Underpricing, Overdelivering, and the Cost of Self-Doubt

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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