Teachers Make the Leap

Teachers Make the Leap

By Kristin and HillaryBusinessEntrepreneurshipEducation
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Teachers Make the Leap episodes

  • The Importance of Rest: A Perspective from Two Former Teachers

    Kristin and Hillary discuss the importance of rest for teachers in this episode of Teachers Make the Leap. They reflect on their experiences as teachers and how the education system often encourages rest while simultaneously demanding more from educators. Kristin and Hillary share their own struggles with prioritizing rest and the mindset shifts needed to make it a priority. They also explore the different approaches to rest in the entrepreneurial world and offer support for others looking to incorporate more rest into their lives.

    0:01:03 | Kristin and Hillary share their frustration with being told to prioritize rest as teachers
    0:04:20 | Hillary discusses feeling guilty for not resting and always being busy 
    0:07:15 | Hillary unpacks the pressure to constantly prove oneself as a teacher 
    0:09:46 | Kristin delves into the hypocrisy of the education system in promoting rest for teachers 
    0:12:44 | Kristin and Hillary share about their work-in-progress journeys to prioritize rest after leaving teaching 
    0:14:22 | Kristin and Hillary talk about the importance of giving themselves space to find what they like doing
    0:21:38 | Hillary shares how she's had to practice unconditioning herself from believing rest isn't something to prioritize
    0:25:25 | Kristin gives support and a helping starting point for others wanting to incorporate more rest into their lives

    Want to ask Kristin and Hillary a question? Click here to submit your question to the podcast. We'll answer it on an upcoming episode of Teachers Make the Leap!

    To make sure you never miss an episode of Teachers Make the Leap, subscribe now wherever you listen to podcasts.

    And to stay in the know about all the exciting things we’re doing to help more teachers leave the classroom to become their own bosses, follow us on Instagram at @teachersmaketheleap or join our online newsletter by visiting www.teachersmaketheleap.com.

    33 min
  • Money Mindset: Overcoming Limiting Beliefs for Teachers Starting Online Businesses

    Kristin and Hillary discuss the importance of money mindset for teachers considering starting their own online businesses. They share their personal experiences and misconceptions about money as teachers and how they reframed their beliefs around money that weren't serving them anymore to improve their relationships with money as online business owners. They also touch on the moral associations teachers often have with money and the shift towards an abundance mindset. 

    0:03:13 | Where money mindsets originate 
    0:05:33 | Kristin and Hillary share their personal childhood experiences with money
    0:10:19 | Why teachers often have a taboo or uncomfortable relationship with money
    0:17:07 | Kristin explores the misconception that hard work is directly associated with earning more 
    0:26:55 | Hillary discovers the meaning of scarcity and abundance mindsets
    0:28:31 | Developing a more positive and confident relationship with money as an online business owner
    0:35:29 | Kristin and Hillary reflect on their current relationships with money 
    0:38:20 | Discover the first step to developing a healthier relationship with money

    Want to ask Kristin and Hillary a question? Click here to submit your question to the podcast. We'll answer it on an upcoming episode of Teachers Make the Leap!

    To make sure you never miss an episode of Teachers Make the Leap, subscribe now wherever you listen to podcasts.

    And to stay in the know about all the exciting things we’re doing to help more teachers leave the classroom to become their own bosses, follow us on Instagram at @teachersmaketheleap or join our online newsletter by visiting www.teachersmaketheleap.com.

    43 min
  • How Hillary Used Summer Break to Launch Her Online Business

    Hillary shares the actions and strategies she took during her summer break in 2020 to launch her online business. From the initial decisions she had to make about her business to gradually stepping away from teaching, she reveals the most important actions and mindset shifts she had to make over those first few months in business. 

    • 1:38 | When and why it was the right time for Hillary to start her business
    • 6:59 | How Hillary and Kristin started generating revenue from their businesses in just 2-3 months 
    • 9:21 | First steps to take when starting a business during summer break
    • 12:57 | First two decisions to make when starting a business: What kind of business am I going to run? What industry or market am I going to serve inside my business?
    • 15:45 | The specific actions Hillary took to start her business in the summer
    • 20:48 | What it felt like to land her first client and how to deal with imposter syndrome as a new business owner
    • 27:27 | Hillary’s decision to return to teaching while running her fledgling business—and how she kept the momentum going
    • 36:27 | Hillary’s advice for teachers who want to start a business during summer break: Where to begin and how to figure out the right steps to take

    Want to ask Kristin and Hillary a question? Click here to submit your question to the podcast. We'll answer it on an upcoming episode of Teachers Make the Leap!

    To make sure you never miss an episode of Teachers Make the Leap, subscribe now wherever you listen to podcasts.

    And to stay in the know about all the exciting things we’re doing to help more teachers leave the classroom to become their own bosses, follow us on Instagram at @teachersmaketheleap or join our online newsletter by visiting www.teachersmaketheleap.com.

    42 min
  • The Surprising Silver Lining of Teacher Dread

    Kristin and Hillary share their experiences of teacher dread—what it felt like and when it would happen—and how they eventually used that sense of dread as the springboard that launched them into online business.

    • 1:09 | What teacher dread felt like for Kristin and when she started feeling it in her career
    • 7:50 | How teacher dread spilled over into leisure time
    • 10:58 | Hillary’s experience with teacher dread
    • 22:41 | The role teacher dread played in Hillary’s decision to start her business
    • 24:29 | The role teacher dread played in Kristin’s decision to start her business
    • 27:49 | The surprising benefits of teacher dread 
    • 32:02 | Our advice for teachers who are currently experiencing teacher dread

    Want to ask Kristin and Hillary a question? Click here to submit your question to the podcast. We'll answer it on an upcoming episode of Teachers Make the Leap!

    To make sure you never miss an episode of Teachers Make the Leap, subscribe now wherever you listen to podcasts.

    And to stay in the know about all the exciting things we’re doing to help more teachers leave the classroom to become their own bosses, follow us on Instagram at @teachersmaketheleap or join our online newsletter by visiting www.teachersmaketheleap.com.

    39 min
  • How Hillary Built a Lifestyle Business to Fit Her Family

    In this episode, Hillary shares how she got into teaching and why she eventually left teaching to start her own business. Unlike Kristin, Hillary’s transition from classroom to entrepreneurship was a slow burn. While she started her business in the summer of 2020 and saw immediate success, she didn’t fully leave teaching until the fall of 2021. Since then, she’s found a way to run her business without having to send her one-year-old son to daycare.

    • 0:57 | How Hillary got into teaching
    • 3:58 | How much Hillary made as a teacher
    • 7:53 | When she started realizing she wanted more from life than what her teaching job could provide
    • 14:00 | Big mindset shift moment—realizing that there’s a lot of ways to make money in this world
    • 19:58 | What Hillary wanted out of her business originally (to make lots and lots of money 🤑)
    • 22:18 | Running a business part-time while continuing to teach full-time (and then part-time)
    • 31:44 | The moment Hillary realized she wanted to leave teaching for good to give her full attention to her online business—in the middle of the semester!
    • 42:07 | Getting creative about running her business to fit her changing lifestyle—how she developed a team so she could keep her business open AND take a three-month-long maternity leave
    • 45:25 | The most rewarding parts of being a business owner
    • 47:35 | Hillary’s advice for a teacher who’s thinking about leaving the classroom

    Want to ask Kristin and Hillary a question? Click here to submit your question to the podcast. We'll answer it on an upcoming episode of Teachers Make the Leap!

    To make sure you never miss an episode of Teachers Make the Leap, subscribe now wherever you listen to podcasts.

    And to stay in the know about all the exciting things we’re doing to help more teachers leave the classroom to become their own bosses, follow us on Instagram at @teachersmaketheleap or join our online newsletter by visiting www.teachersmaketheleap.com.

    51 min
  • How Kristin Left the Classroom and Tripled Her Salary

    Kristin shares her entire journey from what inspired her to become a teacher in the first place to what caused her to want to leave teaching. She goes into the various routes she explored until she discovered a way to start her own online business. Once she got started, she was unstoppable! She talks about what it’s been like her first three years in business and how she went from zero to six figures and tripled her teaching salary.

    • 1:21 | Kristin’s origin story: Why she wanted to become a teacher in the first place
    • 8:52 | Kristin’s first few years teaching–what she liked and what eventually caused her to want to leave the profession
    • 18:25 | Explorations into other career paths and feeling like she needed another degree if she wanted to be able to leave teaching
    • 24:25 | Discovering online business and all of the incredible opportunities that came with it–especially the financial opportunities
    • 28:37 | Balancing the opportunity and potential of online business with the risk and fear that comes from going out on your own to be your own boss 
    • 31:25 | Mindset shifts from classroom employee to business owner boss
    • 33:29 | Everything Kristin loved and didn’t love about being a business owner
    • 39:35 | What Kristin would change if she could go back in time to when she first started her business

    Want to ask Kristin and Hillary a question? Click here to submit your question to the podcast. We'll answer it on an upcoming episode of Teachers Make the Leap!

    To make sure you never miss an episode of Teachers Make the Leap, subscribe now wherever you listen to podcasts.

    And to stay in the know about all the exciting things we’re doing to help more teachers leave the classroom to become their own bosses, follow us on Instagram at @teachersmaketheleap or join our online newsletter by visiting www.teachersmaketheleap.com.

    43 min
  • Helping Teachers Explore the Potential of Online Business

    Kristin + Hillary share snippets of their personal journeys from classroom to online business owners. They discuss the mission of the Teachers Make the Leap podcast, which is to help teachers who want to exit the classroom explore entrepreneurship as a viable career path, and share personal examples of why they left teaching and how online business ownership has provided them with the lifestyles they were looking for.

    • 1:14 | Motivations for leaving teaching as a profession, including financial constraints and a desire for a better quality of life
    • 3:12 | Personal stories of leaving teaching to start online businesses
    • 6:08 | Why Kristin and Hillary started this podcast 
    • 7:08 | What “entrepreneurship” looks like for teachers who don’t think of themselves as entrepreneurs.
    • 9:44 | Kristin and Hillary’s hopes for their listeners: To crack open the possibilities of what’s out there for teachers who might want to leave the classroom.
    • 10:46 | Comparing what life is like now to what life was like as a teacher.
    • 12:39 | The earning potential of online business ownership.
    • 15:18 | The physical and mental toll of teaching, and the freedom from those things that online business ownership can give you

    Want to ask Kristin and Hillary a question? Click here to submit your question to the podcast. We'll answer it on an upcoming episode of Teachers Make the Leap!

    To make sure you never miss an episode of Teachers Make the Leap, subscribe now wherever you listen to podcasts.

    And to stay in the know about all the exciting things we’re doing to help more teachers leave the classroom to become their own bosses, follow us on Instagram at @teachersmaketheleap or join our online newsletter by visiting www.teachersmaketheleap.com.

    19 min
  • Teachers Make the Leap Trailer

    Kristin + Hillary share snippets of their personal journeys from classroom to online business owners. They discuss the mission of the Teachers Make the Leap podcast, which is to help teachers who want to exit the classroom explore entrepreneurship as a viable career path, and share personal examples of why they left teaching and how online business ownership has provided them with the lifestyles they were looking for.

    • 1:14 | Motivations for leaving teaching as a profession, including financial constraints and a desire for a better quality of life
    • 3:12 | Personal stories of leaving teaching to start online businesses
    • 6:08 | Why Kristin and Hillary started this podcast 
    • 7:08 | What “entrepreneurship” looks like for teachers who don’t think of themselves as entrepreneurs.
    • 9:44 | Kristin and Hillary’s hopes for their listeners: To crack open the possibilities of what’s out there for teachers who might want to leave the classroom.
    • 10:46 | Comparing what life is like now to what life was like as a teacher.
    • 12:39 | The earning potential of online business ownership.
    • 15:18 | The physical and mental toll of teaching, and the freedom from those things that online business ownership can give you

    Want to ask Kristin and Hillary a question? Click here to submit your question to the podcast. We'll answer it on an upcoming episode of Teachers Make the Leap!

    To make sure you never miss an episode of Teachers Make the Leap, subscribe now wherever you listen to podcasts.

    And to stay in the know about all the exciting things we’re doing to help more teachers leave the classroom to become their own bosses, follow us on Instagram at @teachersmaketheleap or join our online newsletter by visiting www.teachersmaketheleap.com.

    2 min

About Teachers Make the Leap

From the publisher's feed

Teachers Make the Leap is a show that empowers educators to embrace the possibilities of online business. Kristin and Hillary are two former teachers turned online business owners who have created…