In this episode of Founders Future with host Olivia Sammons, we sit down with Alyssa Bailey, founder of Rise Up Career Coaching. Alyssa shares her journey from spending 15+ years climbing the corporate ladder in retail and marketing technology to launching a coaching practice for ambitious professionals who feel overlooked, underpaid, or stuck—despite doing everything “right.”

Drawing from her corporate experience, Alyssa breaks down her CLEAR framework, designed to help mid-career professionals gain clarity, build confidence, and advocate for themselves without playing office politics. She also discusses overcoming imposter syndrome, growing a coaching business organically through LinkedIn, and balancing entrepreneurship with motherhood—making this an encouraging conversation for anyone ready to stop waiting to be chosen and start choosing themselves.