Introducing...
The Most Interesting Women In The World
This isn't a room for trying, hoping & wishing.
It's where you learn how to Masterfully reverse-engineer your goals.
It's where your:
… sneaky thoughts and habits are exposed.
… numbers are tracked.
… calendar is scheduled.
… network is upleveled.
…failures are celebrated.
…and action is taken until you win.
It's time to level up.
For the next 6 months, we meet for weekly deep dive virtual coaching at 1:30pm EST on Thursdays to master your time, money & CEO mind drama.
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MEET LIVE IN COSTA RICA!
Halfway through the mastermind we fuse it all together!
(January 8th-11th 2026).
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You will have trainings on:
+ Intentional scheduling
+ Using YNAB (You Need A Budget) as an entrepreneur
+ Reverse-engineering your goals into monthly action plans
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Between calls you can get written coaching via the portal journals and the private Facebook community.
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Most importantly, you will have a space to work through the real life business problems that typically slow you down, AS they come up.
The Program
Between January 8th-11th we come together in Costa Rica and experience an unworldly retreat like one you've never experienced.
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Known as one of the few 'blue zones' in the world, we unplug to recharge, reconnect to grow, and return home empowered, inspired and ready to THRIVE.
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This incredible experience includes all lodging, meals, and excursions. Flights are not included.
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This will be the last time the retreat will be included in the mastermind, so don't miss out on this amazing opportunity!
The Retreat
Past LIVE Events
The Community
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You pursue a big life & business, and believe in the importance of
having both. -
You have a high quality product/service (I only admit members to the mastermind who benefit the world with their business growth).
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You are self-motivated and believe in the inevitability of your success. You simply want systems + support to make getting their more fun + profitable.
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You are self-responsible and focused on how you can grow as a business owner, rather than looking for everyone else to solve your problems.
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The women in this collective have a few important things in common:
The Results
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The average client gains 24+ hours per week AFTER adding in time for calls, scheduling & budgeting
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Clients leave with a process for reverse-engineering their goals, including: more revenue, more savings, a clear path to big investments
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Their confidence as a business owner grows and launches become less dramatic and draining
The results people come for (more money, more time + more calm) are just the baseline of what you get.
The Most Interesting Women In The World say that the tools + mindset they left with fundamentally changed the way they approach their life and business forever.
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Don't take my word for it. Hear directly from the members themselves...
What's Included...
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6 Months of Weekly Coaching (Thursdays 1:30pm EST)
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LIVE Retreat in Costa Rica (January 8th-11th 2026)
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Monthly FAILURE COLLECTION Calls (Deep dives into nitty gritty details of your collected failures)
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Our Dreamy Portal (Journal access between coaching calls, Metric Tracking - to measure revenue & other goal progress)
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The Workbook (Tools & High Quality Questions that members keep and reuse for years or until the book falls apart!)​​
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Scheduling Course, Guided Visualizations & More
Hear more from our past members...
1,000 stars for Jessica's coaching and the women that she admits into the incredible room that is Masterful CEO School. I am in my third round of coaching with Jess and I cannot imagine where I'd be without her wisdom! The portal and all the worksheets, workbook and workshops have exceeded all expectations. I have been able to:
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* Get in control of my money and feel good about my spending
* View my day as having plenty of time
* Hit higher sales months than I ever imagined were possible
* Pay myself a higher salary & contribute to my IRA again
* Remember to schedule lots of fun into my life and create a great 50/50 balance of good and bad!
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With Jess' coaching, I truly feel like I am the CEO of my amazing business and no longer treat myself as an employee!
Erika Maddamma
CEO of Sunny Spaces Professional Organizing