Best Career Change Books of 2020

March 25, 2020

A career change is a big move that takes a lot of careful consideration. As teachers, we are lifelong learners. Even while considering a career change and leaving teaching, teachers still retain their passion for learning more. I am constantly finding myself wanting to grow in my career, and career self-development books have been a solid go-to. Here I’ve compiled a list of the top 10 career change books written by experts and professionals.

Disclosure: This page may contain affiliate links, meaning I receive a commission if you decide to make a purchase through my links. This is at no additional cost to you.

What Color Is Your Parachute?

One of the most successful publications focusing on a career change, this book was written in 1972. Since its first release, this author continues frequent revisions to modernize it to today’s shifting markets. This book offers a lot of practical advice. One of the things that teachers thinking of a transition may appreciate the most is how it also focuses on the emotional and psychological side of job hunting.


This book demonstrates how clever professionals change careers and was written by a career coach and psychologist. In this book, she explains how to think like a hiring manager to help ensure you’re prepared to address their concerns.

Pivot: The Only Move That Matters Is Your Next One

Released in 2016, this book received recognition as the top career pick by Axiom Best Business Books. This career development framework will work for teachers looking to change career paths and also addresses some of the concepts if you are interested in becoming an entrepreneur.

Fearless and Free

Teachers contemplating leaving the classroom often face a lot of emotional hurdles. Is it too late for me? Will anyone want to hire me after 10 years of teaching? I chose this book because it offers great support and comfort to any of those encountering self-doubt during a mid-career change.

Designing Your Life

A New York Times #1 best-seller written by two Silicon Valley design innovators, Designing Your Life comes complete with mind-mapping activities and prototyping to help you re-evaluate your current path.

Career change books to help motivate or inspire

The 7 Habits Of Highly Effective People

This book has been an international best-seller for over 25 years, so it was a must to add to this list.

The Power Of Positive Thinking

This book will help you tackle mindset challenges and learn to believe in yourself. This author also helps you break the habit of worrying with self-fulfilling techniques.

How To Win Friends And Influence People

Not exactly a career change book, but if you’ve been following my posts for a while you know how much stress I put on networking. This book will help you create authentic connections with others…which can ultimately get your foot in the door into new positions!

Books for Entrepreneurs

Don’t Sweat the Small Stuff


If you are thinking of starting a business or becoming an entrepreneur, the Ask Method is written to help you identify which direction you should go to earn the most money. Ask gives you techniques to poll your audience and learn what they need so you are able to save yourself time and offer value.

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    About The Teacher Career Coach

    I hope this post has helped you understand my mission. My goal is to help bring clarity to any teachers who are suffering from the pain I experienced during my own career transition of leaving teaching.

    If you are beginning to weigh your options, my free newsletter above is a great place to get started. I’ll send you resources about career transitions, strategies to help prevent burnout, and ways to make extra $$ while you’re still in the classroom.

    If you have been waiting for a step-by-step guide to help you leave the classroom, sign up for The Teacher Career Coach Course. I’ve spent countless hours building this resource with the consultation of an HR professional with 10+ years in experience and over 1,000 teachers’ most commonly asked questions.