The Transition: From Employee to Entrepreneur

APril 15, 2026

6pm EST- Virtual

Learn How to Leave Your Job and Build Something of Your Own

Making the shift from employee to entrepreneur is one of the biggest career transitions you can make. Whether you are feeling burned out, ready for more control, or exploring a business idea you cannot ignore, this webinar will help you approach the transition with clarity and strategy.

At Caged Bird HR, we support professionals through complex workplace decisions. This session focuses on how to move from employment to entrepreneurship in a way that protects your income, your well-being, and your long term goals.

In this session you will learn how to:

  • Assess their readiness to transition, including financial stability, risk tolerance, and support systems

  • Identify common challenges during the transition and how to proactively plan for them

  • Develop a thoughtful exit strategy that protects their income, benefits, and professional relationships

  • Learn how to position their skills and experience for business ownership or independent work

  • Explore practical first steps for building and sustaining a business after leaving employment

  • Gain tools for managing uncertainty, burnout, and identity shifts during the transition

The Speakers

Cierra Gross

Founder, Worklution Inc 

Catherine wheeler

Founder, Pivot One Eighty

Domonique PRice

Founder, Attorney

Susana Alba

Dunamis Coaching & Consulting

Thinking of making the transition? This is for you