KEEP ON DREAMING UP
For the ambitious "I CAN’T DO JUST ONE THING" people who constantly have all the ideas and crave multiple businesses, projects, and income streams to feel whole.
I help you build a sustainable ecosystem and an aligned rich life.
KEEP ON DREAMING UP
KEEP ON DREAMING UP
My mission is simple: to help the "I CAN’T DO ONE THING" people build a sustainable ecosystem between their ideas, income, lifestyle and execution. To reduce the scatter and burnout and make the “scattered” become your superpower. I know this because I am one of you.
Clarity that feels missing—especially in big life moments or inflection points
Unclear about their impact, mission, or purpose
Ideas roaming but not always landing, or difficulty executing
Habits that aren't working for them and keeping them from great leadership and growth
Feeling fragmented between life and work, not functioning as a successful ecosystem
Fear of change, scarcity, and/or overwhelm
Dissociation, dissatisfaction, or burnout from life and work
A pull in the heart that they don't know how to answer
Lack of pleasure and presence
Isolation and lack of connection or belonging
On This Journey, I've Seen That People Often Experience:
We have been offered and built a script on life that doesn't always match what's in our hearts.
When ambitious people are expending energy in ways that aren't aligned, it can feel exhausting. We don't shut off—we keep going toward some semblance of success. When the work, the life, and the impact are aligned, there's ease, clarity, and aligned rich living that feels good.
“Sheri has been central to my personal growth, emphasizing the interconnected balance in all aspects of life. Her guidance and programs helped me better understand the motivators behind relationships—both romantic and professional; through her guidance I was able to foster deeper romantic relationships and be more focused in my founding journey at the same time, leading to a more fulfilling, balanced life".
Andrei I. - Startup Founder + Consultant
Where I Meet You
I work with ambitious people and high achievers during times of their biggest transformations. Whether you're navigating real life transitions like a career change or divorce, feeling at the brink of something new, or simply not understanding what the next steps are—I meet you where you are.
Major Life Transitions
Job changes, relationships, relocations—moments when everything feels uncertain
Getting Ideas Off the Ground
You have something brewing but need support to validate and bring it to life
Diversifying Income
Building new revenue streams or expanding existing ones particularly so they are sustainable and work with the rest of the ecosystem.
Seeking Clarity
When the path forward feels foggy and you need grounded guidance. Also so you have intuitive confidence.
No matter what time of life you're in—whether it's hard or you're moving through transformation, regardless of age or stage—life can feel good when you have the right tools. I create a holistic ecosystem where your professional success matches your lifestyle, and vice versa. I help you increase your capacity to receive opportunity and live your big dreams.
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"Working with Sheri has been truly transformative for me. When I started working with her, I didn't even know the questions I had about myself. I just knew I wasn't happy, and thought perhaps someone with her talents and deep empathy could help shake things up for me. Well we shook things to the core together for sure! I've been going through a lot of my life not understanding my worth, and my purpose. I think to an extent I performed as a comedian in most social situations, the way many codependent people do. That's now drastically changed since working with Sheri. Suddenly I can ASK for things. I can listen and not feel the need to perform. That that happened in my 40's is something I will never be able to repay her for. As a result, I feel and understand my value now. I walk more confidently into any conversation. I understand that I may not be for everyone, but that doesn't matter. Provided I stick to my mission and my values, I'm exactly where and who I'm supposed to be. And that feels amazing. Thank you Sheri."
– Raphael W. - Entrepreneur
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It has always been a good experience working with Sheri Chiprout. She is a source of reliability and integrity that I have experienced throughout the many years I have known and worked with her.
John C.
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“I want to thank you from the bottom of my heart for supporting me so fully during the biggest transition of my life! After ending my marriage, selling my house, quitting my job, and moving across the country with no plan at all - you really helped me to ground and set up new roots in order to grow the life of my dreams! You encouraged me to fully tap into and trust my Self while establishing some much needed discipline through small daily steps that really added up. I am beyond grateful for you and your gifts and your work!! You definitely have the capacity to meet anyone where they are at and help them get to where they want to be!” Thank you, thank you, thank you!”
Alexandra B.
What Becomes Possible
When we work together, you move from WTF is next to clarity. You create an ecosystem where your professional success and achievements matches your lifestyle and vice versa. Whether you're building new income paths, expanding existing ones, creating better leadership qualities or navigating a major life transition, you increase your capacity to receive opportunity and live an align rich life. Take bold action and increase impact. When work, life, and impact are aligned, there's ease. You live your big dreams and land in them feeling aligned, fulfilled, and good. The right tools at the right time meet you and expansion comes too.
Tools for Transformation
I do this through unique and transformational methods I've cultivated over years, professional and business expertise, and curated experiences. While I bring many tools to our work together, these two methods are essential parts of the Keep On Dreaming Up experience:
HeartMagic
For inner clarity, awareness, alignment, feel-good rich living, expanded manifestation, and opportunity and abundance.
TurnToGold
For building a new income path and business, expanding an existing one, or creating a hybrid approach to income.
A Multi-Faceted Approach
My ability to see and support the whole of you comes from a deeply multi-faceted background. I've been a trusted support and experience creator for founders and entrepreneurs for many years, bringing together:
25+ years in business management across industries, giving me practical expertise in strategy, operations, and sustainable growth.
20 years curating and managing experiences and eventsthat bring people together in meaningful ways.
7 years of coaching and leading group experiences and workshops rooted in the spiritual space and entrepreneurial events.
My own personal transformations that shaped the inner awareness tools I have embodied, studied, and now share.
This combination allows me to look at your entire ecosystem—not just your business or just your life, but how it all works together. I meet you with both the practical business acumen and the inner transformation tools to support aligned, sustainable success.
Ready to Begin?
I offer bespoke 1:1 coaching containers (3 or 6 months) that include an ecosystem audit and any tools or gifts needed along the way. If you're local, I'll add in Oui Gather membership for one year.
Or join the wait list for the ✨ WTF is Next? masterclass—for anyone feeling unclear or at an inflection point. Clarity is the empowered foundation to any next move.