Rachel Cicioni M.Ed.

Teacher to Entrepreneur

Business EN ↓ 26 episodes

The Teacher to Entrepreneur Podcast empowers educators to reclaim their freedom by exploring mindset, finance, marketing, productivity, and innovative approaches to education. Through a mix of solo episodes and candid conversations with T2E Intensive alumni and teacher entrepreneurs, you’ll hear real stories, strategies, and inspiration to help you design a thriving teaching business on your own terms.

Author

Rachel Cicioni M.Ed.

Category

Business

Latest episode

Jul 6, 2026

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Episodes

Designing a Whole Life: Rachel’s Journey to Sustainability 06.07.2026

Send us Fan Mail In this episode, Rachel shares her journey of designing a sustainable, whole-life approach to entrepreneurship and personal well-being. She emphasizes the importance of intentional scheduling, self-care, and aligning your business with your life priorities. Chapters 00:00 Navigating Life Beyond Two Speeds 04:12 Designing a Life as an Entrepreneur 09:11 The Importance of Scheduling...

The Power of Boredom in Creativity and Learning 29.06.2026

Send us Fan Mail In this episode, Rachel shares her insights on the importance of boredom, rest, and nature in fostering creativity and learning, both in education and entrepreneurship. She discusses her personal experience of how allowing herself to be bored led to new ideas and connections, emphasizing the human uniqueness in synthesizing unrelated ideas. Chapters 00:00 Anniversary Weekend Getaw...

From Classroom to Private Practice: Erica’s Dyslexia Journey 22.06.2026

Send us Fan Mail In this episode, Rachel speaks with a Teacher 2 Entreprenuer client, Erica Triggs M.Ed. Erica shares her journey from classroom teacher to private practice dyslexia interventionist, highlighting the importance of passion, trust, and strategic networking in building a successful educational business. Chapters 00:00 Introduction to Editing and Podcasting 00:48 Meet Erica Triggs: A T...

How to Build a Joyful and Sustainable Teaching Business - 5 Common Teaching Business Mistakes 15.06.2026

Send us Fan Mail In this episode, Rachel shares five common mistakes teachers make when starting their own teaching or tutoring business and how to avoid them. This episode offers practical insights on aligning your business with your passions, understanding your ideal students, and building a sustainable, joyful teaching practice. Chapters 00:00 Common Mistakes in Starting a Teaching Business 02:...

Recovering From The Classroom- Part 2 08.06.2026

Send us Fan Mail In this episode, Rachel shares her journey of redefining her daily routine and work-life balance after experiencing burnout, emphasizing intentional planning, flexibility, and self-care. This episode offers practical strategies for creating a fulfilling, balanced life as a self-employed educator or parent. Chapters 00:00 Navigating the Transition to Self-Employment 02:17 Finding B...

Recovering From The Classroom- Part 1 01.06.2026

Send us Fan Mail In this episode, Rachel shares her personal journey of leaving the classroom, the emotional and practical challenges she faced, and how she rebuilt her life and work to thrive outside of teaching. This episode offers insights into burnout, recovery, and creating a sustainable life after teaching. Chapters 00:00 The Decision to Leave Teaching 02:15 The Complexity of Grief and Heali...

Finding Students Without Feeling “Salesy” 25.05.2026

Send us Fan Mail In this episode, Rachel Cicioni shares practical strategies for private practice teachers to find and attract their ideal students through targeted marketing, networking, and authentic online presence. Learn how to identify your ideal client, craft compelling messages, and leverage local and online spaces effectively. Chapters 00:00 Understanding Your Ideal Client 06:44 Crafting Y...

What You’re Actually Selling As A Private Practice Teacher 18.05.2026

Send us Fan Mail In this episode, Rachel Cicioni explores how teachers can transition from traditional tutoring to private practice, emphasizing the value of expertise over time-based billing. She shares innovative service ideas and success stories from previous members of the Teacher to Entrepreneur course, authentic marketing strategies, and how to leverage personal gifts to create impactful, pr...

The Moment I Realized I Was Her: A Personal Transformation 11.05.2026

Send us Fan Mail In this episode, Rachel shares a profound personal journey of transformation, embodiment, and realizing her dreams through a series of emotional and inspiring moments. This episode explores how we can recognize our own growth, embrace new versions of ourselves, and create space for ongoing evolution. Chapters 00:00 Embracing Change: A Personal Journey 08:07 The Emotional Weight of...

Teaching versus Tutoring: The Difference & Why it Matters 04.05.2026

Send us Fan Mail In this episode, Rachel Cicioni clarifies the important distinctions between teaching and tutoring, emphasizing the professional expertise involved in teaching and how to accurately represent and price this work as a private practice teacher. Chapters 00:00 Introduction: Why the Teaching vs Tutoring Conversation Matters 01:11 Defining the Roles: Teacher vs Tutor 02:08 The Responsi...

What Your Pricing Says About You and Your Business 27.04.2026

Send us Fan Mail In this episode, Rachel Cicioni discusses the importance of pricing confidence for educators, how pricing communicates value and confidence, and strategies to set sustainable, value-based prices that reflect expertise and foster business growth. Resources Rachel Cicioni's T2E Mentorship Program  Rachel Cicioni’s T2E Mindset: Claiming Your Identity as a Private Practice Teache...

The First 3 Moves to Start Your Business Without Overthinking It 20.04.2026

Send us Fan Mail In this episode, Rachel Cicioni shares a straightforward, three-move strategy for teachers and entrepreneurs to start their business quickly and effectively without overplanning. Learn how to identify your offer, set up payment methods, and get visible to attract clients—building momentum from day one. Chapters 00:00 Introduction: Why You Need to Start Now 00:54 You Don't Nee...

There’s No Such Thing as “Ready” 14.04.2026

Send us Fan Mail In this episode, Rachel Cicioni explores the myth of 'being ready' to start a business, emphasizing that clarity and confidence come from action, not perfection. She shares insights on overcoming imposter syndrome, the cost of waiting, and how to distinguish between being ready and being available. Chapters 00:00 Overcoming the Myth of 'Readiness' 02:40 The Imp...

Before You Start a Business, You Need to Hear This! 06.04.2026

Send us Fan Mail Rachel Cicioni explores the common barriers teachers face when starting their own business, emphasizing mindset shifts, energy, and identity transformation. She offers practical insights and a program to help teachers overcome fears, reframe their value, and take decisive action. Listen to the end to learn how you can take advantage of this offer!  Chapters 00:00 Overcoming Inerti...

The Truth About Paid Coaching (What I’ve Learned) 30.03.2026

Send us Fan Mail In this episode, Rachel Cicioni shares her honest journey through paid coaching, highlighting what to look for, how to choose wisely, and how to avoid costly mistakes. She emphasizes the importance of aligned coaching, continuous learning, and trusting your instincts to build a sustainable business. Resources:  The Pros and Cons of Paid Business Coaching (Article) Carly Filewich (...

The Business Advice I Ignored (And Why) 23.03.2026

Send us Fan Mail In this episode of the Teacher to Entrepreneur podcast, Rachel Cicioni shares her personal approach to business practices that feel good to her and her business. She emphasizes authenticity, transparency, and alignment with values. She discusses why she avoids common tactics like DM outreach, hiding prices, and high-pressure sales, advocating for a more genuine and respectful clie...

Visibility Without Abandoning Yourself 16.03.2026

Send us Fan Mail In this episode, Rachel shares a conversation that sparked a deeper reflection about what it actually means to show up online as a female solopreneur. From inappropriate DMs to the pressure to appear more "marketable," visibility online can come with challenges that people don’t talk about very often. Rachel talks openly about those realities and shares the boundaries sh...

Learn and Roam: Steph’s Story 09.03.2026

Send us Fan Mail In this heartfelt conversation, Rachel and Steph discuss the journey of rebuilding careers in education after experiencing burnout. Recorded in a casual setting, they share their personal stories of transitioning from traditional teaching roles to creating their own businesses, emphasizing the importance of support, mindset, and the impact of COVID-19 on their teaching experiences...

Business Without Burnout 02.03.2026

Send us Fan Mail In this episode, Rachel Cicioni shares her journey of self-discovery and the lessons learned from her experiences with burnout as an entrepreneur. She emphasizes the importance of setting boundaries, prioritizing well-being, and redefining business practices to create a fulfilling and balanced life. Rachel discusses the significance of embracing imperfection, working smarter, and...

The Ripple Effects of My Own Healing 23.02.2026

Send us Fan Mail In this conversation, Rachel Cicioni shares her transformative journey of leaving the classroom and the profound impact it had on her life, family, and career. She discusses the emotional struggles leading up to her resignation, the decision-making process involving her family, and the subsequent changes in her daily routine and self-care practices.  Rachel emphasizes the importan...

Underpricing, Overdelivering, and the Cost of Self-Doubt 16.02.2026

Send us Fan Mail 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...

Recovering From the Classroom: Unlearning Burnout After You Leave Teaching 09.02.2026

Send us Fan Mail In this episode, Rachel shares her journey from burnout to empowerment as an entrepreneur. She explores the emotional, physical, and logistical challenges of life after teaching, and the coping mechanisms to handle the habits that many educators develop in the classroom that don’t automatically disappear when they transition into entrepreneurship. Rachel breaks down the subconscio...

The Business of Teaching Life Skills with Denise Honaker 02.02.2026

Send us Fan Mail In this powerful conversation, Rachel chats with fellow coach and client Denise Honaker , founder of Better and Brighter , whose mission is to help women—especially teachers—launch meaningful, heart-centered businesses teaching life skills to kids. They dive into the moment that sparked Denise’s journey, how she turned a single after-school class into a national movement, and why...

What I Do (and Don't Do) as a Private Practice Teacher 26.01.2026

Send us Fan Mail In this episode, Rachel Cicioni discusses her experiences and insights as a private practice teacher. She emphasizes the importance of centering students and families in education, building trust, and the flexibility that private practice allows. Through personal anecdotes, she shares lessons learned from her early teaching experiences, the significance of choosing the right stude...

Why I Left the Classroom — and What I Learned on the Other Side 19.01.2026

Send us Fan Mail In this episode, Rachel Cicioni shares her journey from being a classroom teacher to becoming an entrepreneur, reflecting on the challenges and transformations she experienced along the way.  Initially, Rachel never intended to leave teaching, but after nine years in the profession, she found herself feeling exhausted and undervalued. Despite her deep passion for teaching, the lac...

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