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the new exec presents

freelance to ceo coaching program

The support you need to grow your business from independent contractor to full-blown company, studio, or shop.

1:1 Coaching & 24/7 Support

 Two high touch, completely customized coaching sessions each month, one 90-minute deep dive kick-off, reflection and tracking tools, as well as unlimited email and text support in between sessions.

Flexible Framework

Based on nearly 2,000 hours of 1:1 coaching we’ve developed a proven framework to support business owners accelerate growth. Our unique approach marries these areas and topics with the goals you set to meet your needs as opposed to creating a rigid structure.

Assessment & Reflection Tools

Whether you are a graphic designer or an accountant all business owners have one thing in common: you serve your customers and how you show up matters. (Oh and you want to make more money – let’s be real). Program includes 360 assessments to help you understand how your team, clients, and others see you.

program contents


Meet Your Inner CEO

Moving from independent contractor to CEO is a huge shift. We’ll help you “meet” your inner CEO and show you how to access this part of you whenever you want.


Mindset Cultivation

Uncover your commonly held mindsets and learn how to choose to deepen or replace these.


Sales Strategy

Imagine loving sales calls? On top of sharing tried and true frameworks you’ll discover resources that will enable you to show up to prospecting conversations authentically and with ease.


Values Deep Dive

Everything we do is an offshoot of our values. By better understanding our core values we can make choices more aligned with who we actually are. We’ll break down your core values, show you how to make choices more effectively and quickly with values, and help you translate these into company values.


Team Building

Whether you’re expanding your team with part-time contractors or full-time employees this jump is huge. We’ll guide you through this transition from hiring, onboarding, and learning to let go of your former responsibilities as an independent contractor.



Pricing, how to know when it’s time to increase your prices, as well as by how much to charge is one of the most challenging parts of running a business. Our program supports thoughtful shifts in pricing strategy.


Time Management

Nearly every business owner we work with identities time as their most precious resource. We’ll help you see your time different so you can ensure you’re using your hours wisely and most effectively.



No matter your industry, service or product, and customer base, communication is one of the most important pieces of being a strong business owner. We’ll help you evaluate your skills and improve clarity and effectiveness.


Long-Term Planning

Need a kick in the butt on goal setting, financial forecasting, revenue tracking, cultivating leads, and team growth plans? This 6-month program will kick you in the butt and make progress on this.

About jane

Jane Scudder has been supporting business owners for nearly a decade. She holds her Professional Certified Coach (PCC) credential from the International Coaching Federation and her Certified Professional Co-Active Coach (CPCC) credential from the Co-Active Training Institute.

Jane has led cross-functional teams across culture, marketing, and sales for Fortune Listed companies and startups globally. She also was Adjunct Faculty at Loyola University Chicago, teaching nearly 200 students.


Who this program is right for

Independent Consultants Growing a Practice

Get support on turning well earned industry skills into a thriving consulting practice.

Creative Designers

Take your freelance design business to a full service agency to support the full extent of your clients’ needs.

Startup Founders

Navigating a new space and be isolating. This program offers a supportive framework to grow thoughtfully.

Side Hustlers Ready to Go Full Time

It takes a lot to leave a 9-5 to pursue your side business. This program delivers the support you need to help assess risk, true potential, and set you and your firm up for success.

Working with Jane has been transformational.”  – Elise Gelwicks, Founder & CEO Eleview


ready to lean more?

sign up for your free chemistry fit today


Wicker Park
Chicago, IL 60622


(872) 225-0857‬

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