
Underpricing, Overdelivering, and the Cost of Self-Doubt
From Teacher to Entrepreneur by Rachel Cicioni M.Ed.
February 16, 2026 · 17 min · Episode 5
About this episode
Rachel Cicioni discusses the impact of self-doubt on teachers transitioning to entrepreneurship and shares lessons learned about pricing and decision-making.
In this episode, Rachel Cicioni explores how self-doubt can follow teachers out of the classroom and into entrepreneurship. After years of burnout, she found that a lack of self-trust showed up in her branding, pricing, boundaries, and client selection. Rachel shares the lessons she learned from underpricing, overdelivering, and making fear-based decisions as well as what changed when she began trusting her instincts instead of outsourcing her authority. This conversation highlights why build...
People in this episode
Host: Rachel Cicioni
Topics covered
- self-doubt
- entrepreneurship
- branding
- pricing
- boundaries
- client selection
Keywords
- underpricing
- overdelivering
- self-trust
- fear-based decisions
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