Helping coaches, consultants and entrepreneurs scale their business

Consistent and scalable growth requires a complete and proven system to achieve and accelerate all your goals.

If you have a business that monetizes your skills, knowledge, and experience and you desire consistent income, more time, and purpose, yet something is not working for you...

Here's how Five Milestones can help you:

• We own our consulting and coaching businesses, so we know what really matters.

• Plus, we have over 25 of years of entrepreneurial expertise to help you get to where you want to be and get there faster.

• And, we can also implement the IT solutions for you. We are passionate about leveraging technology and we love numbers, and are experienced in marketing, sales and operations.

• Continuous learning is one of our core values so we enjoy making complex concepts easily understandable and guiding you toward success.

• You will have the skillset of a team without having to hire various employees and help you offload tasks while streamlining your business.

"The journey of a thousand miles starts with one step."

Start Your business transformation now


Our business is helping your business grow by providing you with the tools and support you need to achieve your goals.

Strategic Business Consulting

On-demand consulting services are tailored to your specific needs. We begin with a thorough examination of your systems and processes, identifying opportunities for improvement, updates, and optimization to help you grow your business.

Software Set Up & Support

Full service software set up and the right business systems for coaches, consultants, and experts so they can be more efficient and profitable in their one-person business and be able to turn their “job” into a business.

Training & Workshops

We provide customized training and programs for you and your team for you and your team for the transformation and advancement of your business growth.
We also provide ongoing support.

As a certified partner, we can offer you special pricing and support. Sign up with our partner pricing to get started today.

In this free guide, you’ll learn 25 things every business should —and can— automate for sustained growth and success.

We've helped hundreds of businesses achieve their goals

What Our Clients Say

I recently worked with Sheila at Five Milestones, and was thoroughly impressed with her expertise and professionalism.

She took the time to thoroughly analyze and identify areas where technology could be implemented to streamline processes and improve efficiency.

She provided excellent communication and support, ensuring that everything was executed smoothly and according to plan.

Jean Dwyer, PA

Highly recommend Sheila at Five Milestones LLC for her expertise in both business consultation and digital marketing strategy. She provided valuable insights and recommendations that helped improve the overall performance of my business.

Her knowledge and ability to understand my specific needs was impressive. Sheila also helped me develop a comprehensive digital marketing plan that has led to an increase in website traffic and sales. I would definitely work with her again and highly recommend Sheila to any business looking to improve their performance.


I just started an LLC and needed some help with wading through the government red tape for my business.

Sheila was SUPER helpful, knowledgeable, patient, and friendly. I would highly recommend her.

She's also honest about what she knows she can help you with and what she might not be able to help with.

Robert Boulais

I have received knowledgable and caring response and guidance from Five Milestones - They are willing to go above and beyond to understand and satisfy the customer's needs. Thanks!!

Dan Holloway

Five Milestones LLC

Why Work with Us?

Sheila Slick, MS, President of Five Milestones LLC, brings over 25 years of experience in business. Throughout her career she has consistently demonstrated her ability to empower individuals and organizations, making complex concepts easily understandable, and guiding them toward success. She holds a Master of Science degree in Leadership from Embry-Riddle Aeronautical University Worldwide, and a Bachelor of Science in Business from Florida State University.

Sheila is a Keap Certified Partner, Certified Entrepreneurial Facilitator and an engaged community leader, serving as Chairman of the Board for SCORE Volusia Flagler, where she actively contributes to the vibrant growth of the local business community.

At Five Milestones, the special touch lies in our personalized approach – we not only handle the technical aspects but also focus on strategic business consulting, ensuring our clients are well-positioned for success in today's dynamic market.

Our company is dedicated to making a positive impact in our community by investing in education and economic empowerment. Our business goes beyond just doing business and creates opportunities for positive change.

Sheila Slick, MS

President Five Milestones LLC | Business Strategy Consultant