill motivated me to chase mine.”

Dr George Pratt

Clinical psychologist and peak performance coach

“James Whittaker inspires people of all backgrounds to think bigger than their circumstances and gives them a blueprint to take immediate action.”
Watch Intro Video

More about The Day Won Mastermind

What else is included?

The value you'll receive from the special guests alone easily exceeds USD $100,000+ and will give you results for a LIFETIME. But we know you want more, so every participant will also receive:

  • 3x months of guidance, support, and accountability from James personally

  • Blueprint to build and leverage a million-dollar network

  • Detailed model to establish your authority and stand out in your industry

  • Proven method to turn vulnerability into strength (and profit!)

  • Simple guide to creating a WHOLE YEAR worth of engaging content in a single day

  • Process to create clearly defined goals … ones you’ll actually stick to!

  • Formula to become a master of productivity

  • Proven method to discover your purpose

  • Bulletproof plan to make 2022 your best year yet


I want more...

Ask and you shall receive! Every participant will also get:

  • Unprecedented access

    3x months of regular live video sessions with James Whittaker and high-level guest experts. Missed a session? Not to worry! You'll have UNLIMITED access to all replays so you don't miss a thing.

  • Exclusive bonuses

    Downloadable videos, modules, worksheets, and other exclusive resources to give you STEP-BY-STEP instructions on how 10x your income, influence, and impact.

  • Ongoing support

    Unlimited email / phone support throughout the program (and a private Facebook group) to keep you results-oriented. Need help? Just ask! You will have EVERYTHING you need to move forward confidently.

What results can you expect?

Ultimately we will be guided by what YOU want to achieve (which is exactly where we'll start in week one) but, in the last 12 months alone, I have worked with people in more than a dozen countries to achieve massive results. In that time, my clients have:

  • Generated 7-figures in new business revenue

  • Launched #1 podcasts in multiple countries / categories

  • Established friendships with their heroes

  • Confirmed 5-figure sponsorship deals for their business

  • Delivered TEDx Talks

  • Won Emmy Awards (well done Krystal!)

  • Published #1 international bestselling books

  • And more!

But don't take my word for it!

Here's what others are saying about The Day Won Mastermind...

Darcia Ondrovcik

Brisbane, Australia

"James is an amazing human being and The Day Won Mastermind is exceptional. He goes above and beyond to help us individually and make sure we can move our business forward. I can't thank him enough."

Karen Dwyer

Dublin, Ireland

"James showed us how to bring our business and life together, so EVERYTHING works! And I've never experienced that. As a direct result of being in the Mastermind, everything in my business and life took off. The value from this group is priceless."

Brett D. Scott

Sunshine Coast, Australia

"James delivers more value than anyone I've ever seen. The Day Won Mastermind is truly lifechanging."

Mary Vivian Braunschneider

Chicago, USA

"James constantly overdelivers! I recommend The Day Won Mastermind to anyone who's looking for better results and to take their life to the next level."

Danny E.

Sydney, Australia

"I'm forever indebted to be part of The Day Won Mastermind. I highly recommend it to everyone. It's helped me form lifechanging connections, get clear on my career goals, and achieve multiple promotions."

Dave Foy

Boston, USA

"Within 8 weeks, James helped me finally get out of my full-time job and start my own business where I can now help a lot more people. I'd recommend the Mastermind for anyone who's looking to expand their business."

Lucy Rogers

Nashville, USA

"The Day Won Mastermind is amazing! I'm so grateful to have James as a coach. He has really helped me take my leadership to the next level."

Orson Wells

Houston, USA

"If you want to grow your business and grow personally, you have to work with James and join The Day Won Mastermind. I'd recommend it to anyone! "

Jason Karan-Cole

Brisbane, Australia

"The personal growth I experienced was amazing! I can't recommend The Day Won Mastermind highly enough. If you want real life-changing results, do it."

Krystal Alexandria

Florida, USA

"I am so grateful for everything James does. He always goes above and beyond."
Watch Intro Video

Meet your coach:

James Whittaker | Founder, The Day Won Mastermind

James Whittaker
BA, B.Bus(Mgt), AdvDipFS(FP), MBA

James grew up in Australia where he enjoyed a successful 10-year career in financial planning, running a company with more than $2 billion under management, before starting his own entrepreneurial journey. Today, he has launched companies and products in just about every industry — everything from activewear and marketing to personal finance and podcasting.

James has been featured extensively in television, print and digital media around the world, including The Today Show, Entrepreneur, Money Magazine, Success Magazine, and The Sydney Morning Herald. He has also appeared on 600+ podcast and radio shows, and spoken to audiences of 2,000+ people.

In 2019, James launched his own podcast, Win the Day with James Whittaker, where he interviews the world's most renowned entrepreneurs to help the audience take ownership of their financial, physical, and mental health.

James is also Co-founder / CEO of We Are Podcast, where he specializes in helping aspiring and existing podcasters find their voice, monetize their passion, and make an impact.

James is a 3x bestselling author, with his second book Think and Grow Rich: The Legacy translated into 10+ languages. It also serves as the official companion to the multimillion-dollar film based on Napoleon Hill’s timeless classic. (James is a proud co-executive producer of the film.)

In September 2020, James' latest book Andrew Carnegie's Mental Dynamite was released in conjunction with the Napoleon Hill Foundation.

Obsessed with what separates ordinary people from extraordinary achievers, James has interviewed 300+ of the world’s most revered entrepreneurs, business icons, and athletes to unlock their secrets to success, including Barbara Corcoran, JJ Virgin, Keith Ferrazzi, Rob Dyrdek, Grant Cardone, Emily Fletcher, Bob Proctor, Sharon Lechter, Dan Negreanu, Tia-Clair Toomey, John Assaraf, and Gabby Reece.

Through his tailored keynotes, bestselling books, and leadership programs, James has helped thousands of individuals and companies reach new heights of accountability, happiness, and success. 

Above all, he hopes to instill the important fundamental truth that each day, if we do not make the decision to win, we have automatically made the decision to lose.

100% Happiness Promise!

Zero risk to you.

I proudly stand behind every product I create, so much so that I guarantee results for every person who participates. If you join The Day Won Mastermind, attend every session, and you’re not feeling it for whatever reason, just let us know within the first 30 days and we will gladly give you a full refund — AND you'll even get to keep your bonuses. 

At the end of the mastermind, if you feel you haven’t received a 10x return on your investment, I will work with you 1:1 for FREE until you have.

Are you committed?

The one thing I can't do is change your attitude, so please ONLY join if you're committed to big change in 2022. I'll take care of the rest 😉

Learn how to Win the Day™ EVERY day. This is The Day Won Mastermind:

  • For 3 months, work closely with James to gain unparalleled clarity on what you want, create a bulletproof plan to achieve it, and start delivering massive results (guaranteed).

  • Live video sessions with James and some VERY special guests frequently throughout the Mastermind (USD $100,000+ value) — these are experiences you can't get anywhere else.

  • 12 modules and videos that walk you through the exact method to start creating the income, impact, and influence you want.

  • Instantly level-up your network. You'll be joining a group of passionate entrepreneurs who want to share lessons from their own journey and help you succeed.

  • Implementation worksheets, downloads, and other exclusive resources to simplify the process while turbocharging your results.

  • Unlimited email / phone access to receive personalized advice for your unique circumstances.

  • Private Facebook group to collaborate with others.

  • Conveniently delivered via a 3-month online program to help you learn, action, and grow.

  • Spots are strictly limited to 12 people.

Plus, for the first time EVER....

You could even appear on my top-rated Win the Day™ podcast.

This year, for the first time EVER, I'll be selecting one person from the Mastermind to interview live on my Win the Day™  with James Whittaker podcast. 

Not only will you appear on a podcast that has featured some of the most renowned entrepreneurs on the planet (like my good friend Rob Angel, below, who created Pictionary® and made it the #1 selling game in the world), you'll also receive a bunch of video assets that you can use to build your own personal brand.

And if you can make it to Los Angeles, we'll even film it at the professional recording studio so we can capture your story in the highest possible quality. You won't have to pay a dime for that experience!

The lucky person to receive the Win the Day podcast guest award will be the one who has applied themselves the best, brought the right energy, and created some amazing results.

And more than USD $2,000 in bonuses!

You don't have to pick which door you want. You get ALL these bonuses 😊

  • Door #1 (Value: USD $100+)

    Receive a free signed hardcover edition of ALL James' bestselling books mailed to wherever you are in the world, including 'The Beginner's Guide to Wealth', 'Think and Grow Rich: The Legacy', and 'Andrew Carnegie's Mental Dynamite'.

  • Door #2 (Value: USD $597)

    Receive a free VIP ticket to We Are Podcast, the world's #1 interactive event for entrepreneurs, podcasters, and professionals. Level-up your network and learn the latest business growth strategies from true changemakers.

  • Door #3 (Value: USD $1,500)

    As soon as you're accepted, enjoy a private 1-on-1 coaching session with James with one objective: to get your investment in the Mastermind well and truly recouped before it even begins. Immediately after the session, your unlimited phone / email support with James and his team begins.

Reserve your place now!

Only 12 spots available. Applications closing soon.

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What's it like to do the Mastermind?

Origins of The Day Won Mastermind

Thank you for being here!

I'm James Whittaker and let me know tell you a bit about the origins of The Day Won Mastermind and why I'm so excited about it. 

I always find it funny how we ask kids what they want to be when they’re older, yet almost every educational institution—from elementary to grad school—offers almost zero resources to help people understand what’s actually available to them, let alone give them a blueprint to achieve it.

As a result, we try to funnel people into careers based on how they perform on standardized tests, which leaves us with two categories: The Stupid and The Smart. 

The Stupid (which is the category I was boxed in to) go through life feeling like they aren’t equipped with the abilities to grow, succeed, and make an impact. They're told to get used to working for other people and to lower their expectations of what's possible.

However, it’s not much smoother for The Smart because often they enroll in university courses or take jobs that might suit their academic performance but were never considered with the individual’s passion, purpose, and likelihood to thrive in mind.

As a result, a huge percentage of people (from both categories) end up miserable, despite having what might be a large income, a loving family, or a job they feel they should enjoy. This is only exacerbated by social media as we compare our self-worth to others more frequently and harshly.

Is it any wonder, then, that society is increasingly unhappy, despite being the wealthiest period ever and setting historic records for:

  • The highest standards of living
  • Unprecedented technological advances
  • The most advanced healthcare
  • Record low unemployment.

SourceWorld Happiness Report 2019

In 2013, I was living in Boston, MA, and had just graduated with a Master of Business Administration, but I didn't feel fulfilled. It was only the experiences through launching my own products and companies—as well as the in depth conversations I had with some of the happiest, resilient, and most successful people on the planet—that I realized what was missing.

Ever since the most significant moment in my life, which occurred when I was 23 (and was featured in the Summer 2019 issue of Success Magazine), I have been obsessed with learning what turns seemingly ordinary people into extraordinary achievers—irrespective of age, education, background, financial starting point, or any other perceived adversity.

I never could have imagined that journey would lead to me being asked to write a modern companion to the bestselling self-help book of all time, Napoleon Hill's Think and Grow Rich.

And I certainly never expected to be speaking on stages alongside my heroes, and featured on 300+ radio, podcast, and television shows—as well as in some of the world's most recognized publications—all by my 35th birthday. Last year, 18 years after graduating, I was even invited back to speak at my high school to inspire the next generation. It's funny how things turn out, and it reminded me of the Steve Jobs quote:

"You can never connect the dots looking forward. You can only connect them looking backwards."

Today, I’m introducing you to a detailed program that anyone can follow to build a career that aligns with your purpose, enables you to attach each day’s actions to your long-term mission, and leaves an enduring legacy for your family, community, and the world.

I'll be sharing with you everything I've learned along this journey, which will save you many years of time and hundreds of thousands of dollars in the process. Better yet, you'll live happier than ever before.

The Day Won Mastermind is for those who want more in life, and I’m going to show you exactly how to get it. 

Join the fun.

To your success,

James Whittaker

PS - There'll be some fun surprises along the way. And if there's one thing you should know about me, it's that I LOVE to overdeliver 😉

What are others saying about James?

John Lee Dumas

Host of Entrepreneurs on Fire podcast (90+ million downloads)

“James Whittaker will give you the inspiration, direction, and motivation to IGNITE your entrepreneurial dreams.”

Dr Sonja Stribling

Business expert, television personality and US Army veteran

“James Whittaker is simply AMAZING!”

Kerwin Rae

Renowned business growth expert

"James Whittaker is a forward-thinking leader with a wealth of experience across a whole range of different modalities."

Greg Layton

Founder of Chief Maker and host of The Inner Chief podcast

"James Whittaker is a super human. He sticks to his values, leads epic projects that inspire millions, and is generous with his time and wisdom."

Brandon T. Adams

Emmy Award-winning TV producer / host and bestselling author

"Whatever James tells you to do, DO IT! He's one of the most transformational leaders on the planet today."

Only 12 spots available!

Join The Day Won Mastermind. Applications closing soon.

Apply now 🚀

Still have questions?

We have answers!

  • Who is The Day Won Mastermind for?

    This Mastermind is for ambitious entrepreneurs (and aspiring entrepreneurs) who are looking for a proven path to BIG success in 2022. Perhaps you feel like you're treading water, that there must be more to your life, or simply want to massively level-up where you're at right now. The Day Won Mastermind will give you comprehensive clarity on who you are and where you want to go, while also providing a detailed blueprint to: A) Generate a much larger income; B) Establish high-level relationships, C) Stand out as an authority in your industry.

  • Why do I need to apply?

    If we're guaranteeing results, we need to make sure you're bringing the right energy, values and commitment to the group. Before the Mastermind begins, each participant will have at least one 1:1 call with James. If you register for the Mastermind and have not scheduled a call with James, we will contact you to do so.

  • How does The Day Won Mastermind work?

    Over a 3-month period, there will be a weekly module containing videos, worksheets, action plans and other exclusive resources to give you step-by-step instructions to turbocharge your growth. As a true mastermind, you will be invited to learn, share, and collaborate with others on the program to immediately multiply your network and grow, both quickly and purposefully. You will also have regular LIVE video calls with James and exclusive sessions with our special guests. Unable to attend one? Don't worry - ALL sessions will be recorded and made available to you to ensure you don't miss a thing.

  • What if I have questions during the Mastermind?

    Just ask! James will be facilitating the entire program himself, and will also be available for unlimited email access throughout this time.

  • What is your refund policy?

    Sadly, so many coaches (especially the so called "gurus") refuse to stand by their products. In fact, a large part of James' mission is to deliver and guarantee REAL value for people. As a result, you'll have a full month (i.e. more than 30% of the course!) to decide whether it's right for you. If you've attended all sessions and done the work, yet during that 30-day period you're not experiencing big results, you can either contact us for a full refund or we will gladly work with you 1:1 until you're happy.

  • Can I talk to someone to find out if the Mastermind is for me?

    Absolutely! To go through the Mastermind in more detail, answer any questions you may have, and ensure there's an alignment of values, vision, and commitment, simply complete the form via the link below. At the end, you'll find a link to schedule a free 20 minute call with James 1:1:

  • Is there a payment plan available?

    The Day Won Mastermind comes with guaranteed results and a full 100% moneyback guarantee! It also comes with a pay upfront option AND a payment plan to make sure you don't miss a minute of the fun.

  • I still have a question...

    If you've got a question that hasn't been answered, just email us at [email protected] and we'll get back to you ASAP.