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Helping entrepreneurs expedite growth and clarify, simplify, and achieve their vision


Jessica is an expert who helps growth-focused entrepreneurs succeed by implementing EOS to build high-performance leadership teams – and get “Real … Simple … Results”.  EOS is a proven, foundational and holistic operating system that gets everyone in your company executing towards a shared vision.

As a Certified EOS Implementer™, Jessica has found the best framework to share her 22 years of entrepreneurial lessons by becoming a trusted advisor to her client’s leadership teams, helping Entrepreneurs and their Leadership Teams fast-track their growth and simplify, clarify and achieve their vision. As well as help them avoid the blind spots in the entrepreneurial community and live the life of their dreams.

Jessica works with best-in-class-companies (many are YPO’ers) to help them achieve their VISION, gain TRACTION and become HEALTHY cohesive teams. She brings a wealth of real-world entrepreneurial experiences to every client and every client session. She focuses on her select number of EOS clients to help them expedite the transformation and scaling of their companies from good to great. Jessica travels all over the Western US for her clients.

At the age of 25, Jessica founded a best-in-class agency specializing in event/experiential marketing staffing and execution throughout the US, Canada and internationally. The company had an average annual growth rate of 43% over their 18 years, led their niche industry nationally, won the INC 5000 four times, employed 60 internal staff, and nearly 10,000 annual part-time W2 gig-economy employees throughout North America. Jessica dedicated 18 years to serving her clients, which consisted of leading global agencies as well as Fortune 1000 clients to include: Coca-Cola (VEB),, State Farm, Nintendo, Samsung, Singularity University, others.

Jessica is also Regional Developer in Southern California for a hot and emerging Franchise Concept, CLOVR Life Spa, from the same team that created Massage Envy, Great Lash, and The Joint Chiropractic. With CLOVR Life Spa, Jessica and her business partners bring on strong franchisees as well as passive investors to open 55 stores in Southern California over the next 5 years, help them be successful and get major traction.

Jessica is always pursuing a life around her entrepreneurial spirit and building new ventures that reflect her talent, experience, and ability to positively affect the quality of life. Her adventurous nature is contagious with an insatiable appetite for human connection and growth. She loves human experiences, marketing, entrepreneurialism, innovation, problem-solving, and building things to make people’s lives easier.

Jessica is an active member of YPO, a former member of EO, a 2007 graduate of the MIT/EO Entrepreneurial Master’s Program (EMP), and a member of the MIT/Gathering of Titans Program for EMP Graduates. Her main states for working with EOS clients are currently AZ, CA, CO, OR, NV, and UT.

Three Things that make me unique:


22 years of entrepreneurial leadership in running, scaling, and pioneering in highly complex, niche industries nationwide, with nearly 10k field employees.


Driving value to your organization through my obsession to connect people. Creating impactful & inspiring connections that include: new clients, investors, sponsors, fractional/interim executives, suppliers, advisors, etc.


My experience and energy as a facilitator, listener, creative thinker, opportunist, and coach, coupled with holding your team accountable and guaranteeing you results!

What my clients are saying:

“Jessica has been working with our leadership team as we are implementing EOS.  She has been stellar at holding our group accountable and guiding us throughout the process.  We have made significant progress as an organization since starting EOS.  What sets Jessica apart from other consultants we have worked with in the past is her understanding of the demands and complexities of running a business and her ability to successfully help a leadership team find consensus when there are divergent views without alienating any one member of the team.  Jessica’s sincerity and the degree to which she digs into the core of our business and our team dynamics to smoke out the issues makes her a class above and has been an integral factor in our progression.”

Robbie Harris
YPO Member - DC, InCoStrat

“Jessica is a force of nature. She has a gift to move you forward with her words and her will. It’s not pushy, but, you don’t have a choice. She will help move the needle in your company. Jessica is always following up and making sure we are sleeping our commitments. She goes way beyond what she is obligated to give because she really cares about our success. Our entire management team says we would never be able to implement traction without Jessica. We love Jessica and we cannot recommend her highly enough.”

Matthew Harrigan
CEO, Timeline Design+Build

“EOS has been transformational for Magna IV. We previously struggled with alignment and accountability, but since EOS was implemented the management team is now rowing in the same direction and the company is making great strides as a result. Jessica Stackpoole has been an amazing resource in helping Magna IV implement EOS. Her ability to recognize and leverage group dynamics and individual strengths make her a tremendous asset for anyone undergoing the EOS journey.”

Kristi Dannelley
President, Magna IV (YPO Member)

“Jessica Stackpoole’s implementation of EOS to our leadership team has been completely transformative.  Her experience and direct approach have made implementation easy and seamless despite the challenges of adopting a completely new system to manage our business. While we are less than halfway through our EOS journey, our business is already seeing positive results and I have no doubt we will be exponentially more efficient and productive as we fully implement the system.” 

John David, CSEE
USA BMX, Chief Operating Officer

“My business has grown exponentially since I started it 15 years ago and early on I joined both EO and YPO to help me be more strategic and make better decisions. I came to the realization that I could use a better system to be more efficient with my company meetings and my company goals. I turned to EOS and more importantly Jessica Stackpoole.  EOS is a system that anyone can buy and use BUT having Jessica roll out the concept was a game changer for my company and its leadership. Her background as a seasoned entrepreneur and YPO member brought leadership quality facilitation to my company leadership. I simply cannot recommend her highly enough.”

Ken McElroy
YPO Member, MC Companies
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